来自板栗的一种二萜类化合物的结构和绝对构型。

Structure and absolute configuration of a diterpenoid from Castanea mollissima.

作者信息

Gao Hui-Yuan, Wang Xiao-Bo, Xi Rong-Gang, Sun Bo-Hang, Huang Jian, Wu Li-Jun

机构信息

School of Traditional Chinese Medicines, Shenyang Pharmaceutical University, No.103, Wenhua Road, Shenhe District, Shenyang City, People's Republic of China, 110016.

出版信息

Nat Prod Commun. 2010 Jan;5(1):13-6.

PMID:20184011

Abstract

From the nuts of Castanea mollissima Blume, a new kauranoid diterpene glycoside, named mollioside (1), was isolated. Its structure was established as (4R, 5S, 6R, 8R, 9S, 10S, 13R, 16R) 17-O-beta-D-glucopyranoside, ent-6,7-epoxy-6alpha-hydroxyl-6,7-secokaur-19-oic acid, 6, 19-lactone-16beta, 17-diol on the basis of HR-FAB-MS, 1D, 2D-NMR and CD spectral analysis. The aglycone (1a, named mollissin), also as a new compound, was obtained after enzymatic hydrolysis of 1. Both compounds exhibited significant growth inhibitory activity on HeLa tumor cells, but no activity on A375-S2.

摘要

从板栗（Castanea mollissima Blume）的坚果中分离出一种新的贝壳杉烷型二萜糖苷，命名为栗苷（1）。基于高分辨快原子轰击质谱（HR-FAB-MS）、一维（1D）、二维（2D）核磁共振（NMR）和圆二色（CD）光谱分析，确定其结构为（4R, 5S, 6R, 8R, 9S, 10S, 13R, 16R）-17-O-β-D-吡喃葡萄糖苷，对映-6,7-环氧-6α-羟基-6,7-断贝壳杉-19-酸，6,19-内酯-16β,17-二醇。苷元（1a，命名为栗苷元）也是一种新化合物，通过对1进行酶水解得到。这两种化合物对HeLa肿瘤细胞均表现出显著的生长抑制活性，但对A375-S2细胞无活性。