来自南方红豆杉种子的1-脱氧紫杉醇和10-去乙酰紫杉醇类化合物

1-deoxypaclitaxel and abeo-taxoids from the seeds of Taxus mairei.

作者信息

Shi Qing-Wen, Zhao Yong-Ming, Si Xiao-Tang, Li Zuo-Ping, Yamada Teiko, Kiyota Hiromasa

机构信息

Department of Natural Product Chemistry, School of Pharmaceutical Sciences, Hebei Medical University, 050017 Shijiazhuang, Hebei Province, People's Republic of China.

出版信息

J Nat Prod. 2006 Feb;69(2):280-3. doi: 10.1021/np0503451.

DOI:10.1021/np0503451

PMID:16499332

Abstract

A new paclitaxel derivative and two new 2(3-->20)-abeo-taxoids were isolated from a methanol extract of the seeds of Taxus mairei, and their structures were established as 1-deoxypaclitaxel (1), 7beta,10beta-diacetoxy-2alpha,5alpha,13alpha-trihydroxy-2(3-->20)-abeo-taxa-4(20),11-dien-9-one (2), and 2alpha,13alpha-diacetoxy-10beta-hydroxy-2(3-->20)-abeo-taxa-4(20),6,11-triene-5,9-dione (3) on the basis of spectroscopic data analysis. Taxane 1 is the first example of a paclitaxel analogue with a C-1beta hydrogen substituent. Taxane 3 is an 2(3-->20)-abeo-taxane with a rare C-5 ketone and C-6 double bond.

摘要

从南方红豆杉种子的甲醇提取物中分离出一种新的紫杉醇衍生物和两种新的2(3→20)-去甲紫杉烷类化合物，通过光谱数据分析确定它们的结构分别为1-脱氧紫杉醇(1)、7β,10β-二乙酰氧基-2α,5α,13α-三羟基-2(3→20)-去甲紫杉-4(20),11-二烯-9-酮(2)和2α,13α-二乙酰氧基-10β-羟基-2(3→20)-去甲紫杉-4(20),6,11-三烯-5,9-二酮(3)。紫杉烷1是具有C-1β氢取代基的紫杉醇类似物的首个实例。紫杉烷3是一种具有罕见的C-5酮和C-6双键的2(3→20)-去甲紫杉烷。