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来自大叶藤黄树皮的羊毛甾烷型和 friedolanostanes(这个词可能有误,推测是 friedelin 类甾烷醇之类的专业术语,暂按原文音译)。

Lanostanes and friedolanostanes from the bark of Garcinia speciosa.

作者信息

Vieira Luis M M, Kijjoa Anake, Silva Artur M S, Mondranondra Ing-On, Kengthong Surapong, Gales Luis, Damas Ana Margarida, Herz Werner

机构信息

Departamento de Química, Universidade de Aveiro, 3810-193 Aveiro, Portugal.

出版信息

Phytochemistry. 2004 Feb;65(4):393-8. doi: 10.1016/j.phytochem.2003.10.024.

Abstract

The CHCl(3) extract of the bark of Garcinia speciosa contained four 17,14-friedolanostanes and five lanostanes as well as friedelin and common plant constituents. The friedolanostanes were the previously known methyl ester of (24E)-3 alpha,23 alpha-dihydroxy-17,14-friedolanostan-8,14,24-trien-26-oic acid and the methyl esters of three hitherto unknown acids, 3 alpha-hydroxy-16 alpha,23 alpha-epoxy-17,14-friedolanostan-8,14,24-trien-26-oic acid, 3 alpha,23 alpha-dihydroxy-8 alpha,9 alpha-epoxy-17,14-friedolanostan-15-oxo-24-en-26-oic acid and 3 alpha,23 alpha-dihydroxy-17,14-friedolanostan-15-oxo-8(14),24-dien-26-oic acid. New lanostanes were 3 beta,9 alpha-dihydroxylanost-24-en-26-al and the methyl ester of 3 beta-hydroxy-23-oxo-9,16-lanostadien-26-oic acid. Structures were established by analysis of spectroscopic data. In the case of the lanostanes the previously unassigned C-25 stereochemistry was shown to be 25R by X-ray analysis of 3 beta-hydroxy-23-oxo-9,16-lanostadien-26-oic acid. In the case of the friedolanostanes the configuration at C-23 was established as 23R, identical with the absolute configuration at C-23 of mariesiic acids A and B.

摘要

大叶藤黄树皮的氯仿提取物含有四种17,14-降羽扇豆烷型化合物、五种羊毛脂烷型化合物以及木栓酮和常见的植物成分。这些17,14-降羽扇豆烷型化合物包括之前已知的(24E)-3α,23α-二羟基-17,14-降羽扇豆烷-8,14,24-三烯-26-酸甲酯以及三种迄今未知的酸的甲酯,即3α-羟基-16α,23α-环氧-17,14-降羽扇豆烷-8,14,24-三烯-26-酸、3α,23α-二羟基-8α,9α-环氧-17,14-降羽扇豆烷-15-氧代-24-烯-26-酸和3α,23α-二羟基-17,14-降羽扇豆烷-15-氧代-8(14),24-二烯-26-酸。新的羊毛脂烷型化合物为3β,9α-二羟基羊毛脂-24-烯-26-醛和3β-羟基-23-氧代-9,16-羊毛脂二烯-26-酸甲酯。通过光谱数据分析确定了结构。对于羊毛脂烷型化合物,通过对3β-羟基-23-氧代-9,16-羊毛脂二烯-26-酸进行X射线分析,表明之前未确定的C-25立体化学结构为25R。对于17,14-降羽扇豆烷型化合物,C-23位的构型确定为23R,与马里西酸A和B的C-23绝对构型相同。

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