三叶木通中三种新木脂素苷的结构解析及核磁共振光谱归属

Structure elucidation and NMR spectral assignments of three new lignan glycosides from Akebia trifoliata.

作者信息

Guan Shu-Hong, Xia Jia-Meng, Lu Zhi-Qiang, Chen Guang-Tong, Jiang Bao-Hong, Liu Xuan, Guo De-An

机构信息

Shanghai Research Center for TCM Modernization, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai Zhangjiang Hitech Park, Guoshoujing Road #199, Shanghai 201203, P.R. China.

出版信息

Magn Reson Chem. 2008 Feb;46(2):186-90. doi: 10.1002/mrc.2152.

DOI:10.1002/mrc.2152

PMID:18095263

Abstract

Three new lignan glycosides (1-3) were isolated from the stems of Akebia trifoliata. Their structures were elucidated as (7R,8R,7'R,8'R)3,3',5,5'tetramethoxy-4,4'dihydroxy-7,9':7',9-diepoxylignan-4-O-beta-D-glucopyranoside (1), (7S,8S,8'R)-4,4',9-trihydroxy-3,3',5,5'-tetramethoxy-7,9'-epoxylignan-7'-one 9-O-beta-D-glucopyranoside (2), (7R,8R,8'S)-4,4',9-trihydroxy3,3',5,5'-tetramethoxy-7,9'-epoxylignan-7'-one 9-O-beta-D-glucopyranoside (3) by spectral analyses, primarily NMR, MS and CD. The NMR assignments for the compounds were carried out using 1H, 13C, DEPT, COSY, HSQC, HMBC and ROESY NMR experiments.

摘要

从三叶木通茎中分离出3个新的木脂素糖苷（1 - 3）。通过光谱分析，主要是核磁共振（NMR）、质谱（MS）和圆二色谱（CD），确定它们的结构分别为(7R,8R,7'R,8'R)3,3',5,5'-四甲氧基-4,4'-二羟基-7,9':7',9-二环氧木脂素-4-O-β-D-吡喃葡萄糖苷（1）、(7S,8S,8'R)-4,4',9-三羟基-3,3',5,5'-四甲氧基-7,9'-环氧木脂素-7'-酮9-O-β-D-吡喃葡萄糖苷（2）、(7R,8R,8'S)-4,4',9-三羟基-3,3',5,5'-四甲氧基-7,9'-环氧木脂素-7'-酮9-O-β-D-吡喃葡萄糖苷（3）。使用1H、13C、DEPT、COSY、HSQC、HMBC和ROESY核磁共振实验对这些化合物进行了核磁共振归属。