Knowledge (XXG)

Flavonoid

Source 📝

1382: 1348: 779: 632: 1099: 499: 425: 218: 870: 290: 58: 1091: 856: 841: 806: 274: 50: 1080: 154:). This class was the first to be termed bioflavonoids. The terms flavonoid and bioflavonoid have also been more loosely used to describe non-ketone polyhydroxy polyphenol compounds, which are more specifically termed flavanoids. The three cycles or heterocycles in the flavonoid backbone are generally called ring A, B, and C. Ring A usually shows a 2517:"Scientific Opinion on the substantiation of health claims related to various food(s)/food constituent(s) and protection of cells from premature aging, antioxidant activity, antioxidant content and antioxidant properties, and protection of DNA, proteins and lipids from oxidative damage pursuant to Article 13(1) of Regulation (EC) No 1924/20061" 38: 1378:, mean flavonoid intake was 140 mg/d, although there were considerable differences among individual countries. The main type of flavonoids consumed in the EU and USA were flavan-3-ols (80% for USA adults), mainly from tea or cocoa in chocolate, while intake of other flavonoids was considerably lower. 1426:
Flavonoids are poorly absorbed in the human body (less than 5%), then are quickly metabolized into smaller fragments with unknown properties, and rapidly excreted. Flavonoids have negligible antioxidant activity in the body, and the increase in antioxidant capacity of blood seen after consumption of
209:
Flavonoids are secondary metabolites synthesized mainly by plants. The general structure of flavonoids is a fifteen-carbon skeleton, containing two benzene rings connected by a three-carbon linking chain. Therefore, they are depicted as C6-C3-C6 compounds. Depending on the chemical structure, degree
1510:
In 2013, the EFSA decided to permit health claims that 200 mg/day of cocoa flavanols "help maintain the elasticity of blood vessels." The FDA followed suit in 2023, stating that there is "supportive, but not conclusive" evidence that 200 mg per day of cocoa flavanols can reduce the risk of
178:
as the crude yellow extract from oranges, lemons or paprika. They attributed the increased activity of this extract to the other substances in this mixture, which they referred to as "citrin" (referring to citrus) or "Vitamin P" (a reference to its effect on reducing the permeability of
238:
animals. In higher plants, they are involved in UV filtration, symbiotic nitrogen fixation, and floral pigmentation. They may also act as chemical messengers, physiological regulators, and cell cycle inhibitors. Flavonoids secreted by the root of their host plant help
214:, although lacking the heterocyclic ring, are also classified as flavonoids. Furthermore, flavonoids can be found in plants in glycoside-bound and free aglycone forms. The glycoside-bound form is the most common flavone and flavonol form consumed in the diet. 3139:
Ververidis F, Trantas E, Douglas C, Vollmer G, Kretzschmar G, Panopoulos N (October 2007). "Biotechnology of flavonoids and other phenylpropanoid-derived natural products. Part II: Reconstruction of multienzyme pathways in plants and microbes".
2022:
Ververidis F, Trantas E, Douglas C, Vollmer G, Kretzschmar G, Panopoulos N (October 2007). "Biotechnology of flavonoids and other phenylpropanoid-derived natural products. Part I: Chemical diversity, impacts on plant biology and human health".
210:
of oxidation, and unsaturation of the linking chain (C3), flavonoids can be classified into different groups, such as anthocyanidins, flavonols, flavanones, flavan-3-ols, flavanonols, flavones, and isoflavones. Chalcones, also called
269:
Over 5000 naturally occurring flavonoids have been characterized from various plants. They have been classified according to their chemical structure, and are usually subdivided into the following subgroups (for further reading see):
1506:
in 2013 found that the studies had too many limitations to determine a possible relationship between increased flavonoid intake and decreased risk of cardiovascular disease, although a trend for an inverse relationship existed.
1642:
method). After proper mixing of the sample and the reagent, the mixture is incubated for ten minutes at ambient temperature and the absorbance of the solution is read at 440 nm. Flavonoid content is expressed in mg/g of
1481:
investigating the relationship between flavonoid consumption and cancer prevention or development are conflicting for most types of cancer, probably because most human studies have weak designs, such as a small
2672:
Hidalgo M, Oruna-Concha MJ, Kolida S, Walton GE, Kallithraka S, Spencer JP, de Pascual-Teresa S (April 2012). "Metabolism of anthocyanins by human gut microflora and their influence on gut bacterial growth".
3103:
Trantas E, Panopoulos N, Ververidis F (November 2009). "Metabolic engineering of the complete pathway leading to heterologous biosynthesis of various flavonoids and stilbenoids in Saccharomyces cerevisiae".
3184: 2971:"Scientific Opinion on the substantiation of a health claim related to cocoa flavanols and maintenance of normal endothelium-dependent vasodilation pursuant to Article 13(5) of Regulation (EC) No 1924/2006" 1803:"Analysis of Conformational, Structural, Magnetic, and Electronic Properties Related to Antioxidant Activity: Revisiting Flavan, Anthocyanidin, Flavanone, Flavonol, Isoflavone, Flavone, and Flavan-3-ol" 1613:
is added to 2 ml of this solution. This produces a yellow coloration. A change in color from yellow to colorless on addition of dilute hydrochloric acid is an indication for the presence of flavonoids.
3518:
USDA Database for the Flavonoid Content of Selected Foods, Release 3.1 (December 2013); data for 506 foods in the 5 subclasses of flavonoids provided in a separate PDF updated May 2014
1381: 1511:
cardiovascular disease. This is greater than the levels found in typical chocolate bars, which can also contribute to weight gain, potentially harming cardiovascular health.
2602:
Lotito SB, Frei B (December 2006). "Consumption of flavonoid-rich foods and increased plasma antioxidant capacity in humans: cause, consequence, or epiphenomenon?".
3204: 253:, which in turn are recognized by the host plant and can lead to root hair deformation and several cellular responses such as ion fluxes and the formation of a 4203: 249:
relationship with legumes like peas, beans, clover, and soy. Rhizobia living in soil are able to sense the flavonoids and this triggers the secretion of
1494:
Although no significant association has been found between flavan-3-ol intake and cardiovascular disease mortality, clinical trials have shown improved
4067: 5379: 2490: 1524:
Flavonoid synthesis in plants is induced by light color spectrums at both high and low energy radiations. Low energy radiations are accepted by
1347: 4290: 3468: 3449: 1967: 1940: 1907: 1869: 4336: 3549: 1125:, are also found ubiquitously, but in lesser quantities. The widespread distribution of flavonoids, their variety and their relatively low 3035:
RE: Petition for a Qualified Health Claim – for Cocoa Flavanols and Reduced Risk of Cardiovascular Disease (Docket No. FDA-2019-Q-0806)
5615: 3087: 1385:
Data are based on mean flavonoid intake of all countries included in the 2011 EFSA Comprehensive European Food Consumption Database.
3049: 3007: 4958: 4196: 2549: 2235: 5832: 5446: 5562: 4773: 3986: 2708:
Ravishankar D, Rajora AK, Greco F, Osborn HM (December 2013). "Flavonoids as prospective compounds for anti-cancer therapy".
1687: 1399: 221:
A biochemical diagram showing the class of flavonoids and their source in nature through various inter-related plant species.
1206:
content of 70% or greater. As flavonoids in cocoa have a bitter taste, they may be removed during chocolate manufacturing.
4060: 1623: 1351:
Mean flavonoid intake in mg/d per country, the pie charts show the relative contribution of different types of flavonoids.
5372: 1682: 1395: 983: 2276:"Gamma-irradiation induced changes in microbiological status, phenolic profile and antioxidant activity of peanut skin" 4189: 2576: 5098: 956: 28: 5484: 5479: 5474: 5468: 4283: 3388:
Passicos E, Santarelli X, Coulon D (July 2004). "Regioselective acylation of flavonoids catalyzed by immobilized
3343:"Chromatographic characterization on flavonoids and triterpenes of leaves and flowers of 15 crataegus L. species" 1483: 1121:
compounds in the human diet and are found ubiquitously in plants". Flavonols, the original bioflavonoids such as
2309:"Peanut skin color: a biomarker for total polyphenolic content and antioxidative capacities of peanut cultivars" 2152: 5061: 4329: 4053: 3542: 1638:
Lamaison and Carnet have designed a test for the determination of the total flavonoid content of a sample (AlCI
1503: 1455: 979: 936: 5405: 5365: 4661: 3874: 1773: 1769: 1495: 1467: 167: 1765: 257:. In addition, some flavonoids have inhibitory activity against organisms that cause plant diseases, e.g. 5837: 5519: 5225: 4823: 4783: 4778: 4036: 3996: 3991: 1589:
Four pieces of magnesium filings are added to the ethanolic extract followed by few drops of concentrated
204: 2637:
Williams RJ, Spencer JP, Rice-Evans C (April 2004). "Flavonoids: antioxidants or signalling molecules?".
2070:-glucosyltransferase gene and expression analysis of anthocyanin biosynthetic genes in herbaceous peony ( 1593:. A pink or red colour indicates the presence of flavonoid. Colours varying from orange to red indicated 5489: 5460: 5425: 5420: 5161: 3054: 2743:
Manach C, Mazur A, Scalbert A (February 2005). "Polyphenols and prevention of cardiovascular diseases".
2554: 1697: 1355: 952: 932: 91: 2931:"Flavonoid intake and risk of CVD: a systematic review and meta-analysis of prospective cohort studies" 195:) were however later shown not to fulfil the criteria of a vitamin, so that this term is now obsolete. 869: 5607: 5194: 5093: 5088: 4951: 4868: 4638: 4276: 4094: 3851: 2378: 1996: 975: 80: 1486:. There is little evidence to indicate that dietary flavonoids affect human cancer risk in general. 230:
Flavonoids are widely distributed in plants, fulfilling many functions. They are the most important
5817: 5703: 5670: 5509: 4976: 4482: 4322: 3695: 3535: 2468: 5827: 5822: 4550: 4221: 3763: 3417: 3165: 2911: 2768: 2216: 2048: 1657: 1576:
Research has shown production of flavonoid molecules from genetically engineered microorganisms.
1541: 231: 86:
Chemically, flavonoids have the general structure of a 15-carbon skeleton, which consists of two
2365:
Vogiatzoglou A, Mulligan AA, Lentjes MA, Luben RN, Spencer JP, Schroeter H, et al. (2015).
1439:. Microbial metabolism is a major contributor to the overall metabolism of dietary flavonoids. 234:
for flower coloration, producing yellow or red/blue pigmentation in petals designed to attract
5499: 5258: 5243: 5235: 5056: 5033: 4732: 4213: 3945: 3464: 3445: 3409: 3370: 3362: 3255: 3157: 3121: 3083: 2952: 2903: 2886:
Romagnolo DF, Selmin OI (2012). "Flavonoids and cancer prevention: a review of the evidence".
