来自锡兰大头茶的两种齐墩果烷三萜及其向蒲公英烷三萜的转化

Two oleanane triterpenoids from gordonia ceylanica and their conversions to taraxarane triterpenoids.

作者信息

Herat H M, Athukoralage P S, Jamie J F

机构信息

Natural Products Programme, Institute of Fundamental Studies, Kandy, Sri Lanka.

出版信息

Phytochemistry. 2000 Aug;54(8):823-7. doi: 10.1016/s0031-9422(00)00037-6.

DOI:10.1016/s0031-9422(00)00037-6

PMID:11014273

Abstract

Chemical investigation of the hot hexane extract of the stem bark of Gordonia ceylanica afforded two new oleanane triterpenoids, 3beta-acetoxy-11alpha, 13beta-dihydroxyolean-12-one and 3beta,11alpha-diacetoxy-13beta-hydroxyolean-12-one (2) The attempted acid hydrolysis of these two compounds resulted the dehydration and subsequent methyl group migration to afford the taraxarane triterpenoids 3beta,11alpha-dihydroxytaraxer-14-en-12-one (4) and 3beta-hydroxy-11alpha-acetoxytaraxer-14-en-12-one (5), respectively. These taraxaranes have not been previously reported.

摘要

对锡兰大头茶茎皮的热己烷提取物进行化学研究，得到了两种新的齐墩果烷三萜类化合物，3β - 乙酰氧基 - 11α，13β - 二羟基齐墩果 - 12 - 酮和3β，11α - 二乙酰氧基 - 13β - 羟基齐墩果 - 12 - 酮（2）。对这两种化合物进行酸水解尝试时，发生了脱水以及随后甲基迁移的情况，分别得到了蒲公英赛烷三萜类化合物3β，11α - 二羟基蒲公英赛 - 14 - 烯 - 12 - 酮（4）和3β - 羟基 - 11α - 乙酰氧基蒲公英赛 - 14 - 烯 - 12 - 酮（5）。这些蒲公英赛烷此前未见报道。