Tropane alkaloids from Erythroxylum zeylanicum OE Schulz (Erythroxylaceae)

被引:30
作者
Bringmann, G
Günther, C
Mühlbacher, J
Lalith, MD
Gunathilake, P
Wickramasinghe, A
机构
[1] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
[2] Univ Peradeniya, Dept Chem, Peradeniya, Sri Lanka
关键词
Erythroxylum zeylanicum; Erythroxylaceae; structural elucidation; tropane alkaloids; erythrozeylanine A [1R; 3R; 5S; 6R-6-aceloxy-3(3; 4; '.5; '-trimethoxybenzoyloxy)tropane; erythrozeylanine B [cis-3 beta-(cinnamoyloxy)tropane; erythrozeylanine C [cis-6 beta-acetoxy-3 alpha-(cinnamoyloxy)tropane; 3; alpha-(3; 5; trans-3 beta-(cinnamoyloxy)tropane; trans-6 beta-acetoxy-3 alpha-(cinnamoyloxy)tropane; CD calculations;
D O I
10.1016/S0031-9422(99)00561-0
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Six tropane alkaloids were isolated from the Sri Lankan endemic plant Erythroxylum zeylanicum O.E. Schulz (Erythroxylaceae) and structurally elucidated by NR IR and MS measurements. Three of them, erythrozeylanines A [1R,3R,5S,6R-6-acetoxy-3-(3 ',4' ,5 '-trimethoxybenzoyloxy)tropane], B [cis-3 beta-(cinnamoyloxy)tropane], and C [cis-6 beta-acetoxy-3 alpha-(cinnamoyloxy)tropane] are new, whereas the others have already been found in other Erythroxylum species. For the first time, the absolute configuration of a tropane alkaloid (erythrozeylanine A) has been determined by quantum chemical CD calculations. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:409 / 416
页数:8
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