2868: 2817: 2760: 2725: 2690: 2654: 2619: 2450: 2406: 2340: 2208: 2124: 2040: 1963: 1957: 1936: 1930: 1903: 1865: 1832: 1777: 1590: 1459: 1403: 1130: 1098: 995: 792: 778: 5126: 5635: 5156: 5083: 5075: 4562: 4453: 3775: 3666: 3498: 3401: 3354: 3286: 3245: 3235: 3149: 3113: 2982: 2942: 2895: 2858: 2848: 2807: 2799: 2752: 2717: 2682: 2646: 2611: 2528: 2440: 2396: 2386: 2330: 2320: 2287: 2200: 2173: 2114: 2083: 2066:
Zhao DQ, Han CX, Ge JT, Tao J (November 15, 2012). "Isolation of a UDP-glucose: Flavonoid 5-
2032: 2004: 1893: 1855: 1822: 1814: 1702: 1662: 1610: 1432: 948: 788: 631: 3314:(Poiret D.C.) en fonction de la végétation" [Principal flavonoid content of flowers of 855: 840: 498: 5771: 5640: 5504: 5308: 5280: 5204: 4944: 4798: 4793: 4788: 4743: 4086: 4077: 4011: 4006: 4001: 3956: 1463: 1450:
has been implicated as a possible origin of numerous local and systemic diseases, such as
1138: 875: 822: 649: 424: 5131: 3405: 1609:
About 5 mg of the compound is dissolved in water, warmed, and filtered. 10% aqueous
3517: 2650: 2615: 2382: 2000: 1406:. The U.S. FDA has warned numerous dietary supplement and food manufacturers, including 217: 5735: 5722: 5660: 5430: 5302: 5286: 5230: 4803: 4673: 4629: 4109: 4103: 4016: 3886: 3842: 3489:
Mabry TJ, Markham KR, Thomas MB (1971). "The systematic identification of flavonoids".
3291: 3274: 3250: 3219: 2863: 2836: 2812: 2787: 2401: 2366: 2335: 2308: 1983:
Galeotti F, Barile E, Curir P, Dolci M, Lanzotti V (2008). "Flavonoids from carnation (
1827: 1802: 1692: 1499: 1478: 1371: 1234: 1199: 540: 536: 155: 2204: 5811: 5678: 5645: 5630: 5625: 5567: 5542: 5537: 5532: 5494: 5396: 5388: 5353: 5253: 5209: 5181: 4898: 4835: 4558: 4510: 4134: 3771: 3723: 3502: 2970: 2915: 2756: 2250: 1677: 1242: 1182: 1051: 928: 297: 192: 123: 3421: 2220: 2087: 2052: 5795: 5655: 5620: 5593: 5248: 5166: 5146: 5113: 4985: 4863: 4669: 4614: 4445: 4363: 4234: 4170: 3882: 3827: 3658: 3576: 3169: 1537: 1533: 1447: 1415: 1238: 1203: 1010: 893: 886: 524: 353: 334: 143: 109: 3358: 2803: 2788:"Recent advances in understanding the anti-diabetic actions of dietary flavonoids" 2772: 2164:
Oomah BD, Mazza G (1996). "Flavonoids and Antioxidative Activities in Buckwheat".
3479: 3077: 2899: 2721: 2391: 2008: 5740: 5557: 5552: 5547: 5324: 5297: 5141: 5048: 5038: 5013: 4993: 4918: 4903: 4893: 4873: 4650: 4591: 4521: 4492: 4418: 4229: 3863: 3804: 3734: 3705: 3631: 3117: 1626:(DMACA) has been developed for flavanoids in beer that can be compared with the 1525: 1427:
flavonoid-rich foods is not caused directly by flavonoids, but by production of
1367: 1153: 1066: 990: 944: 940: 861: 846: 818: 814: 701: 645: 326: 305: 254: 211: 188: 3306:
Lamaison JL, Carnet A (1991). "Teneurs en principaux flavonoïdes des fleurs de
1090: 289: 57: 5745: 5683: 5572: 5341: 5314: 5291: 5003: 4998: 4908: 4883: 4808: 4701: 4696: 4601: 4586: 4581: 4539: 4407: 4300: 4264: 4254: 4181: 4139: 4114: 4021: 3914: 3909: 3814: 3799: 3794: 3752: 3620: 2947: 2930: 2292: 2275: 2119: 2102: 1529: 1246: 1230: 1218: 1214: 1210: 1169: 1118: 1107: 1056: 1046: 1015: 964: 662: 641: 637: 595: 528: 508: 438: 250: 235: 184: 131: 117: 77: 3366: 2986: 2533: 2516: 1818: 5761: 5698: 5688: 5176: 5028: 5023: 5018: 4841: 4751: 4711: 4609: 4573: 4430: 4403: 4395: 4249: 4045: 3964: 3924: 3822: 3786: 3643: 3616: 3608: 3342: 3034: 2837:"Celiac disease, inflammation and oxidative damage: a nutrigenetic approach" 2445: 2428: 1860: 1665: 1644: 1598: 1544:
process of phytochrome-mediated flavonoid biosynthesis has been observed in
1436: 1428: 1226: 1195: 1191: 1165: 1161: 1134: 1122: 1114: 1061: 1039: 1031: 784: 556: 532: 512: 504: 462: 446: 342: 310: 246: 180: 171: 3413: 3374: 3341:
Khokhlova, Kateryna; Zdoryk, Oleksandr; Vyshnevska, Liliia (January 2020).
3259: 3240: 3161: 3153: 3125: 3050:"Is chocolate good for your heart? Finally the FDA has an answer – kind of" 2956: 2907: 2872: 2821: 2764: 2729: 2694: 2658: 2623: 2454: 2410: 2344: 2236:"Determination of flavonoids in pulp and peel of mandarin fruits (table 1)" 2212: 2128: 2044: 2036: 1836: 1622:
A colorimetric assay based upon the reaction of A-rings with the chromogen
1418:
regarding flavonoids, such as that they lower cholesterol or relieve pain.
3522: 2429:"Estimated dietary flavonoid intake and major food sources of U.S. adults" 1255:(red) skin contains significant polyphenol content, including flavonoids. 17: 5766: 5693: 5650: 5588: 5527: 5320: 5171: 5103: 5008: 4924: 4720: 4646: 4535: 4526: 4506: 4497: 4426: 4380: 4244: 4124: 4119: 4099: 3933: 3859: 3748: 3739: 3719: 3710: 3639: 3593: 2325: 1627: 1545: 1407: 1187: 1126: 1084: 1035: 924: 520: 434: 430: 395: 338: 330: 322: 301: 241: 151: 127: 113: 1241:(for example, 165 versus 1156 mg/100 g in pulp versus peel of 805: 5730: 5151: 5136: 4688: 4384: 4372: 4154: 3901: 3597: 3585: 2515:
EFSA Panel on Dietetic Products, Nutrition and Allergies (NDA) (2010).
1594: 1560: 1157: 1145: 1079: 516: 273: 147: 98:). This carbon structure can be abbreviated C6-C3-C6. According to the 42: 3527: 2853: 2686: 2177: 1366:
survey, mean flavonoid intake was 190 mg per day in adults, with
1022:
skeleton (with no hydroxyl group substitution on carbon at position 2)
49: 5790: 5708: 4968: 4932: 4849: 4728: 4467: 4434: 4239: 4149: 4144: 3941: 3680: 3647: 1898: 1565: 1551: 1451: 1411: 1363: 1252: 1177: 1173: 1103: 175: 139: 95: 87: 1597:, red to crimson indicated flavonoids, crimson to magenta indicated 1515:
Synthesis, detection, quantification, and semi-synthetic alterations
83:
found in plants, and thus commonly consumed in the diets of humans.
5121: 1555: 1322: 1245:, and 164 vis-à-vis 804 mg/100 g in pulp versus peel of 1222: 1149: 1097: 1089: 1078: 804: 288: 216: 99: 56: 48: 37: 36: 2835:
Ferretti G, Bacchetti T, Masciangelo S, Saturni L (April 2012).
1375: 1359: 5361: 4940: 4318: 4272: 4185: 4049: 3531: 2274:
De Camargo AC, Regitano-d'Arce MA, Gallo CR, Shahidi F (2015).
2191:
The Lancet (December 2007). "The devil in the dark chocolate".
1884:
Nič M, Jirát J, Košata B, Jenkins A, McNaught A, eds. (2009).
1502:(with a few studies showing inconsistent results). Reviews of 2577:"Cherry companies warned by FDA against making health claims" 2710:
The International Journal of Biochemistry & Cell Biology
1885: 998:
are dimers, trimers, oligomers, or polymers of the flavanols
3275:"A New Colourimetric Assay for Flavanoids in Pilsner Beers" 1801:
de Souza Farias SA, da Costa KS, Martins JB (April 2021).
3218:
Bello IA, Ndukwe GI, Audu OT, Habila JD (October 2011).
2491:"Health Claims Meeting Significant Scientific Agreement" 76:, meaning yellow, their color in nature) are a class of 3185:"Phytochemical Analysis and Antimicrobial Activity of 2367:"Flavonoid intake in European adults (18 to 64 years)" 1470:
that dietary flavonoids affect any of these diseases.
1414:
in the U.S., about illegal advertising and misleading
3523:
FlavoDB, Bioinformatics Centre, India, November 2019
3442:
Flavonoids: Chemistry, Biochemistry and Applications
2360: 2358: 2356: 2354: 2307:
Chukwumah Y, Walker LT, Verghese M (November 2009).
