216:
420:
31:
340:
626:
Nakayama, T; Sato, T; Fukui, Y; Yonekura-Sakakibara, K; Hayashi, H; Tanaka, Y; Kusumi, T; Nishino, T (2001). "Specificity analysis and mechanism of aurone synthesis catalyzed by aureusidin synthase, a polyphenol oxidase homolog responsible for flower coloration".
353:
500:
265:
537:
Some aurone derivatives possess antifungal properties and analogy with flavonoids suggests that aurones could have other biological properties.
137:
894:
431:
Aurone forms the core for a family of derivatives which are known collectively as aurones. Aurones are plant flavonoids that provide
1412:
230:
797:
Sutton, Caleb L.; Taylor, Zachary E.; Farone, Mary B.; Handy, Scott T. (2017-02-15). "Antifungal activity of substituted aurones".
1443:
1331:
708:"A new heptasubstituted (E)-aurone glucoside and other aromatic compounds of Gomphrena agrestis with biological activity"
360:
194:
444:
887:
1438:
1219:
568:
480:
1381:
1341:
1336:
17:
460:
1405:
834:"Application of Microwave in Organic Synthesis. Dry Synthesis of 2-Arylmethylene-3(2)-naphthofuranones"
1196:
43:
211:
1040:
880:
526:
79:
529:
catalyzes the creation of aurones from chalcones through hydroxylation and oxidative cyclization.
522:
1468:
1108:
738:
505:
30:
1473:
1453:
562:
1458:
1290:
814:
779:
730:
688:
644:
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551:
380:
1496:
1517:
1398:
1120:
1011:
845:
806:
769:
722:
678:
636:
597:
407:-like group is closed into a 5-membered ring instead of the 6-membered ring more typical of
288:
157:
108:
96:
1356:
1351:
1346:
1301:
215:
89:
1361:
1231:
1187:
492:
440:
331:
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601:
1511:
1116:
1068:
742:
1227:
1172:
1003:
921:
707:
518:
432:
377:
182:
1208:
1149:
1079:
1050:
976:
436:
400:
1390:
810:
1491:
1463:
1448:
1366:
1259:
1254:
1159:
1144:
1139:
1097:
965:
557:
546:
476:
404:
396:
316:
148:
706:
Ferreira, EO; Salvador, MJ; Pral, EM; Alfieri, SC; Ito, IY; Dias, DA (2004).
1483:
1422:
1309:
1269:
1167:
1131:
988:
961:
953:
912:
904:
408:
384:
239:
InChI=1S/C15H10O2/c16-15-12-8-4-5-9-13(12)17-14(15)10-11-6-2-1-3-7-11/h1-10H
818:
783:
734:
726:
692:
648:
609:
249:
InChI=1/C15H10O2/c16-15-12-8-4-5-9-13(12)17-14(15)10-11-6-2-1-3-7-11/h1-10H
419:
1278:
1204:
1093:
1084:
1064:
1055:
984:
938:
774:
757:
1430:
1246:
942:
930:
683:
666:
169:
872:
864:
501:(E)-3'-O-β-d-glucopyranosyl-4,5,6,4'-tetrahydroxy-7,2'-dimethoxyaurone
1286:
1025:
992:
850:
833:
491:)-configuration, which is the more stable configuration according to
665:
Atta-Ur-Rahman; Choudhary, MI; Hayat, S; Khan, AM; Ahmed, A (2001).
330:
Except where otherwise noted, data are given for materials in their
427:)-aurone with numbering scheme used for nomenclature of derivatives
418:
136:
126:
1394:
876:
667:"Two new aurones from marine brown alga Spatoglossum variabile"
199:
435:
to the flowers of some popular ornamental plants, such as
588:
Nakayama, T (2002). "Enzymology of aurone biosynthesis".
832:
Villemin, Didier; Martin, Benoit; Bar, Nathalie (1998).
348:
1482:
1429:
1322:
1300:
1277:
1268:
1245:
1218:
1195:
1186:
1158:
1130:
1107:
1078:
1049:
1033:
1024:
1002:
975:
952:
929:
920:
911:
660:
658:
181:
387:. There are two isomers of the molecule, with (
107:
95:
88:
1406:
888:
495:computation. But there are also some in the (
8:
799:Bioorganic & Medicinal Chemistry Letters
395:)-configurations. The molecule contains a
1413:
1399:
1391:
1274:
1192:
1030:
926:
917:
895:
881:
873:
621:
619:
214:
156:
22:
849:
773:
682:
590:Journal of Bioscience and Bioengineering
580:
270:
235:
210:
671:Chemical & Pharmaceutical Bulletin
242:Key: OMUOMODZGKSORV-UHFFFAOYSA-N
7:
403:linked in position 2. In aurone, a
273:C1=CC=C(C=C1)C=C2C(=O)C3=CC=CC=C3O2
252:Key: OMUOMODZGKSORV-UHFFFAOYAF
172:
14:
715:Zeitschrift für Naturforschung C
338:
300:
67:2-Benzylidene-1-benzofuran-3-one
29:
334:(at 25 °C , 100 kPa).
