First examples of tetracyclic triterpenoids with a D:B-friedobaccharane skeleton.: A tentative biosynthetic route

被引:19
作者
Núñez, MJ
López, MR
Jiménez, IA
Moujir, LM
Ravelo, AG
Bazzocchi, IL
机构
[1] Univ La Laguna, Inst Univ Bioorgan Antonio Gonzalez, San Cristobal la Laguna 38206, Tenerife, Spain
[2] Univ La Laguna, Inst Canario Invest Canc, San Cristobal la Laguna 38206, Tenerife, Spain
[3] Univ La Laguna, Dept Microbiol & Biol Celular, San Cristobal la Laguna 38206, Tenerife, Spain
关键词
tetracyclic triterpenoids; D : B-friedobaccharanes; biosynthetic route; Celastraceae;
D O I
10.1016/j.tetlet.2004.07.133
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Baruol (1) and Leonal (2), first examples of tetracyclic triterpenes possessing a D:B-friedobaccharane skeleton, were isolated from Maytenus blepharodes and M. chiapensis, respectively. Their structures were established by spectroscopic analysis, molecular modeling studies and biogenetic background. The implication of the D:B-friedobaccharenyl cation in the biosynthetic route of baccharane and shionane skeletons is discussed. Baruol exhibited beta-glucuronidase inhibitory activity, a target in the search for hepatoprotective agents. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7367 / 7370
页数:4
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