5780: 5754: 5721: 5669: 5606: 5581: 5518: 5459: 5439: 5413: 5404: 5395: 5352: 5333: 5273: 5218: 5193: 5112: 5074: 5047: 4984: 4975: 4931: 4917: 4882: 4848: 4834: 4764: 4742: 4719: 4710: 4687: 4660: 4637: 4628: 4600: 4572: 4549: 4520: 4491: 4475: 4466: 4444: 4417: 4394: 4371: 4362: 4353: 4307: 4263: 4220: 4163: 4084: 3977: 3955: 3932: 3923: 3900: 3873: 3850: 3841: 3813: 3785: 3762: 3733: 3704: 3688: 3679: 3657: 3630: 3607: 3584: 3575: 3566: 3444:. Boca Raton, FL: CRC Press, Taylor & Francis. 2888:Journal of Nutrition in Gerontology and Geriatrics 2929:Wang X, Ouyang YY, Liu J, Zhao G (January 2014). 3197:Australian Journal of Basic and Applied Sciences 1141:, ingest significant quantities in their diet. 1113:Flavonoids (specifically flavanoids such as the 1094:Blueberries are a source of dietary anthocyanins 27:"Vitamin P" redirects here. For other uses, see 1796: 1794: 1528:, while high energy radiations are accepted by 34:Class of plant and fungus secondary metabolites 1886:"Flavonoids (isoflavonoids and neoflavonoids)" 1854:(2nd ed.), Oxford: Blackwell Scientific, 1705:, related chemicals with a 16 carbons skeleton 1233:. The flavonoids are less concentrated in the 5373: 4952: 4330: 4284: 4197: 4061: 3543: 1362:database on flavonoids. In the United States 8: 3322:(Poiret D.C.) dependent on vegetation]. 3008:"Cocoa flavanol health claim becomes EU law" 2786:Babu PV, Liu D, Gilbert ER (November 2013). 2422: 2420: 1144:Foods with a high flavonoid content include 2510: 2508: 2313:International Journal of Molecular Sciences 2148: 2146: 2144: 2142: 2140: 2138: 2103:"Flavonoids: modulators of brain function?" 1759: 1757: 1755: 1753: 1751: 1749: 1747: 1745: 1743: 1741: 1739: 102:nomenclature, they can be classified into: 5410: 5401: 5380: 5366: 5358: 4981: 4959: 4945: 4937: 4716: 4634: 4472: 4368: 4359: 4337: 4323: 4315: 4291: 4277: 4269: 4204: 4190: 4182: 4068: 4054: 4046: 3929: 3847: 3685: 3581: 3572: 3550: 3536: 3528: 3481:Comparative Biochemistry of the Flavonoids 2675:Journal of Agricultural and Food Chemistry 2166:Journal of Agricultural and Food Chemistry 1737: 1735: 1733: 1731: 1729: 1727: 1725: 1723: 1721: 1719: 1568:. Red light promotes flavonoid synthesis. 1261:Flavonoid content in food (mg/100 g) 138:The three flavonoid classes above are all 3290: 3249: 3239: 2946: 2862: 2852: 2811: 2532: 2444: 2400: 2390: 2334: 2324: 2291: 2118: 1897: 1859: 1826: 174:alone was not as effective at preventing 2153:USDA’s Database on the Flavonoid Content 1852:IUPAC Compendium of Chemical Terminology 1380: 1346: 1259: 827: 666: 560: 360: 272: 3228:Organic and Medicinal Chemistry Letters 2792:The Journal of Nutritional Biochemistry 2427:Chun OK, Chung SJ, Song WO (May 2007). 1715: 1402:(EFSA) has approved any flavonoids as 314:(2-phenylchromenylium) ion skeleton. 170:and other scientists discovered that 94:(C, the ring containing the embedded 7: 2243:Agriculturae Conspectus Scientificus 1358:for flavonoids were provided by the 1137:) mean that many animals, including 293:Flavylium skeleton of anthocyanidins 3279:Journal of the Institute of Brewing 2651:10.1016/j.freeradbiomed.2004.01.001 2639:Free Radical Biology & Medicine 2616:10.1016/j.freeradbiomed.2006.04.033 2604:Free Radical Biology & Medicine 2076:Electronic Journal of Biotechnology 1661:lipase can be used to catalyze the 1572:Availability through microorganisms 142:-containing compounds and as such, 45:backbone (2-phenyl-1,4-benzopyrone) 3406:10.1023/B:BILE.0000032967.23282.15 3324:Plantes Medicinales: Phytotherapie 3292:10.1002/j.2050-0416.1985.tb04303.x 2550:"FDA To Lipton: Tea Can't Do That" 1987:) and their antifungal activity". 1618:p-Dimethylaminocinnamaldehyde test 25: 2493:. US Food and Drug Administration 2471:. US Food and Drug Administration 1956:Clemetson AB (January 10, 2018). 1850:McNaught AD, Wilkinson A (1997), 1540:in addition to phytochromes. The 226:Functions of flavonoids in plants 191:, hesperidin methyl chalcone and 3440:Andersen ØM, Markham KR (2006). 3392:lipase under reduced pressure". 3033:Kavanaugh C (February 1, 2023). 2935:The British Journal of Nutrition 2757:10.1097/00041433-200502000-00013 2107:The British Journal of Nutrition 1370:as the main contributor. In the 1117:) are "the most common group of 868: 854: 839: 777: 630: 497: 423: 245:in the infection stage of their 5447:p-Hydroxybenzoic acid glucoside 2548:Hensley S (September 7, 2010). 2088:10.2225/vol15-issue6-fulltext-7 1129:compared to other active plant 183:). The substances in question ( 5616:α-Cyano-4-hydroxycinnamic acid 5563:Phloroglucinol carboxylic acid 4774:List of phytochemicals in food 3987:List of phytochemicals in food 3491:Journal of Molecular Structure 3203:(4): 3975–3979. Archived from 3048:Aubrey A (February 12, 2023). 1688:List of phytochemicals in food 1400:European Food Safety Authority 1229:of quercetin, and the flavone 1213:(a glycoside of the flavanone 1: 3359:10.1080/14786419.2018.1528589 2804:10.1016/j.jnutbio.2013.06.003 2745:Current Opinion in Lipidology 2234:Levaj B, et al. (2009). 2205:10.1016/S0140-6736(07)61873-X 1624:p-dimethylaminocinnamaldehyde 356:are divided into two groups: 3503:10.1016/0022-2860(71)87109-0 3220:"A bioactive flavonoid from 2900:10.1080/21551197.2012.702534 2722:10.1016/j.biocel.2013.10.004 2469:"FDA approved drug products" 2392:10.1371/journal.pone.0128132 2009:10.1016/j.phytol.2007.10.001 1683:List of antioxidants in food 1396:Food and Drug Administration 5099:Pyrocatecollic type tannins 3118:10.1016/j.ymben.2009.07.004 2280:Journal of Functional Foods 106:flavonoids or bioflavonoids 41:Molecular structure of the 5854: 3082:. CRC Press. p. 457. 1764:Delage B (November 2015). 1651:Semi-synthetic alterations 1394:Neither the United States 1209:Citrus flavonoids include 957:Epigallocatechin 3-gallate 202: 29:Vitamin P (disambiguation) 26: 5485:3,5-Dihydroxybenzoic acid 5480:2,6-Dihydroxybenzoic acid 5475:2,4-Dihydroxybenzoic acid 5469:2,3-Dihydroxybenzoic acid 4821: 4034: 3461:The science of flavonoids 3076:Sinha RK (January 2004). 2948:10.1017/S000711451300278X 2293:10.1016/j.jff.2014.10.034 2120:10.1017/S0007114508965776 1431:resulting from flavonoid 984:Theaflavin-3,3'-digallate 686: 683: 680: 675: 672: 669: 580: 577: 574: 569: 566: 563: 380: 377: 374: 369: 366: 363: 5406:Monohydroxybenzoic acids 5062:1,3,6-Trigalloyl glucose 3347:Natural Product Research 2987:10.2903/j.efsa.2012.2809 2534:10.2903/j.efsa.2010.1489 2433:The Journal of Nutrition 2249:(3): 223. Archived from 2113:(E Suppl 1): ES60–ES77. 1935:. Academic Press. 1949. 1819:10.1021/acsomega.0c06156 1456:cardiovascular disorders 1422:Metabolism and excretion 1102:Flavonoids are found in 1018:use the 3-phenylchromen- 5520:Trihydroxybenzoic acids 4784:O-methylated flavonoids 4779:C-methylated flavonoids 3997:O-methylated flavonoids 3992:C-methylated flavonoids 3079:Modern Plant Physiology 2101:Spencer JP (May 2008). 1861:10.1351/goldbook.F02424 1774:Oregon State University 1770:Linus Pauling Institute 1490:Cardiovascular diseases 1083:Parsley is a source of 937:Gallocatechin 3-gallate 126:, derived from 4-phenyl 112:, derived from 3-phenyl 61:Neoflavonoids structure 5833:Flavonoid antioxidants 5461:Dihydroxybenzoic acids 4824:Flavonoid biosynthesis 4662:3-hydroxyanthocyanidin 4037:Flavonoid biosynthesis 3875:3-hydroxyanthocyanidin 3463:. New York: Springer. 