1332:List of phytochemicals in food
758:"Phenylpropanoid Biosynthesis"
306:
294:
48:2-Benzylidene-1-benzofuran-3(2
1:
1444:6,3',4',5'-tetrahydroxyaurone
641:10.1016/S0014-5793(01)02529-7
602:10.1016/S1389-1723(02)80184-0
475:Cl) can also be found in the
865:Hispidol on metabolomics.jp
61:2-Benzylidenebenzofuran-3(2
1534:
811:10.1016/j.bmcl.2017.01.012
565:(6,3',4'-trihydroxyaurone)
423:Skeletal structure of an (
399:element associated with a
15:
1379:
541:Related compound examples
499:)-configurations such as
445:4'-chloro-2-hydroxyaurone
328:
281:
261:
226:
72:
58:
42:
37:
28:
16:Not to be confused with
1342:O-methylated flavonoids
1337:C-methylated flavonoids
487:Most aurones are in a (
1439:4,5,6-trihydroxyaurone
1382:Flavonoid biosynthesis
1220:3-hydroxyanthocyanidin
727:10.1515/znc-2004-7-808
569:4,5,6-Trihydroxyaurone
554:(6,4'-dihydroxyaurone)
481:Spatoglossum variabile
428:
18:Auron (disambiguation)
1197:3-deoxyanthocyanidins
422:
383:, which is a type of
443:. Aurones including
44:Preferred IUPAC name
527:Aureusidin synthase
324: g·mol
25:
1421:Aurones and their
684:10.1248/cpb.49.105
506:Gomphrena agrestis
429:
415:Aurone derivatives
361:Infobox references
23:
1505:
1504:
1388:
1387:
1375:
1374:
1318:
1317:
1291:Isoliquiritigenin
1241:
1240:
1182:
1181:
1020:
1019:
775:10.1093/mp/ssp106
756:Vogt, T. (2010).
381:chemical compound
369:Chemical compound
367:
366:
195:CompTox Dashboard
138:Interactive image
1525:
1415:
1408:
1401:
1392:
1357:Prenylflavonoids
1352:Pyranoflavonoids
1347:Furanoflavonoids
1275:
1193:
1121:Leucodelphinidin
1109:Flavan-3,4-diols
1031:
1012:Dalbergichromene
927:
918:
897:
890:
883:
874:
867:
862:
856:
855:
853:
851:10.3390/30300088
829:
823:
822:
794:
788:
787:
777:
753:
747:
746:
721:(7–8): 499–505.
712:
703:
697:
696:
686:
662:
653:
652:
623:
614:
613:
585:
351:
345:
342:
341:
323:
308:
302:
296:
289:Chemical formula
219:
218:
203:
201:
185:
174:
160:
140:
111:
99:
92:
33:
26:
1533:
1532:
1528:
1527:
1526:
1524:
1523:
1522:
1508:
1507:
1506:
1501:
1478:
1425:
1419:
1389:
1384:
1371:
1314:
1302:Dihydrochalcone
1296:
1264:
1237:
1214:
1178:
1154:
1126:
1103:
1082:
1074:
1053:
1045:
1016:
998:
971:
948:
907:
901:
871:
870:
863:
859:
831:
830:
826:
796:
795:
791:
762:Molecular Plant
755:
754:
750:
710:
705:
704:
700:
664:
663:
656:
635:(1–2): 107–11.
625:
624:
617:
587:
586:
582:
577:
543:
535:
515:
474:
470:
466:
461:4'-chloroaurone
458:
454:
450:
417:
370:
363:
358:
357:
356: ?)
