东方豨莶中的新型二萜类化合物和二萜糖苷。

Novel diterpenoids and diterpenoid glycosides from Siegesbeckia orientalis.

作者信息

Xiang Ying, Zhang Hua, Fan Cheng-Qi, Yue Jian-Min

机构信息

State Key Laboratory of Drug Research, Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, People's Republic of China.

出版信息

J Nat Prod. 2004 Sep;67(9):1517-21. doi: 10.1021/np0400407.

DOI:10.1021/np0400407

PMID:15387652

Abstract

Eight new ent-pimarane diterpenoids and diterpenoid glycosides, namely, ent-12alpha,16-epoxy-2beta,15alpha,19-trihydroxypimar-8-ene (1), ent-12alpha,16-epoxy-2beta,15alpha,19-trihydroxypimar-8(14)-ene (2), ent-2alpha,15,16,19-tetrahydroxypimar-8(14)-ene, ent-15-oxo-2beta,16,19-trihydroxypimar-8(14)-ene, ent-2-oxo-15,16-dihydroxypimar-8(14)-en-16-O-beta-glucopyranoside, ent-2-oxo-15,16,19-trihydroxypimar-8(14)-ene, ent-2-oxo-3beta,15,16-trihydroxypimar-8(14)-en-3-O-beta-glucopyranoside, and ent-2beta,15,16,19-tetrahydroxypimar-8(14)-en-19-O-beta-glucopyranoside, together with seven known diterpenes were isolated from Siegesbeckia orientalis. Compounds 1 and 2 are novel ent-pimarane diterpenoids with an unprecedented 12alpha,16-epoxy group. Their structures were established by spectral methods, especially 1D and 2D NMR spectral methods.

摘要

从豨莶中分离得到8个新的对映-海松烷二萜及二萜糖苷，即对映-12α,16-环氧-2β,15α,19-三羟基海松-8-烯（1）、对映-12α,16-环氧-2β,15α,19-三羟基海松-8(14)-烯（2）、对映-2α,15,16,19-四羟基海松-8(14)-烯、对映-15-氧代-2β,16,19-三羟基海松-8(14)-烯、对映-2-氧代-15,16-二羟基海松-8(14)-烯-16-O-β-D-吡喃葡萄糖苷、对映-2-氧代-15,16,19-三羟基海松-8(14)-烯﹑对映-2-氧代-3β,15,16-三羟基海松-8(14)-烯-3-O-β-D-吡喃葡萄糖苷以及对映-2β,15,16,19-四羟基海松-8(14)-烯-19-O-β-D-吡喃葡萄糖苷，同时还分离得到7个已知二萜。化合物1和2是具有前所未有的12α,16-环氧基团的新型对映-海松烷二萜。它们的结构通过光谱方法，尤其是一维和二维核磁共振光谱方法确定。