3241:10.1186/2191-2858-1-14 3154:10.1002/biot.200700184 2037:10.1002/biot.200700084 1989:Phytochemistry Letters 1386: 1352: 1110: 1106:fruits, including red 1095: 1087: 810: 294: 278: 222: 205:Flavonoid biosynthesis 158:substitution pattern. 90:rings (A and B) and a 72:; from the Latin word 62: 54: 46: 5608:Hydroxycinnamic acids 5490:Ethyl protocatechuate 5426:4-Hydroxybenzoic acid 5421:3-Hydroxybenzoic acid 5195:Flavono-ellagitannins 5186:Phlorofucofuroeckol B 5162:Phlorofucofuroeckol A 5094:Catechol-type tannins 5089:Polyflavonoid tannins 4639:3-deoxyanthocyanidins 4095:Hydroxycinnamic acids 3852:3-deoxyanthocyanidins 3394:Biotechnology Letters 3142:Biotechnology Journal 3106:Metabolic Engineering 2446:10.1093/jn/137.5.1244 2025:Biotechnology Journal 1985:Dianthus caryophyllus 1932:Vitamins and Hormones 1698:Secondary metabolites 1605:Sodium hydroxide test 1384: 1374:, based on data from 1356:Food composition data 1350: 1101: 1093: 1082: 980:Theaflavin-3'-gallate 953:Epicatechin 3-gallate 878:(leucoanthocyanidin) 808: 292: 276: 220: 81:secondary metabolites 60: 52: 40: 5671:Aromatic amino acids 5582:Other phenolic acids 4977:Hydrolysable tannins 4869:Secoisolariciresinol 3478:Harborne JB (1967). 3459:Grotewold E (2006). 3207:on October 17, 2013. 2981:(7). June 27, 2012. 2326:10.3390/ijms10114941 1496:endothelial function 976:Theaflavin-3-gallate 168:Albert Szent-Györgyi 5704:5-hydroxytryptophan 5510:Protocatechuic acid 5219:Other Miscellaneous 4222:Natural monophenols 3320:Cratageus laevigata 3312:Cratageus laevigata 3273:Delcour JA (1985). 3014:. September 4, 2013 2383:2015PLoSO..1028132V 2001:2008PChL....1...44G 1959:Vitamin C: Volume I 1580:Tests for detection 1262: 687:Structural formula 581:Structural formula 381:Structural formula 53:Isoflavan structure 5791:Phenolic compounds 5034:Tellimagrandin IIs 4214:phenolic compounds 3390:Candida antarctica 3316:Cratageus monogyna 3308:Cratageus monogyna 3012:Confectionary News 2583:. November 1, 2005 2072:Paeonia lactiflora 1658:Candida antarctica 1404:prescription drugs 1387: 1353: 1260: 1111: 1096: 1088: 933:Catechin 3-gallate 811: 684:Functional groups 578:Functional groups 378:Functional groups 295: 279: 259:Fusarium oxysporum 223: 63: 55: 47: 5805: 5804: 5717: 5716: 5602: 5601: 5500:Homogentisic acid 5471:(Hypogallic acid) 5455: 5454: 5348: 5347: 5269: 5268: 5236:Synthetic tannins 5198:(complex tannins) 5084:Proanthocyanidins 5076:Condensed tannins 5070: 5069: 5057:Digalloyl glucose 4967:Types of natural 4830: 4829: 4817: 4816: 4760: 4759: 4733:Isoliquiritigenin 4683: 4682: 4624: 4623: 4462: 4461: 4179: 4178: 4043: 4042: 4030: 4029: 3973: 3972: 3946:Isoliquiritigenin 3896: 3895: 3837: 3836: 3675: 3674: 3470:978-0-387-74550-3 3451:978-0-8493-2021-7 3400:(13): 1073–1076. 3222:Pavetta crassipes 3148:(10): 1235–1249. 2854:10.3390/nu4040243 2798:(11): 1777–1789. 2716:(12): 2821–2831. 2687:10.1021/jf3002153 2681:(15): 3882–3890. 2610:(12): 1727–1746. 2319:(11): 4941–4952. 2178:10.1021/jf9508357 2031:(10): 1214–1234. 1969:978-1-351-08601-1 1942:978-0-08-086604-8 1909:978-0-9678550-9-7 1871:978-0-9678550-9-7 1813:(13): 8908–8918. 1778:Corvallis, Oregon 1703:Homoisoflavonoids 1591:hydrochloric acid 1468:clinical evidence 1460:diabetes mellitus 1338: 1337: 996:Proanthocyanidins 903:use the 2-phenyl- 882: 881: 798: 797: 793:Dihydrokaempferol 655: 654: 547: 546: 92:heterocyclic ring 16:(Redirected from 5845: 5772:Alkylresorcinols 5636:Chlorogenic acid 5411: 5402: 5382: 5375: 5368: 5359: 5309:Phenylpropanoids 5281:Diarylheptanoids 5157:Fucophlorethol A 4982: 4961: 4954: 4947: 4938: 4799:Prenylflavonoids 4794:Pyranoflavonoids 4789:Furanoflavonoids 4717: 4635: 4563:Leucodelphinidin 4551:Flavan-3,4-diols 4473: 4454:Dalbergichromene 4369: 4360: 4339: 4332: 4325: 4316: 4293: 4286: 4279: 4270: 4206: 4199: 4192: 4183: 4087:phenylpropanoids 4078:phenylpropanoids 4070: 4063: 4056: 4047: 4012:Prenylflavonoids 4007:Pyranoflavonoids 4002:Furanoflavonoids 3930: 3848: 3776:Leucodelphinidin 3764:Flavan-3,4-diols 3686: 3667:Dalbergichromene 3582: 3573: 3552: 3545: 3538: 3529: 3506: 3485: 3474: 3455: 3426: 3425: 3385: 3379: 3378: 3338: 3332: 3331: 3303: 3297: 3296: 3294: 3270: 3264: 3263: 3253: 3243: 3215: 3209: 3208: 3180: 3174: 3173: 3136: 3130: 3129: 3100: 3094: 3093: 3073: 3067: 3066: 3064: 3062: 3045: 3039: 3038: 3030: 3024: 3023: 3021: 3019: 3004: 2998: 2997: 2995: 2993: 2967: 2961: 2960: 2950: 2926: 2920: 2919: 2883: 2877: 2876: 2866: 2856: 2832: 2826: 2825: 2815: 2783: 2777: 2776: 2740: 2734: 2733: 2705: 2699: 2698: 2669: 2663: 2662: 2634: 2628: 2627: 2599: 2593: 2592: 2590: 2588: 2581:The Produce News 2573: 2567: 2566: 2564: 2562: 2545: 2539: 2538: 2536: 2512: 2503: 2502: 2500: 2498: 2487: 2481: 2480: 2478: 2476: 2465: 2459: 2458: 2448: 2439:(5): 1244–1252. 2424: 2415: 2414: 2404: 2394: 2362: 2349: 2348: 2338: 2328: 2304: 2298: 2297: 2295: 2271: 2265: 2264: 2262: 2261: 2255: 2240: 2231: 2225: 2224: 2188: 2182: 2181: 2172:(7): 1746–1750. 2161: 2155: 2150: 2133: 2132: 2122: 2098: 2092: 2091: 2063: 2057: 2056: 2019: 2013: 2012: 1980: 1974: 1973: 1953: 1947: 1946: 1927: 1921: 1920: 1918: 1916: 1901: 1899:10.1351/goldbook 1881: 1875: 1874: 1863: 1847: 1841: 1840: 1830: 1798: 1789: 1788: 1786: 1784: 1761: 1611:sodium hydroxide 1542:photomorphogenic 1479:Clinical studies 1433:depolymerization 1263: 1243:satsuma mandarin 949:Epigallocatechin 872: 858: 843: 828: 823:flavan-3,4-diols 809:Flavan structure 789:Dihydroquercetin 781: 767: 763: 759: 755: 748: 745: 742: 739: 731: 728: 725: 722: 713: 710: 707: 704: 667: 634: 620: 616: 612: 604: 601: 598: 561: 501: 487: 483: 479: 471: 468: 465: 455: 452: 449: 427: 413: 409: 401: 398: 361: 21: 5853: 5852: 5848: 5847: 5846: 5844: 5843: 5842: 5808: 5807: 5806: 5801: 5776: 5750: 5723:Phenylethanoids 5713: 5665: 5641:Diferulic acids 5598: 5577: 5514: 5505:Orsellinic acid 5451: 5435: 5391: 5386: 5344: 5329: 5303:Naphthoquinones 5265: 5214: 5205:Epicutissimin A 5197: 5189: 5108: 5066: 5043: 4971: 4965: 4927: 4913: 4886: 4878: 4856: 4852: 4844: 4826: 4813: 4756: 4744:Dihydrochalcone 4738: 4706: 4679: 4656: 4620: 4596: 4568: 4545: 4524: 4516: 4495: 4487: 4458: 4440: 4413: 4390: 4349: 4343: 4311: 4303: 4297: 4259: 4216: 4210: 4180: 4175: 4159: 4110:Cinnamaldehydes 4104:Furanochromones 4080: 4074: 4044: 4039: 4026: 3969: 3957:Dihydrochalcone 3951: 3919: 3892: 3869: 3833: 3809: 3781: 3758: 3737: 3729: 3708: 3700: 3671: 3653: 3626: 3603: 3562: 3556: 3514: 3509: 3488: 3477: 3471: 3458: 3452: 3439: 3435: 3433:Further reading 3430: 3429: 3387: 3386: 3382: 3340: 3339: 3335: 3305: 3304: 3300: 3272: 3271: 3267: 3217: 3216: 3212: 3187:Scoparia dulcis 3183:Yisa J (2009). 3182: 3181: 3177: 3138: 3137: 3133: 3102: 3101: 3097: 3090: 3075: 3074: 3070: 3060: 3058: 3047: 3046: 3042: 3032: 3031: 3027: 3017: 3015: 3006: 3005: 3001: 2991: 2989: 2969: 2968: 2964: 2928: 2927: 2923: 2885: 2884: 2880: 2834: 2833: 2829: 2785: 2784: 2780: 2742: 2741: 2737: 2707: 2706: 2702: 2671: 2670: 2666: 2636: 2635: 2631: 2601: 2600: 2596: 2586: 2584: 2575: 2574: 2570: 2560: 2558: 2547: 2546: 2542: 2514: 2513: 2506: 2496: 2494: 2489: 2488: 2484: 2474: 2472: 2467: 2466: 2462: 2426: 2425: 2418: 2377:(5): e0128132. 2364: 2363: 2352: 2306: 2305: 2301: 2273: 2272: 2268: 2259: 2257: 2253: 2238: 2233: 2232: 2228: 2190: 2189: 2185: 2163: 2162: 2158: 2151: 2136: 2100: 2099: 2095: 2065: 2064: 2060: 2021: 2020: 2016: 1982: 1981: 1977: 1970: 1955: 1954: 1950: 1943: 1929: 1928: 1924: 1914: 1912: 1910: 1883: 1882: 1878: 1872: 1849: 1848: 1844: 1800: 1799: 1792: 1782: 1780: 1763: 1762: 1717: 1712: 1674: 1668:of flavonoids. 