347:
343:
339:
335:
321:
311:
305:
299:
291:
277:
274:
269:
268:
257:
254:
253:
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233:
222:
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197:
188:
175:
163:
143:
130:
119:
82:
68:
66:
54:
53:
21:
12:
11:
5:
1531:
1529:
1521:
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1510:
1509:
1503:
1502:
1500:
1499:
1494:
1488:
1486:
1480:
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1477:
1476:
1471:
1466:
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1456:
1451:
1446:
1441:
1435:
1433:
1427:
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1420:
1418:
1417:
1410:
1403:
1395:
1386:
1385:
1380:
1377:
1376:
1373:
1372:
1370:
1369:
1364:
1362:Methylenedioxy
1359:
1354:
1349:
1344:
1339:
1334:
1328:
1326:
1320:
1319:
1316:
1315:
1313:
1312:
1306:
1304:
1298:
1297:
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1283:
1281:
1272:
1266:
1265:
1263:
1262:
1257:
1251:
1249:
1243:
1242:
1239:
1238:
1236:
1235:
1232:Guibourtinidin
1224:
1222:
1216:
1215:
1213:
1212:
1201:
1199:
1190:
1188:Anthocyanidins
1184:
1183:
1180:
1179:
1177:
1176:
1170:
1164:
1162:
1156:
1155:
1153:
1152:
1147:
1142:
1136:
1134:
1128:
1127:
1125:
1124:
1113:
1111:
1105:
1104:
1102:
1101:
1090:
1088:
1076:
1075:
1073:
1072:
1061:
1059:
1047:
1046:
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1043:
1037:
1035:
1028:
1022:
1021:
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1015:
1014:
1008:
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999:
997:
996:
981:
979:
973:
972:
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969:
958:
956:
950:
949:
947:
946:
935:
933:
924:
915:
909:
908:
902:
900:
899:
892:
885:
877:
869:
868:
857:
824:
805:(4): 901–903.
789:
748:
698:
654:
615:
579:
578:
576:
573:
572:
571:
566:
560:
555:
549:
542:
539:
534:
531:
521:starting from
519:biosynthesized
514:
511:
493:Austin Model 1
472:
468:
464:
456:
452:
448:
416:
413:
368:
365:
364:
359:
337:
336:
332:standard state
329:
326:
325:
319:
313:
312:
309:
303:
297:
292:
287:
284:
283:
279:
278:
276:
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229:
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223:
221:
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212:DTXSID70424870
207:
205:
193:
190:
189:
187:
186:
178:
176:
168:
165:
164:
162:
161:
153:
151:
145:
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142:
141:
133:
131:
124:
121:
120:
118:
117:
105:
93:
85:
83:
78:
75:
74:
70:
69:
60:
56:
55:
47:
46:
40:
39:
35:
34:
13:
10:
9:
6:
4:
3:
2:
1530:
1519:
1516:
1515:
1513:
1498:
1495:
1493:
1490:
1489:
1487:
1485:
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1470:
1467:
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1457:
1455:
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1447:
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1442:
1440:
1437:
1436:
1434:
1432:
1428:
1424:
1416:
1411:
1409:
1404:
1402:
1397:
1396:
1393:
1383:
1378:
1368:
1365:
1363:
1360:
1358:
1355:
1353:
1350:
1348:
1345:
1343:
1340:
1338:
1335:
1333:
1330:
1329:
1327:
1325:
1324:Miscellaneous
1321:
1311:
1308:
1307:
1305:
1303:
1299:
1292:
1288:
1285:
1284:
1282:
1280:
1276:
1273:
1271:
1267:
1261:
1258:
1256:
1253:
1252:
1250:
1248:
1244:
1233:
1229:
1226:
1225:
1223:
1221:
1217:
1210:
1206:
1203:
1202:
1200:
1198:
1194:
1191:
1189:
1185:
1174:
1171:
1169:
1166:
1165:
1163:
1161:
1157:
1151:
1148:
1146:
1143:
1141:
1138:
1137:
1135:
1133:
1129:
1122:
1118:
1117:Leucocyanidin
1115:
1114:
1112:
1110:
1106:
1099:
1095:
1092:
1091:
1089:
1086:
1081:
1077:
1070:
1069:Gallocatechol
1066:
1063:
1062:
1060:
1057:
1052:
1048:
1042:
1041:Luteoliflavan
1039:
1038:
1036:
1032:
1029:
1027:
1023:
1013:
1010:
1009:
1007:
1005:
1004:Neoflavonoids
1001:
994:
990:
986:
983:
982:
980:
978:
974:
967:
963:
960:
959:
957:
955:
951:
944:
940:
937:
936:
934:
932:
928:
925:
923:
922:Anthoxanthins
919:
916:
914:
910:
906:
898:
893:
891:
886:
884:
879:
878:
875:
866:
861:
858:
852:
847:
843:
839:
835:
828:
825:
820:
816:
812:
808:
804:
800:
793:
790:
785:
781:
776:
771:
767:
763:
759:
752:
749:
744:
740:
736:
732:
728:
724:
720:
716:
709:
702:
699:
694:
690:
685:
680:
676:
672:
668:
661:
659:
655:
650:
646:
642:
638:
634:
630:
622:
620:
616:
611:
607:
603:
599:
596:(6): 487–91.
