Amaryllidaceae alkaloids:: (+)-tazettine, (+)-3-O-demethylcriwelline and (+)-3-epimacronine at 173 K
Amaryllidaceae alkaloids:: (+)-tazettine, (+)-3-O-demethylcriwelline and (+)-3-epimacronine at 173 K
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DOI：
10.1107/s0108270198006933
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发表时间：
1998-11-15
影响因子：
0.8
通讯作者：
Hesse, M
中科院分区：
文献类型：
--
作者：
Linden, A;Akineri, G;Hesse, M
石蒜科生物碱（+）-tazettine [（+）-（3S、4aS、6aS：1,3bS）-3-甲氧基-5-甲基-3，3，4a，5，6，6a-六氢-8H，11H-[1，3]二氧杂环戊烯并[6，7][2]苯并吡喃并[3，吲哚6a-ol，C18H21NO5]和部分水合的（+）-3-表羟甲基苯胺[（+）-（3S，4aS，6aR，1,3bS）-3-甲氧基-5-甲基-3，4，4a，5，6，6a-六氢-8H，11H-[1，3]二氧杂环戊烯[6，从褶瓣雪花莲（Galanthusplicatussubsp.）（+）-3-O-去甲基-criwelline [（+）-（3R，4aS，6aS，1,3bS）-5-甲基-3，4，4a，5，6，6a-六氢-8H，11H-[1，3]二氧杂环戊烯[6，7][2]苯并吡喃并[3，4c]吲哚-3，6a-二醇，C17H19NO5]已从植物Galanthus gracilis中分离得到。这些化合物具有tazettine或[2]苯并吡喃并[3，4-c]吲哚亚组的环骨架。（+）-3-O-Demethylcriwelline是一种新生物碱，是（+）-tazettine的3-O-去甲基C3-差向异构体。化合物的几何特征主要在吡咯烷和吡喃环的构象上不同。
The Amaryllidaceae alkaloids (+)-tazettine [(+)-(3S,4aS,6aS:1 3bS)-3-methoxy-5-methyl-3,3,4a,5,6,6a-hexahydro- 8H,11H-[1,3]dioxolo[6,7] [2]benzopyrano[3,4-c]indol6a-ol, C18H21NO5] and partially hydrated (+)-3-epimacronine [(+)-(3S,4aS,6aR,13bS)-3-methoxy-5-methyl-3,4,4a,5,6,6a-hexahydro-8H,11H-[1,3]dioxolo[6,7][2]- benzopyrano[3,4-c]indol-8-one 0.066-hydrate, C18H19-NO5.0.066H(2)O] have been extracted from Galanthus plicatus subsp. byzantinus, while (+)-3-O-demethyl-criwelline [(+)-(3R,4aS,6aS,13bS)-5-methyl-3,4,4a,5,6,6a- hexahydro-8H,11H-[1,3]dioxolo[6,7][2]benzopyrano[3,4c]indole-3,6a-diol, C17H19NO5] has been isolated from the plant Galanthus gracilis. These compounds have the ring skeleton of the tazettine or [2]benzopyrano[3,4-c]indole subgroup. (+)-3-O-Demethylcriwelline is a new alkaloid and is the 3-O-demethyl C3-epimer of (+)-tazettine. The geometrical features of the compounds differ predominantly in the conformations of the pyrrolidine and pyran rings.