1653: 1641: 1636: 1620: 1607: 1587: 1582: 1574: 1522: 1517: 1492: 1476: 1445: 1424: 1392: 1345: 1294:Parsley, fresh 1077: 1075:Dietary sources 1007: 876:Flavan-3,4-diol 803: 765: 762:2-phenylchromen 761: 757: 753: 746: 743: 740: 737: 735: 733: 729: 726: 723: 720: 718: 716: 711: 708: 705: 702: 660: 650:Homoeriodictyol 618: 615:2-phenylchromen 614: 610: 602: 599: 596: 554: 541:Furanoflavonols 537:Pyranoflavonols 485: 482:2-phenylchromen 481: 477: 469: 466: 463: 460: 458: 453: 450: 447: 411: 408:2-phenylchromen 407: 399: 396: 351: 308:; they use the 287: 281: 267: 228: 207: 201: 164: 35: 32: 23: 22: 15: 12: 11: 5: 5851: 5849: 5841: 5840: 5835: 5830: 5825: 5820: 5810: 5809: 5803: 5802: 5800: 5799: 5793: 5787: 5785: 5778: 5777: 5775: 5774: 5769: 5764: 5758: 5756: 5752: 5751: 5749: 5748: 5743: 5738: 5736:Hydroxytyrosol 5733: 5727: 5725: 5719: 5718: 5715: 5714: 5712: 5711: 5706: 5701: 5696: 5691: 5686: 5681: 5675: 5673: 5667: 5666: 5664: 5663: 5661:Sinapinic acid 5658: 5653: 5648: 5643: 5638: 5633: 5628: 5623: 5618: 5612: 5610: 5604: 5603: 5600: 5599: 5597: 5596: 5591: 5585: 5583: 5579: 5578: 5576: 5575: 5570: 5565: 5560: 5555: 5550: 5545: 5540: 5535: 5530: 5524: 5522: 5516: 5515: 5513: 5512: 5507: 5502: 5497: 5492: 5487: 5482: 5477: 5472: 5465: 5463: 5457: 5456: 5453: 5452: 5450: 5449: 5443: 5441: 5437: 5436: 5434: 5433: 5431:Salicylic acid 5428: 5423: 5417: 5415: 5408: 5399: 5397:Phenolic acids 5393: 5392: 5389:Aromatic acids 5387: 5385: 5384: 5377: 5370: 5362: 5356: 5354:Aromatic acids 5350: 5349: 5346: 5345: 5340: 5338: 5331: 5330: 5328: 5327: 5318: 5312: 5306: 5300: 5295: 5289: 5287:Anthraquinones 5284: 5277: 5275: 5271: 5270: 5267: 5266: 5264: 5263: 5262: 5261: 5256: 5251: 5246: 5238: 5233: 5231:Pseudo tannins 5228: 5226:Tannin sources 5222: 5220: 5216: 5215: 5213: 5212: 5207: 5201: 5199: 5191: 5190: 5188: 5187: 5184: 5179: 5174: 5169: 5164: 5159: 5154: 5149: 5144: 5139: 5134: 5129: 5124: 5118: 5116: 5110: 5109: 5107: 5106: 5101: 5096: 5091: 5086: 5080: 5078: 5072: 5071: 5068: 5067: 5065: 5064: 5059: 5053: 5051: 5045: 5044: 5042: 5041: 5036: 5031: 5026: 5021: 5016: 5011: 5006: 5001: 4996: 4990: 4988: 4979: 4973: 4972: 4966: 4964: 4963: 4956: 4949: 4941: 4935: 4929: 4928: 4923: 4921: 4915: 4914: 4912: 4911: 4906: 4901: 4896: 4890: 4888: 4880: 4879: 4877: 4876: 4871: 4866: 4860: 4858: 4854: 4846: 4845: 4840: 4838: 4836:Flavonolignans 4832: 4831: 4828: 4827: 4822: 4819: 4818: 4815: 4814: 4812: 4811: 4806: 4804:Methylenedioxy 4801: 4796: 4791: 4786: 4781: 4776: 4770: 4768: 4762: 4761: 4758: 4757: 4755: 4754: 4748: 4746: 4740: 4739: 4737: 4736: 4725: 4723: 4714: 4708: 4707: 4705: 4704: 4699: 4693: 4691: 4685: 4684: 4681: 4680: 4678: 4677: 4674:Guibourtinidin 4666: 4664: 4658: 4657: 4655: 4654: 4643: 4641: 4632: 4630:Anthocyanidins 4626: 4625: 4622: 4621: 4619: 4618: 4612: 4606: 4604: 4598: 4597: 4595: 4594: 4589: 4584: 4578: 4576: 4570: 4569: 4567: 4566: 4555: 4553: 4547: 4546: 4544: 4543: 4532: 4530: 4518: 4517: 4515: 4514: 4503: 4501: 4489: 4488: 4486: 4485: 4479: 4477: 4470: 4464: 4463: 4460: 4459: 4457: 4456: 4450: 4448: 4442: 4441: 4439: 4438: 4423: 4421: 4415: 4414: 4412: 4411: 4400: 4398: 4392: 4391: 4389: 4388: 4377: 4375: 4366: 4357: 4351: 4350: 4344: 4342: 4341: 4334: 4327: 4319: 4313: 4305: 4304: 4298: 4296: 4295: 4288: 4281: 4273: 4267: 4261: 4260: 4258: 4257: 4252: 4247: 4242: 4237: 4232: 4226: 4224: 4218: 4217: 4211: 4209: 4208: 4201: 4194: 4186: 4177: 4176: 4174: 4173: 4167: 4165: 4161: 4160: 4158: 4157: 4152: 4147: 4142: 4137: 4132: 4127: 4122: 4117: 4112: 4107: 4097: 4091: 4089: 4082: 4081: 4075: 4073: 4072: 4065: 4058: 4050: 4041: 4040: 4035: 4032: 4031: 4028: 4027: 4025: 4024: 4019: 4017:Methylenedioxy 4014: 4009: 4004: 3999: 3994: 3989: 3983: 3981: 3975: 3974: 3971: 3970: 3968: 3967: 3961: 3959: 3953: 3952: 3950: 3949: 3938: 3936: 3927: 3921: 3920: 3918: 3917: 3912: 3906: 3904: 3898: 3897: 3894: 3893: 3891: 3890: 3887:Guibourtinidin 3879: 3877: 3871: 3870: 3868: 3867: 3856: 3854: 3845: 3843:Anthocyanidins 3839: 3838: 3835: 3834: 3832: 3831: 3825: 3819: 3817: 3811: 3810: 3808: 3807: 3802: 3797: 3791: 3789: 3783: 3782: 3780: 3779: 3768: 3766: 3760: 3759: 3757: 3756: 3745: 3743: 3731: 3730: 3728: 3727: 3716: 3714: 3702: 3701: 3699: 3698: 3692: 3690: 3683: 3677: 3676: 3673: 3672: 3670: 3669: 3663: 3661: 3655: 3654: 3652: 3651: 3636: 3634: 3628: 3627: 3625: 3624: 3613: 3611: 3605: 3604: 3602: 3601: 3590: 3588: 3579: 3570: 3564: 3563: 3557: 3555: 3554: 3547: 3540: 3532: 3526: 3525: 3520: 3513: 3510: 3508: 3507: 3486: 3475: 3469: 3456: 3450: 3436: 3434: 3431: 3428: 3427: 3380: 3353:(2): 317–322. 3333: 3298: 3265: 3210: 3191:Nymphaea lotus 3175: 3131: 3112:(6): 355–366. 3095: 3088: 3068: 3040: 3037:(Report). FDA. 3025: 2999: 2962: 2921: 2894:(3): 206–238. 2878: 2847:(4): 243–257. 2827: 2778: 2735: 2700: 2664: 2645:(7): 838–849. 2629: 2594: 2568: 2540: 2504: 2482: 2460: 2416: 2350: 2299: 2266: 2226: 2199:(9605): 2070. 2183: 2156: 2134: 2093: 2058: 2014: 1975: 1968: 1948: 1941: 1922: 1908: 1876: 1870: 1842: 1790: 1714: 1713: 1711: 1708: 1707: 1706: 1700: 1695: 1693:Phytochemistry 1690: 1685: 1680: 1673: 1670: 1663:regioselective 1652: 1649: 1639: 1635: 1634:Quantification 1632: 1619: 1616: 1606: 1603: 1586: 1583: 1581: 1578: 1573: 1570: 1521: 1520:Color spectrum 1518: 1516: 1513: 1504:cohort studies 1500:blood pressure 1491: 1488: 1475: 1472: 1466:. There is no 1464:celiac disease 1444: 1441: 1423: 1420: 1410:, producer of 1398:(FDA) nor the 1391: 1388: 1372:European Union 1344: 1343:Dietary intake 1341: 1340: 1339: 1336: 1335: 1332: 1329: 1326: 1319: 1318: 1315: 1312: 1309: 1305: 1304: 1301: 1298: 1295: 1291: 1290: 1287: 1284: 1281: 1277: 1276: 1273: 1270: 1267: 1200:dark chocolate 1192:sea-buckthorns 1133:(for instance 1076: 1073: 1072: 1071: 1070: 1069: 1064: 1059: 1054: 1052:Isoflavandiols 1049: 1043: 1042: 1024: 1023: 1006: 1003: 1002: 1001: 1000: 999: 993: 987: 986: 968: 967: 961: 960: 917: 916: 880: 879: 873: 865: 864: 859: 851: 850: 844: 836: 835: 832: 802: 799: 796: 795: 782: 775: 772: 769: 750: 697: 696: 693: 689: 688: 685: 682: 678: 677: 674: 671: 659: 656: 653: 652: 635: 628: 625: 622: 607: 591: 590: 587: 583: 582: 579: 576: 572: 571: 568: 565: 553: 550: 549: 548: 545: 544: 502: 495: 492: 489: 474: 442: 441: 428: 421: 418: 415: 404: 391: 390: 387: 383: 382: 379: 376: 372: 371: 368: 365: 350: 347: 346: 345: 298:Anthocyanidins 286: 285:Anthocyanidins 283: 266: 263: 232:plant pigments 227: 224: 203:Main article: 200: 197: 166:In the 1930s, 163: 160: 156:phloroglucinol 136: 135: 130:(4-phenyl-1,2- 121: 116:(3-phenyl-1,4- 107: 33: 24: 14: 13: 10: 9: 6: 4: 3: 2: 5850: 5839: 5838:Wood extracts 5836: 5834: 5831: 5829: 5826: 5824: 5821: 5819: 5816: 5815: 5813: 5797: 5796:Phlorotannins 5794: 5792: 5789: 5788: 5786: 5783: 5779: 5773: 5770: 5768: 5765: 5763: 5760: 5759: 5757: 5753: 5747: 5744: 5742: 5739: 5737: 5734: 5732: 5729: 5728: 5726: 5724: 5720: 5710: 5707: 5705: 5702: 5700: 5697: 5695: 5692: 5690: 5687: 5685: 5682: 5680: 5679:phenylalanine 5677: 5676: 5674: 5672: 5668: 5662: 5659: 5657: 5654: 5652: 5649: 5647: 5646:Coumaric acid 5644: 5642: 5639: 5637: 5634: 5632: 5631:Cinnamic acid 5629: 5627: 5626:Chicoric acid 5624: 5622: 5619: 5617: 5614: 5613: 5611: 5609: 5605: 5595: 5592: 5590: 5587: 