595:
591:
584:
581:
574:
570:
567:
564:
561:
559:
556:
553:
550:
548:
545:
544:
540:
538:
532:
530:
528:
524:
520:
512:
510:
508:
507:
502:
498:
494:
490:
485:
483:
482:
478:
462:
446:
442:
438:
434:
426:
421:
414:
412:
410:
406:
402:
398:
394:
390:
386:
382:
379:
375:
362:
355:
350:
333:
327:
320:
318:
315:
314:
293:
290:
286:
285:
280:
271:
267:
260:
246:
236:
232:
225:
217:
213:
209:
208:
206:
196:
192:
191:
184:
180:
179:
177:
171:
167:
166:
159:
155:
154:
152:
150:
147:
146:
139:
135:
134:
132:
128:
123:
122:
115:
110:
106:
103:
98:
94:
91:
87:
86:
84:
81:
77:
76:
71:
64:
57:
51:
45:
41:
36:
32:
27:
19:
1323:
1228:Apigeninidin
1173:Aromadendrin
1080:Flavan-4-ols
1051:Flavan-3-ols
860:
841:
837:
827:
802:
798:
792:
765:
761:
751:
718:
714:
701:
677:(1): 105–7.
674:
670:
632:
629:FEBS Letters
628:
593:
589:
583:
536:
533:Applications
523:coumaryl-CoA
517:Aurones are
516:
513:Biosynthesis
504:
496:
488:
486:
479:
433:yellow color
430:
424:
392:
388:
378:heterocyclic
373:
371:
113:
101:
73:Identifiers
62:
59:Other names
49:
1469:Maritimetin
1367:Castavinols
1209:Delphinidin
1160:Flavanonols
1150:Eriodictyol
977:Isoflavones
503:, found in
401:benzylidene
282:Properties
1492:Maritimein
1484:Glycosides
1474:Sulfuretin
1464:Leptosidin
1454:Bracteatin
1449:Aureusidin
1423:glycosides
1260:Leptosidin
1255:Aureusidin
1145:Naringenin
1140:Hesperidin
1132:Flavanones
1098:Luteoforol
966:Kaempferol
913:Flavonoids
905:flavonoids
575:References
563:Sulfuretin
558:Leptosidin
547:Aureusidin
477:brown alga
437:snapdragon
409:flavonoids
397:benzofuran
317:Molar mass
149:ChemSpider
125:3D model (
109:37542-14-6
97:75318-34-2
80:CAS Number
1310:Phloretin
1279:Chalcones
1270:Chalcones
1168:Taxifolin
1085:flavanols
1056:flavanols
989:Genistein
962:Quercetin
954:Flavonols
903:Types of
844:(8): 88.
838:Molecules
385:flavonoid
1512:Category
1459:Hispidol
1205:Cyanidin
1094:Apiforol
1065:Catechin
985:Daidzein
939:Apigenin
931:Flavones
819:28094180
784:20035037
768:: 2–20.
743:15589214
735:15813368
693:11201212
649:11418122
610:16233339
552:Hispidol
459:Cl) and
405:chalcone
391:)- and (
90:582-04-7
1518:Aurones
1497:Subulin
1431:Aurones
1293:, et.c.
1247:Aurones
1234:, et.c.
1211:, et.c.
1175:, et.c.
1123:, et.c.
1100:, et.c.
1071:, et.c.
1026:Flavans
968:, et.c.
945:, et.c.
943:Chrysin
354:what is
352: (
322:222.243
170:PubChem
112: (
100: (
24:Aurone
1287:Butein
1034:Flavan
993:Orobol
817:
782:
741:
733:
691:
647:
608:
441:cosmos
374:aurone
349:verify
346:
266:SMILES
183:613552
158:533325
38:Names
995:et.c.
739:S2CID
711:(PDF)
376:is a
231:InChI
127:JSmol
65:)-one
52:)-one
815:PMID
780:PMID
731:PMID
689:PMID
645:PMID
606:PMID
439:and
846:doi
807:doi
770:doi
723:doi
679:doi
637:doi
633:499
598:doi
525:.
372:An
200:EPA
173:CID
1514::
1289:,
1230:,
1207:,
1119:,
1096:,
1067:,
991:,
987:,
964:,
941:,
840:.
836:.
813:.
803:27
801:.
778:.
764:.
760:.
737:.
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