Vibrational circular dichroism study for natural bioactive schizandrin and reassignment of its absolute configuration

被引：30

作者：

He, Ping ^{[1
]}

Wang, Xiangfen ^{[1
]}

Guo, Xiujie ^{[1
]}

Ji, Yannan ^{[1
]}

Zhou, Chuanqi ^{[1
]}

Shen, Shigang ^{[1
]}

Hu, Dongbao ^{[2
]}

Yang, Xiaolong ^{[1
]}

Luo, Duqiang ^{[1
]}

Dukor, Rina ^{[3
]}

Zhu, Huajie ^{[1
,2
]}

机构：

[1] Hebei Univ, Coll Pharm Sci, Chinese Ctr Chiral, Key Lab Med Chem & Mol Diagnost,Educ Minist China, Baoding 071002, Peoples R China

[2] Key State Lab Phytochem & Plant Resource West Chi, Kunming 650204, Peoples R China

[3] BioTools Inc, Jupiter, FL 33458 USA

来源：

TETRAHEDRON LETTERS | 2014年 / 55卷 / 18期

基金：

中国国家自然科学基金;

关键词：

Absolute configuration; Schizandrin; VCD; ECD; LIGNANS; (+)-ISOSCHIZANDRIN;

D O I：

10.1016/j.tetlet.2014.03.108

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Bioactive natural product (+)-schizandrin was assigned as (7S,8S) using NMR. Recently, we obtained (+)schizandrin from TCM Schisandra sphenanthera Rehd. et Wils. Its planar structure was well established using NMR and HR-MS including the reported references. Its absolute configuration is assigned using vibrational circular dichroism (VCD). By careful VCD investigation of (75,8S) and (75,8R) using B3LYP/6-311+G(d) methods, absolute configuration of (+)-schizandrin is assigned as (7S,8R). Electronic circular dichroism (ECD) was used for the discussion too and it gave the same conclusion. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：2965 / 2968

页数：4

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