5586: 5584: 5580: 5574: 5571: 5569: 5568:Syringic acid 5566: 5564: 5561: 5559: 5556: 5554: 5551: 5549: 5546: 5544: 5543:Eudesmic acid 5541: 5539: 5538:Ethyl gallate 5536: 5534: 5533:Chebulic acid 5531: 5529: 5526: 5525: 5523: 5521: 5517: 5511: 5508: 5506: 5503: 5501: 5498: 5496: 5495:Gentisic acid 5493: 5491: 5488: 5486: 5483: 5481: 5478: 5476: 5473: 5470: 5467: 5466: 5464: 5462: 5458: 5448: 5445: 5444: 5442: 5438: 5432: 5429: 5427: 5424: 5422: 5419: 5418: 5416: 5412: 5409: 5407: 5403: 5400: 5398: 5394: 5390: 5383: 5378: 5376: 5371: 5369: 5364: 5363: 5360: 5357: 5355: 5351: 5343: 5339: 5336: 5332: 5326: 5322: 5319: 5316: 5313: 5310: 5307: 5304: 5301: 5299: 5296: 5293: 5290: 5288: 5285: 5282: 5279: 5278: 5276: 5272: 5260: 5257: 5255: 5252: 5250: 5247: 5245: 5242: 5241: 5239: 5237: 5234: 5232: 5229: 5227: 5224: 5223: 5221: 5217: 5211: 5210:Acutissimin A 5208: 5206: 5203: 5202: 5200: 5196: 5192: 5185: 5183: 5182:7-Phloroeckol 5180: 5178: 5175: 5173: 5170: 5168: 5165: 5163: 5160: 5158: 5155: 5153: 5150: 5148: 5145: 5143: 5140: 5138: 5135: 5133: 5130: 5128: 5125: 5123: 5120: 5119: 5117: 5115: 5114:Phlorotannins 5111: 5105: 5102: 5100: 5097: 5095: 5092: 5090: 5087: 5085: 5082: 5081: 5079: 5077: 5073: 5063: 5060: 5058: 5055: 5054: 5052: 5050: 5046: 5040: 5037: 5035: 5032: 5030: 5027: 5025: 5022: 5020: 5017: 5015: 5012: 5010: 5007: 5005: 5002: 5000: 4997: 4995: 4992: 4991: 4989: 4987: 4986:Ellagitannins 4983: 4980: 4978: 4974: 4970: 4962: 4957: 4955: 4950: 4948: 4943: 4942: 4939: 4936: 4934: 4930: 4926: 4922: 4920: 4916: 4910: 4907: 4905: 4902: 4900: 4899:Pterostilbene 4897: 4895: 4892: 4891: 4889: 4885: 4881: 4875: 4872: 4870: 4867: 4865: 4862: 4861: 4859: 4851: 4847: 4843: 4839: 4837: 4833: 4825: 4820: 4810: 4807: 4805: 4802: 4800: 4797: 4795: 4792: 4790: 4787: 4785: 4782: 4780: 4777: 4775: 4772: 4771: 4769: 4767: 4766:Miscellaneous 4763: 4753: 4750: 4749: 4747: 4745: 4741: 4734: 4730: 4727: 4726: 4724: 4722: 4718: 4715: 4713: 4709: 4703: 4700: 4698: 4695: 4694: 4692: 4690: 4686: 4675: 4671: 4668: 4667: 4665: 4663: 4659: 4652: 4648: 4645: 4644: 4642: 4640: 4636: 4633: 4631: 4627: 4616: 4613: 4611: 4608: 4607: 4605: 4603: 4599: 4593: 4590: 4588: 4585: 4583: 4580: 4579: 4577: 4575: 4571: 4564: 4560: 4559:Leucocyanidin 4557: 4556: 4554: 4552: 4548: 4541: 4537: 4534: 4533: 4531: 4528: 4523: 4519: 4512: 4511:Gallocatechol 4508: 4505: 4504: 4502: 4499: 4494: 4490: 4484: 4483:Luteoliflavan 4481: 4480: 4478: 4474: 4471: 4469: 4465: 4455: 4452: 4451: 4449: 4447: 4446:Neoflavonoids 4443: 4436: 4432: 4428: 4425: 4424: 4422: 4420: 4416: 4409: 4405: 4402: 4401: 4399: 4397: 4393: 4386: 4382: 4379: 4378: 4376: 4374: 4370: 4367: 4365: 4364:Anthoxanthins 4361: 4358: 4356: 4352: 4348: 4340: 4335: 4333: 4328: 4326: 4321: 4320: 4317: 4314: 4310: 4306: 4302: 4294: 4289: 4287: 4282: 4280: 4275: 4274: 4271: 4268: 4266: 4262: 4256: 4253: 4251: 4248: 4246: 4243: 4241: 4238: 4236: 4235:Benzenetriols 4233: 4231: 4228: 4227: 4225: 4223: 4219: 4215: 4207: 4202: 4200: 4195: 4193: 4188: 4187: 4184: 4172: 4169: 4168: 4166: 4162: 4156: 4153: 4151: 4148: 4146: 4143: 4141: 4138: 4136: 4135:Allylbenzenes 4133: 4131: 4128: 4126: 4123: 4121: 4118: 4116: 4113: 4111: 4108: 4105: 4101: 4098: 4096: 4093: 4092: 4090: 4088: 4083: 4079: 4071: 4066: 4064: 4059: 4057: 4052: 4051: 4048: 4038: 4033: 4023: 4020: 4018: 4015: 4013: 4010: 4008: 4005: 4003: 4000: 3998: 3995: 3993: 3990: 3988: 3985: 3984: 3982: 3980: 3979:Miscellaneous 3976: 3966: 3963: 3962: 3960: 3958: 3954: 3947: 3943: 3940: 3939: 3937: 3935: 3931: 3928: 3926: 3922: 3916: 3913: 3911: 3908: 3907: 3905: 3903: 3899: 3888: 3884: 3881: 3880: 3878: 3876: 3872: 3865: 3861: 3858: 3857: 3855: 3853: 3849: 3846: 3844: 3840: 3829: 3826: 3824: 3821: 3820: 3818: 3816: 3812: 3806: 3803: 3801: 3798: 3796: 3793: 3792: 3790: 3788: 3784: 3777: 3773: 3772:Leucocyanidin 3770: 3769: 3767: 3765: 3761: 3754: 3750: 3747: 3746: 3744: 3741: 3736: 3732: 3725: 3724:Gallocatechol 3721: 3718: 3717: 3715: 3712: 3707: 3703: 3697: 3696:Luteoliflavan 3694: 3693: 3691: 3687: 3684: 3682: 3678: 3668: 3665: 3664: 3662: 3660: 3659:Neoflavonoids 3656: 3649: 3645: 3641: 3638: 3637: 3635: 3633: 3629: 3622: 3618: 3615: 3614: 3612: 3610: 3606: 3599: 3595: 3592: 3591: 3589: 3587: 3583: 3580: 3578: 3577:Anthoxanthins 3574: 3571: 3569: 3565: 3561: 3553: 3548: 3546: 3541: 3539: 3534: 3533: 3530: 3524: 3521: 3519: 3516: 3515: 3511: 3504: 3500: 3496: 3492: 3487: 3483: 3482: 3476: 3472: 3466: 3462: 3457: 3453: 3447: 3443: 3438: 3437: 3432: 3423: 3419: 3415: 3411: 3407: 3403: 3399: 3395: 3391: 3384: 3381: 3376: 3372: 3368: 3364: 3360: 3356: 3352: 3348: 3344: 3337: 3334: 3329: 3326:(in French). 3325: 3321: 3317: 3313: 3309: 3302: 3299: 3293: 3288: 3284: 3280: 3276: 3269: 3266: 3261: 3257: 3252: 3247: 3242: 3237: 3233: 3229: 3225: 3223: 3214: 3211: 3206: 3202: 3198: 3194: 3192: 3188: 3179: 3176: 3171: 3167: 3163: 3159: 3155: 3151: 3147: 3143: 3135: 3132: 3127: 3123: 3119: 3115: 3111: 3107: 3099: 3096: 3091: 3089:9780849317149 3085: 3081: 3080: 3072: 3069: 3057: 3056: 3051: 3044: 3041: 3036: 3029: 3026: 3013: 3009: 3003: 3000: 2988: 2984: 2980: 2976: 2972: 2966: 2963: 2958: 2954: 2949: 2944: 2940: 2936: 2932: 2925: 2922: 2917: 2913: 2909: 2905: 2901: 2897: 2893: 2889: 2882: 2879: 2874: 2870: 2865: 2860: 2855: 2850: 2846: 2842: 2838: 2831: 2828: 2823: 2819: 2814: 2809: 2805: 2801: 2797: 2793: 2789: 2782: 2779: 2774: 2770: 2766: 2762: 2758: 2754: 2750: 2746: 2739: 2736: 2731: 2727: 2723: 2719: 2715: 2711: 2704: 2701: 2696: 2692: 2688: 2684: 2680: 2676: 2668: 2665: 2660: 2656: 2652: 2648: 2644: 2640: 2633: 2630: 2625: 2621: 2617: 2613: 2609: 2605: 2598: 2595: 2582: 2578: 2572: 2569: 2557: 2556: 2551: 2544: 2541: 2535: 2530: 2526: 2522: 2518: 2511: 2509: 2505: 2492: 2486: 2483: 2470: 2464: 2461: 2456: 2452: 2447: 2442: 2438: 2434: 2430: 2423: 2421: 2417: 2412: 2408: 2403: 2398: 2393: 2388: 2384: 2380: 2376: 2372: 2368: 2361: 2359: 2357: 2355: 2351: 2346: 2342: 2337: 2332: 2327: 2322: 2318: 2314: 2310: 2303: 2300: 2294: 2289: 2285: 2281: 2277: 2270: 2267: 2256:on 2017-08-10 2252: 2248: 2244: 2237: 2230: 2227: 2222: 2218: 2214: 2210: 2206: 2202: 2198: 2194: 2187: 2184: 2179: 2175: 2171: 2167: 2160: 2157: 2154: 2149: 2147: 2145: 2143: 2141: 2139: 2135: 2130: 2126: 2121: 2116: 2112: 2108: 2104: 2097: 2094: 2089: 2085: 2081: 2077: 2073: 2069: 2062: 2059: 2054: 2050: 2046: 2042: 2038: 2034: 2030: 2026: 2018: 2015: 2010: 2006: 2002: 1998: 1994: 1990: 1986: 1979: 1976: 1971: 1965: 1962:. CRC Press. 