Isolation, chiral separation and absolute configuration determination of lignanoids from an aqueous extract of the Angelica sinensis root head
10.16438/j.0513-4870.2024-0365
- VernacularTitle:当归头水提取物中木脂素类对映体的分离、手性拆分和绝对构型确定
- Author:
Xiao-yi ZHANG
1
;
Zhao XIA
1
;
Xiao-qiang LEI
1
;
Wei-ping LI
2
;
Rong LIU
2
;
Qing-lan GUO
1
;
Jian-gong SHI
1
Author Information
1. Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China
2. Gansu Provincial Laboratory of Fine Chemicals, Gansu Chemical Industry Research Institute Co., Ltd., Lanzhou 620100, China
- Publication Type:Research Article
- Keywords:
Umbelliferae;
italic>Angelica;
italic>Angelica sinensis root head;
aqueous extract;
lignanoid;
(+)-/(-)-angelignanins Q-T
- From:
Acta Pharmaceutica Sinica
2024;59(7):2077-2086
- CountryChina
- Language:Chinese
-
Abstract:
From an aqueous extract of the Angelica sinensis root head (guitou), nine pairs of lignanoid enantiomers [(+)-/(-)-1-(+)-/(-)-9], including three pairs of new structures [(+)-/(-)-1-(+)-/(-)-3] and two pairs of chiral separated enantiomers for the first time [(+)-/(-)-4 and (+)-/(-)-5], were isolated and chirally separated by column chromatography over different types of resin, normal and reversed phase silica gels, together with HPLC techniques using reversed phase and chiral columns. Their structures were determined by spectroscopic data analysis, theoretic calculation of electronic circular dichroism (ECD) spectra, and single-crystal X-ray diffraction. The chiral separated new enantiomers named (+)-/(-)-angelignanins Q-T [(+)-/(-)-1-(+)-/(-)-4] and (+)-/(-)-daphneresinol [(+)-/(-)-5], respectively.