Knowledge (XXG)

Cactus alkaloids

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Brossi, A.; Schenker, F.; Leimgruber, W. (January 1964), "Synthesen in der Isochinolinreihe Neue Synthesen der Kaktusalkaloide Anhalamin, Anhalidin, rac . Anhalonidin und rac . Pellotin",
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Chan, Camilla B.; Poulie, Christian B. M.; Wismann, Simon S.; Soelberg, Jens; Kristensen, Jesper L. (2021-08-27), "The Alkaloids from Lophophora diffusa and Other "False Peyotes"",
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unit is formed from a hydroxyl and a methoxy group. Further branching of the biosynthetic pathways occurs through the methylation of the
192: 344:). The other alkaloids predominantly exhibit much less pronounced pharmacological effects and may have anticonvulsant properties. 132: 148: 296: 178: 255:
scaffold can also be constructed from the intermediates of mescaline biosynthesis by a ring closure, resulting in
52:, which alone contains over 40 known compounds. The alkaloids can be categorized into two groups, derived from 162: 292: 252: 106:, the content and variety of cactus alkaloids are significantly lower, but some contain compounds such as 57: 31: 336: 139: 62: 82: 123: 115: 446: 280: 169: 76: 264: 394: 35: 423: 377: 111: 212: 53: 440: 308: 268: 260: 225: 87: 381: 331: 272: 244: 304: 300: 256: 229: 119: 95: 48: 427: 345: 327: 316: 312: 276: 248: 184: 154: 107: 71: 67: 23: 46:
Cactus alkaloids are found in the cactus family, particularly in the genus
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Various synthetic methods for cactus alkaloids are known. In the case of
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is the starting point for the biosynthesis of cactus alkaloids
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was briefly used as a sedative in the early 20th century.
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and is responsible for the hallucinogenic properties of
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compounds, the ring system is usually built up by a
86:, the primary alkaloid is pellotine, followed by 422:, vol. 47, no. 7, pp. 2089–2098, 376:, vol. 84, no. 8, pp. 2398–2407, 263:. Anhalonidine is the biosynthetic precursor of 8: 243:. By introducing a third hydroxy group and 60:, respectively. The primary alkaloid in 357: 128: 114:, mescaline, or pellotine. A number of 275:from dopamine. This pathway leads to 7: 367: 365: 363: 361: 228:of cactus alkaloids starts from the 14: 315:can be synthesized starting from 16:Chemical compounds found in cacti 191: 177: 161: 147: 131: 102:. In species outside the genus 42:Occurrence and Representatives 1: 297:Bischler-Napieralski reaction 247:of all three hydroxy groups, 382:10.1021/acs.jnatprod.1c00381 395:"Mescaline in Trichocereus" 374:Journal of Natural Products 235:and proceeds initially via 463: 66:(in terms of quantity) is 30:. Structurally, they are 428:10.1002/hlca.19640470752 118:are found in the genus 32:tetrahydroisoquinolines 420:Helvetica Chimica Acta 323:Pharmacological Effect 293:tetrahydroisoquinoline 253:tetrahydroisoquinoline 221: 58:tetrahydroisoquinoline 337:Lophophora williamsii 215: 140:Lophophora williamsii 63:Lophophora williamsii 399:The Mescaline Garden 279:and subsequently to 200:Echinopsis pachanoi 222: 170:Lophophora diffusa 116:psychoactive cacti 77:Lophophora diffusa 83:Lophophora fricii 74:. In the species 36:phenylethylamines 454: 431: 430: 415: 409: 408: 406: 405: 391: 385: 384: 369: 319:, among others. 195: 181: 165: 151: 135: 124:San Pedro cactus 112:N-methyltyramine 20:Cactus alkaloids 462: 461: 457: 456: 455: 453: 452: 451: 437: 436: 435: 434: 417: 416: 412: 403: 401: 393: 392: 388: 371: 370: 359: 354: 325: 289: 216:The amino acid 210: 203: 196: 187: 182: 173: 166: 157: 152: 143: 136: 44: 17: 12: 11: 5: 460: 458: 450: 449: 439: 438: 433: 432: 410: 386: 356: 355: 353: 350: 324: 321: 288: 285: 209: 206: 205: 204: 197: 190: 188: 183: 176: 174: 167: 160: 158: 153: 146: 144: 137: 130: 122:, such as the 70:, followed by 54:phenethylamine 43: 40: 26:that occur in 15: 13: 10: 9: 6: 4: 3: 2: 459: 448: 445: 444: 442: 429: 425: 421: 414: 411: 400: 396: 390: 387: 383: 379: 375: 368: 366: 364: 362: 358: 351: 349: 347: 343: 339: 338: 333: 329: 322: 320: 318: 314: 310: 306: 302: 298: 294: 286: 284: 282: 278: 274: 270: 267:, in which a 266: 262: 258: 254: 251:is formed. A 250: 246: 242: 238: 234: 231: 227: 219: 214: 207: 202: 201: 194: 189: 186: 180: 175: 172: 171: 164: 159: 156: 150: 145: 142: 141: 134: 129: 127: 125: 121: 117: 113: 109: 105: 101: 97: 93: 89: 85: 84: 79: 78: 73: 69: 65: 64: 59: 55: 51: 50: 41: 39: 37: 33: 29: 25: 21: 419: 413: 402:. Retrieved 398: 389: 373: 341: 335: 326: 309:anhalonidine 290: 269:benzodioxole 261:anhalonidine 226:biosynthesis 223: 208:Biosynthesis 198: 168: 138: 103: 99: 91: 88:anhalonidine 81: 75: 61: 47: 45: 19: 18: 332:psychedelic 281:lophophorin 273:amino group 245:methylation 404:2024-08-30 352:References 305:anhalidine 301:Anhalamine 265:anhalonine 257:anhalamine 230:amino acid 120:Echinopsis 104:Lophophora 100:L. diffusa 96:anhalamine 49:Lophophora 447:Alkaloids 346:Pellotine 328:Mescaline 317:mescaline 313:pellotine 287:Synthesis 277:pellotine 249:mescaline 185:Pellotine 155:Mescaline 108:hordenine 92:L. fricii 72:pellotine 68:mescaline 24:alkaloids 441:Category 241:dopamine 237:tyramine 233:tyrosine 218:tyrosine 342:peyote 311:, and 28:cactus 330:is a 259:and 239:and 224:The 94:and 80:and 56:and 34:and 22:are 424:doi 378:doi 98:in 90:in 443:: 397:. 360:^ 307:, 303:, 299:. 283:. 110:, 38:. 426:: 407:. 380:: 340:( 126:.

Index

alkaloids
cactus
tetrahydroisoquinolines
phenylethylamines
Lophophora
phenethylamine
tetrahydroisoquinoline
Lophophora williamsii
mescaline
pellotine
Lophophora diffusa
Lophophora fricii
anhalonidine
anhalamine
hordenine
N-methyltyramine
psychoactive cacti
Echinopsis
San Pedro cactus
Lophophora williamsii
Lophophora williamsii
Mescaline
Mescaline
Lophophora diffusa
Lophophora diffusa
Pellotine
Pellotine
Echinopsis pachanoi
Echinopsis pachanoi

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