1961: 1960: 1952: 1949: 1944: 1938: 1934: 1933: 1926: 1923: 1915:September 16, 1911: 1905: 1900: 1895: 1891: 1890:The Gold Book 1887: 1880: 1877: 1873: 1867: 1862: 1857: 1853: 1846: 1843: 1838: 1834: 1829: 1824: 1820: 1816: 1812: 1808: 1804: 1797: 1795: 1791: 1779: 1775: 1771: 1767: 1760: 1758: 1756: 1754: 1752: 1750: 1748: 1746: 1744: 1742: 1740: 1738: 1736: 1734: 1732: 1730: 1728: 1726: 1724: 1722: 1720: 1716: 1709: 1704: 1701: 1699: 1696: 1694: 1691: 1689: 1686: 1684: 1681: 1679: 1678:Phytochemical 1676: 1675: 1671: 1669: 1667: 1664: 1660: 1659: 1650: 1648: 1646: 1633: 1631: 1629: 1625: 1617: 1615: 1612: 1604: 1602: 1600: 1596: 1592: 1584: 1579: 1577: 1571: 1569: 1567: 1563: 1562: 1557: 1553: 1549: 1548: 1543: 1539: 1538:cryptochromes 1535: 1531: 1527: 1519: 1514: 1512: 1508: 1505: 1501: 1497: 1489: 1487: 1485: 1480: 1473: 1471: 1469: 1465: 1461: 1457: 1453: 1449: 1442: 1440: 1438: 1434: 1430: 1421: 1419: 1417: 1416:health claims 1413: 1409: 1405: 1401: 1397: 1389: 1383: 1379: 1377: 1373: 1369: 1365: 1361: 1357: 1349: 1342: 1333: 1330: 1327: 1325:juice, fresh 1324: 1321: 1320: 1316: 1313: 1310: 1308:Thyme, fresh 1307: 1306: 1302: 1299: 1296: 1293: 1292: 1288: 1285: 1282: 1279: 1278: 1274: 1271: 1268: 1265: 1264: 1258: 1257: 1256: 1254: 1250: 1248: 1244: 1240: 1236: 1232: 1228: 1224: 1220: 1216: 1212: 1207: 1205: 1201: 1197: 1193: 1189: 1185: 1184: 1183:Ginkgo biloba 1179: 1175: 1171: 1167: 1163: 1159: 1155: 1151: 1147: 1142: 1140: 1136: 1132: 1128: 1124: 1120: 1116: 1109: 1105: 1100: 1092: 1086: 1081: 1074: 1068: 1065: 1063: 1060: 1058: 1055: 1053: 1050: 1048: 1045: 1044: 1041: 1037: 1033: 1029: 1026: 1025: 1021: 1017: 1014: 1013: 1012: 1011:Isoflavonoids 1009: 1008: 1005:Isoflavonoids 1004: 997: 994: 992: 989: 988: 985: 981: 977: 973: 970: 969: 966: 963: 962: 958: 954: 950: 946: 942: 938: 934: 930: 929:Gallocatechin 926: 922: 919: 918: 914: 910: 906: 902: 901: 897: 892: 891: 890: 888: 884: 883: 877: 874: 871: 867: 866: 863: 860: 857: 853: 852: 848: 845: 842: 838: 837: 833: 830: 829: 826: 824: 820: 817:(flavanols), 816: 807: 800: 794: 790: 786: 783: 780: 776: 773: 770: 768: 751: 749: 732: 715: 714: 699: 698: 694: 691: 690: 679: 668: 665: 664: 657: 651: 647: 643: 639: 636: 633: 629: 626: 623: 621: 608: 606: 605: 593: 592: 588: 585: 584: 573: 562: 559: 558: 551: 542: 538: 534: 530: 526: 522: 518: 514: 510: 506: 503: 500: 496: 493: 490: 488: 475: 473: 472: 457: 456: 444: 443: 440: 436: 432: 429: 426: 422: 419: 416: 414: 405: 403: 402: 393: 392: 388: 385: 384: 373: 362: 359: 358: 357: 355: 354:Anthoxanthins 349:Anthoxanthins 348: 344: 340: 336: 332: 328: 324: 320: 317: 316: 315: 313: 312: 307: 303: 299: 291: 284: 282: 275: 271: 264: 262: 260: 256: 252: 248: 244: 243: 237: 233: 225: 219: 215: 213: 206: 198: 196: 194: 193:neohesperidin 190: 186: 182: 177: 173: 169: 161: 159: 157: 153: 149: 145: 144:anthoxanthins 141: 133: 129: 125: 124:neoflavonoids 122: 119: 115: 114:chromen-4-one 111: 110:isoflavonoids 108: 105: 104: 103: 101: 97: 93: 89: 84: 82: 79: 75: 71: 70:bioflavonoids 67: 59: 51: 44: 39: 30: 19: 5781: 5656:Ferulic acid 5621:Caffeic acid 5594:Ellagic acid 5334: 5325:isocoumarins 5298:Kavalactones 5240:Tannin uses 5167:Tetrafucol A 5147:Diphlorethol 5132:6,6'-Bieckol 5127:8,8′-Bieckol 5049:Gallotannins 5014:Casuarictins 4994:Punicalagins 4919:Curcuminoids 4864:Matairesinol 4765: 4670:Apigeninidin 4615:Aromadendrin 4522:Flavan-4-ols 4493:Flavan-3-ols 4354: 4346: 4308: 4230:Benzenediols 4171:Rhododendrin 4129: 3978: 3883:Apigeninidin 3828:Aromadendrin 3735:Flavan-4-ols 3706:Flavan-3-ols 3567: 3559: 3494: 3490: 3480: 3460: 3441: 3397: 3393: 3389: 3383: 3350: 3346: 3336: 3327: 3323: 3319: 3315: 3311: 3310:Jacq. et de 3307: 3301: 3282: 3278: 3268: 3231: 3227: 3221: 3213: 3205:the original 3200: 3196: 3190: 3186: 3178: 3145: 3141: 3134: 3109: 3105: 3098: 3078: 3071: 3059:. Retrieved 3053: 3043: 3028: 3016:. Retrieved 3011: 3002: 2990:. Retrieved 2978: 2975:EFSA Journal 2974: 2965: 2938: 2934: 2924: 2891: 2887: 2881: 2844: 2840: 2830: 2795: 2791: 2781: 2751:(1): 77–84. 2748: 2744: 2738: 2713: 2709: 2703: 2678: 2674: 2667: 2642: 2638: 2632: 2607: 2603: 2597: 2585:. Retrieved 2580: 2571: 2559:. Retrieved 2553: 2543: 2524: 2521:EFSA Journal 2520: 2495:. Retrieved 2485: 2473:. Retrieved 2463: 2436: 2432: 2374: 2370: 2316: 2312: 2302: 2283: 2279: 2269: 2258:. Retrieved 2251:the original 2246: 2242: 2229: 2196: 2192: 2186: 2169: 2165: 2159: 2110: 2106: 2096: 2079: 2075: 2071: 2067: 2061: 2028: 2024: 2017: 1995:(1): 44–48. 1992: 1988: 1984: 1978: 1958: 1951: 1931: 1925: 1913:. Retrieved 1889: 1879: 1851: 1845: 1810: 1806: 1781:. Retrieved 1766:"Flavonoids" 1656: 1655:Immobilized 1654: 1637: 1621: 1608: 1588: 1585:Shinoda test 1575: 1559: 1546: 1523: 1509: 1498:and reduced 1493: 1477: 1448:Inflammation 1446: 1443:Inflammation 1425: 1393: 1368:flavan-3-ols 1354: 1266:Food source 1251: 1237:than in the 1208: 1181: 1143: 1119:polyphenolic 1112: 1067:Pterocarpans 1027: 1019: 971: 941:Epicatechins 920: 912: 908: 904: 899: 895: 887:Flavan-3-ols 885: 819:flavan-4-ols 815:flavan-3-ols 812: 752: 736: 719: 700: 695:2,3-dihydro 681:Description 661: 609: 594: 589:2,3-dihydro 575:Description 555: 525:Isorhamnetin 476: 461: 445: 406: 394: 389:2,3-dihydro 375:Description 352: 335:pelargonidin 318: 309: 306:anthocyanins 296: 280: 268: 258: 240: 229: 208: 199:Biosynthesis 165: 137: 85: 78:polyphenolic 73: 69: 65: 64: 5741:Oleocanthal 5558:Norbergenin 5553:Tannic acid 5548:Gallic acid 5342:Polyphenols 5315:Xanthonoids 5292:Chalconoids 5142:Eckstolonol 5039:Terflavin B 5004:Vescalagins 4999:Castalagins 4904:Piceatannol 4894:Resveratrol 4884:Stilbenoids 4874:Pinoresinol 4809:Castavinols 4651:Delphinidin 4602:Flavanonols 4592:Eriodictyol 4419:Isoflavones 4301:polyphenols 4265:Polyphenols 4140:Stilbenoids 4115:Monolignols 4085:Classes of 4022:Castavinols 3864:Delphinidin 3815:Flavanonols 3805:Eriodictyol 3632:Isoflavones 2941:(1): 1–11. 2527:(2): 1489. 2497:November 8, 2475:November 8, 2286:: 129–143. 1783:January 26, 1630:procedure. 1530:carotenoids 1526:phytochrome 1484:sample size 1275:Flavanones 1154:blueberries 1057:Isoflavenes 1047:Isoflavanes 1016:Isoflavones 991:Thearubigin 945:Epicatechin 905:3,4-dihydro 889:(flavanols) 862:Flavan-4-ol 849:(flavanol) 847:Flavan-3-ol 758:2,3-dihydro 738:2,3-dihydro 692:3-hydroxyl 663:Flavanonols 658:Flavanonols 646:Eriodictyol 611:2,3-dihydro 586:3-hydroxyl 386:3-hydroxyl 327:delphinidin 255:root nodule 251:Nod factors 212:chalconoids 189:eriodictyol 181:capillaries 134:) structure 132:benzopyrone 120:) structure 118:benzopyrone 5818:Flavonoids 5812:Categories 5746:Oleuropein 5684:tryptophan 5573:Theogallin 5440:Glycosides 5317:(C6-C1-C6) 5294:(C6-C3-C6) 5283:(C6-C7-C6) 5244:Enological 5024:Punicalins 5019:Grandinins 4909:Pinosylvin 4887:(C6-C2-C6) 4702:Leptosidin 4697:Aureusidin 4587:Naringenin 4582:Hesperidin 4574:Flavanones 4540:Luteoforol 4408:Kaempferol 4355:Flavonoids 4347:flavonoids 4312:(C6-C3-C6) 4309:Flavonoids 4255:Dillapiole 4130:Flavonoids 3915:Leptosidin 3910:Aureusidin 3800:Naringenin 3795:Hesperidin 3787:Flavanones 3753:Luteoforol 3621:Kaempferol 3568:Flavonoids 3560:flavonoids 3497:(2): 320. 3318:Jacq. and 2260:2020-07-31 1710:References 1599:flavonones 1547:Amaranthus 1412:Lipton tea 1280:Red onion 1272:Flavonols 1247:clementine 1231:tangeritin 1227:glycosides 1219:quercitrin 1215:hesperetin 1211:hesperidin 1170:oolong tea 1156:and other 1108:grapefruit 1062:Coumestans 965:Theaflavin 642:Naringenin 638:Hesperetin 557:Flavanones 552:Flavanones 529:Pachypodol 509:Kaempferol 439:Tangeritin 277:Flavonoids 236:pollinator 185:hesperidin 66:Flavonoids 18:Flavonoids 5828:Nutrition 5823:Nutrients 5762:Capsaicin 5699:thyroxine 5689:histidine 5414:Aglycones 5321:Coumarins 5177:Bifuhalol 5104:Flavolans 5029:Roburin A 5009:Castalins 4842:Silymarin 4752:Phloretin 4721:Chalcones 4712:Chalcones 4610:Taxifolin 4527:flavanols 4498:flavanols 4431:Genistein 4404:Quercetin 4396:Flavonols 4345:Types of 4299:Types of 4250:Carvacrol 4212:Types of 4125:Chalcones 4120:Coumarins 4100:Chromones 4076:Types of 3965:Phloretin 3934:Chalcones 3925:Chalcones 3823:Taxifolin 3740:flavanols 3711:flavanols 3644:Genistein 3617:Quercetin 3609:Flavonols 3558:Types of 3512:Databases 3367:1478-6427 3285:: 37–40. 3234:(1): 14. 3224:K. Schum" 2916:205960210 2841:Nutrients 2074:Pall.)". 1807:ACS Omega 1666:acylation 1645:quercetin 1437:excretion 1429:uric acid 1269:Flavones 1196:buckwheat 1166:green tea 1162:black tea 1135:alkaloids 1131:compounds 1123:quercetin 1115:catechins 1040:Glycitein 1032:Genistein 911:-chromen- 831:Skeleton 785:Taxifolin 754:3-hydroxy 721:3-Hydroxy 676:Examples 673:Skeleton 570:Examples 567:Skeleton 533:Rhamnazin 513:Myricetin 505:Quercetin 478:3-hydroxy 464:3-hydroxy 370:Examples 367:Skeleton 343:petunidin 311:flavylium 302:aglycones 265:Subgroups 247:symbiotic 172:Vitamin C 152:flavonols 5767:Gingerol 5694:tyrosine 5651:Coumarin 5589:Vanillin 5528:Bergenin 5249:Drilling 5172:Trifucol 4925:Curcumin 4853:((C6-C3) 4647:Cyanidin 4536:Apiforol 4507:Catechin 4427:Daidzein 4381:Apigenin 4373:Flavones 4245:Carnosol 4164:Examples 4155:Suberins 3860:Cyanidin 3749:Apiforol 3720:Catechin 3640:Daidzein 3594:Apigenin 3586:Flavones 3422:26716150 3414:15218382 3375:30417671 3330:: 12–16. 3260:22373191 3162:17935118 3126:19631278 3061:June 17, 3018:June 17, 2992:June 17, 2957:23953879 2908:22888839 2873:22606367 2822:24029069 2765:15650567 2730:24128857 2695:22439618 2659:15019969 2624:17157175 2587:June 17, 2561:June 17, 2455:17449588 2411:26010916 2371:PLOS ONE 2345:20087468 2221:41271401 2213:18156011 2129:18503736 2053:24986941 2045:17935117 1837:33842761 1672:See also 1628:vanillin 1595:flavones 1408:Unilever 1390:Research 1188:red wine 1180:fruits, 1127:toxicity 1085:flavones 1036:Daidzein 1028:Examples 972:Examples 925:Catechin 921:Examples 915:skeleton 813:Include 521:Galangin 435:Apigenin 431:Luteolin 339:peonidin 331:malvidin 323:cyanidin 319:Examples 300:are the 242:Rhizobia 148:flavones 128:coumarin 5731:Tyrosol 5311:(C6-C3) 5305:(C6-C4) 5259:Tanning 5152:Difucol 5137:Dieckol 4969:tannins 4933:Tannins 4850:Lignans 4735:, et.c. 4689:Aurones 4676:, et.c. 4653:, et.c. 4617:, et.c. 4565:, et.c. 4542:, et.c. 4513:, et.c. 4468:Flavans 4410:, et.c. 4387:, et.c. 4385:Chrysin 4150:Lignins 4145:Lignans 3948:, et.c. 3902:Aurones 3889:, et.c. 3866:, et.c. 3830:, et.c. 3778:, et.c. 3755:, et.c. 3726:, et.c. 3681:Flavans 3623:, et.c. 3600:, et.c. 3598:Chrysin 3251:3305906 3170:5805643 2864:3347005 2813:3821977 2402:4444122 2379:Bibcode 2336:2808014 1997:Bibcode 1828:8028018 1561:Sorghum 1534:flavins 1297:24–634 1202:with a 1174:bananas 1158:berries 1146:parsley 955:(ECg), 951:(EGC), 947:(EC)), 939:(GCg), 801:Flavans 517:Fisetin 162:History 43:flavone 5755:Others 5709:L-DOPA 5274:Others 4729:Butein 4476:Flavan 4435:Orobol 4240:Apiole 3942:Butein 3689:Flavan 3648:Orobol 3467:  3448:  3420:  3412:  3373:  3365:  3258:  3248:  3168:  3160:  3124:  3086:  2955:  2914:  2906:  2871:  2861:  2820:  2810:  2773:794383 2771:  2763:  2728:  2693:  2657:  2622:  2453:  2409:  2399:  2343:  2333:  2219:  2211:  2193:Lancet 2127:  2051:  2043:  1966:  1939:  1906:  1868:  1835:  1825:  1566:turnip 1552:barley 1474:Cancer 1462:, and 1452:cancer 1364:NHANES 1334:2–175 1286:4–100 1253:Peanut 1198:, and 1178:citrus 1176:, all 1150:onions 1139:humans 1104:citrus 959:(EGCg) 935:(Cg), 931:(GC), 670:Group 564:Group 364:Group 176:scurvy 140:ketone 96:oxygen 88:phenyl 74:flavus 5122:Eckol 4437:et.c. 3650:et.c. 3418:S2CID 3166:S2CID 2912:S2CID 2769:S2CID 2254:(PDF) 2239:(PDF) 2217:S2CID 2082:(6). 2049:S2CID 1556:maize 1323:Lemon 1300:8–10 1239:peels 1225:(two 1223:rutin 1204:cocoa 1020:4-one 927:(C), 900:3-ols 834:Name 766:4-one 619:4-one 486:4-one 412:4-one 100:IUPAC 5782:Misc 5335:Misc 5323:and 3465:ISBN 3446:ISBN 3410:PMID 3371:PMID 3363:ISSN 3256:PMID 3189:and 3158:PMID 3122:PMID 3084:ISBN 3063:2023 3020:2023 2994:2023 2953:PMID 2904:PMID 2869:PMID 2818:PMID 2761:PMID 2726:PMID 2691:PMID 2655:PMID 2620:PMID 2589:2023 2563:2023 2499:2013 2477:2013 2451:PMID 2407:PMID 2341:PMID 2209:PMID 2125:PMID 2041:PMID 1964:ISBN 1937:ISBN 1917:2012 1904:ISBN 1866:ISBN 1833:PMID 1785:2021 1564:and 1435:and 1376:EFSA 1360:USDA 1331:0–2 1235:pulp 1168:and 913:3-ol 894:Flav 821:and 787:(or 741:flav 724:flav 703:Flav 597:Flav 467:flav 448:Flav 397:Flav 150:and 68:(or 5254:Ink 3499:doi 3402:doi 3355:doi 3287:doi 3246:PMC 3236:doi 3150:doi 3114:doi 3055:NPR 2983:doi 2943:doi 2939:111 2896:doi 2859:PMC 2849:doi 2808:PMC 2800:doi 2753:doi 2718:doi 2683:doi 2647:doi 2612:doi 2555:NPR 2529:doi 2441:doi 2437:137 2397:PMC 2387:doi 2331:PMC 2321:doi 2288:doi 2201:doi 2197:370 2174:doi 2115:doi 2084:doi 2033:doi 2005:doi 1894:doi 1856:doi 1823:PMC 1815:doi 1311:56 1249:). 1217:), 791:), 730:one 603:one 470:one 400:one 304:of 5814:: 4731:, 4672:, 4649:, 4561:, 4538:, 4509:, 4433:, 4429:, 4406:, 4383:, 3944:, 3885:, 3862:, 3774:, 3751:, 3722:, 3646:, 3642:, 3619:, 3596:, 3495:10 3493:. 3416:. 3408:. 3398:26 3396:. 3369:. 3361:. 3351:34 3349:. 3345:. 3328:25 3283:91 3281:. 3277:. 3254:. 3244:. 3230:. 3226:. 3199:. 3195:. 3164:. 3156:. 3144:. 3120:. 3110:11 3108:. 3052:. 3010:. 2979:10 2977:. 2973:. 2951:. 2937:. 2933:. 2910:. 2902:. 2892:31 2890:. 2867:. 2857:. 2843:. 2839:. 2816:. 2806:. 2796:24 2794:. 2790:. 2767:. 2759:. 2749:16 2747:. 2724:. 2714:45 2712:. 2689:. 2679:60 2677:. 2653:. 2643:36 2641:. 2618:. 2608:41 2606:. 2579:. 2552:. 2523:. 2519:. 2507:^ 2449:. 2435:. 2431:. 2419:^ 2405:. 2395:. 2385:. 2375:10 2373:. 2369:. 2353:^ 2339:. 2329:. 2317:10 2315:. 2311:. 2284:12 2282:. 2278:. 2247:74 2245:. 2241:. 2215:. 2207:. 2195:. 2170:44 2168:. 2137:^ 2123:. 2111:99 2109:. 2105:. 2080:15 2078:. 2047:. 2039:. 2027:. 2003:. 1991:. 1902:. 1892:. 1888:. 1864:, 1831:. 1821:. 1809:. 1805:. 1793:^ 1776:, 1772:, 1768:. 1718:^ 1647:. 1601:. 1558:, 1554:, 1550:, 1536:, 1532:, 1458:, 1454:, 1328:0 1317:0 1314:0 1303:0 1289:0 1283:0 1221:, 1194:, 1190:, 1186:, 1172:, 1164:, 1160:, 1152:, 1148:, 1038:, 1034:, 1030:: 982:, 978:, 974:: 923:: 907:-2 896:an 825:. 774:✓ 771:✓ 747:ol 744:on 734:or 727:an 717:or 712:ol 709:on 706:an 648:, 644:, 640:, 627:✓ 624:✗ 600:an 543:, 539:, 535:, 531:, 527:, 523:, 519:, 515:, 511:, 507:, 494:✗ 491:✓ 459:or 454:ol 451:on 437:, 433:, 420:✗ 417:✗ 341:, 337:, 333:, 329:, 325:, 321:: 261:. 187:, 5798:) 5784:: 5381:e 5374:t 5367:v 5337:: 4960:e 4953:t 4946:v 4857:) 4855:2 4529:) 4525:( 4500:) 4496:( 4338:e 4331:t 4324:v 4292:e 4285:t 4278:v 4205:e 4198:t 4191:v 4106:) 4102:( 4069:e 4062:t 4055:v 3742:) 3738:( 3713:) 3709:( 3551:e 3544:t 3537:v 3505:. 3501:: 3484:. 3473:. 3454:. 3424:. 3404:: 3377:. 3357:: 3295:. 3289:: 3262:. 3238:: 3232:1 3201:3 3193:" 3172:. 3152:: 3146:2 3128:. 3116:: 3092:. 3065:. 3022:. 2996:. 2985:: 2959:. 2945:: 2918:. 2898:: 2875:. 2851:: 2845:4 2824:. 2802:: 2775:. 2755:: 2732:. 2720:: 2697:. 2685:: 2661:. 2649:: 2626:. 2614:: 2591:. 2565:. 2537:. 2531:: 2525:8 2501:. 2479:. 2457:. 2443:: 2413:. 2389:: 2381:: 2347:. 2323:: 2296:. 2290:: 2263:. 2223:. 2203:: 2180:. 2176:: 2131:. 2117:: 2090:. 2086:: 2068:O 2055:. 2035:: 2029:2 2011:. 2007:: 1999:: 1993:1 1972:. 1945:. 1919:. 1896:: 1858:: 1839:. 1817:: 1811:6 1787:. 1640:3 943:( 909:H 898:- 764:- 760:- 756:- 617:- 613:- 484:- 480:- 410:- 146:( 31:. 20:)

Index

Flavonoids
Vitamin P (disambiguation)

flavone


polyphenolic
secondary metabolites
phenyl
heterocyclic ring
oxygen
IUPAC
isoflavonoids
chromen-4-one
benzopyrone
neoflavonoids
coumarin
benzopyrone
ketone
anthoxanthins
flavones
flavonols
phloroglucinol
Albert Szent-Györgyi
Vitamin C
scurvy
capillaries
hesperidin
eriodictyol
neohesperidin

Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.