Dimeric phthalides from an aqueous extract of the Angelica sinensis root head
10.16438/j.0513-4870.2022-1257
- VernacularTitle:当归头水提取物中的二聚酞类成分
- Author:
Zhao XIA
;
You-zhe CHEN
;
Cheng-bo XU
;
Cheng-gen ZHU
;
Xiao-qiang LEI
;
Qing-lan GUO
;
Jian-gong SHI
- Publication Type:Research Article
- Keywords:
Umbelliferae;
italic>Angelica;
italic>Angelica sinensis root head;
aqueous extract;
imeric phthalide;
angelidipthalidic acid;
angelidipthalidol
- From:
Acta Pharmaceutica Sinica
2023;58(4):975-991
- CountryChina
- Language:Chinese
-
Abstract:
Ten dimeric phthalide racemates (1-10) were isolated from an aqueous extract of the Angelica sinensis root head (Guitou) by separation techniques of column chromatography over macroporous adsorbent resin, MCI resin, silica gel, and Sephadex LH-20, together with preparative thin-layer chromatography and reversed phase HPLC. The racemates were further separated into (+)-/(-)-1-(+)-/(-)-10 with chiral HPLC. Their structures including absolute configurations were elucidated by comprehensive analysis of spectroscopic data, combined with electronic circular dichroism (ECD) and NMR calculations as well as single crystal X-ray diffractions. Compounds (+)-/(-)-1-(+)-/(-)-10 are either new structure or new natural product, named (+)-/(-)-angelidipthalidic acids A-H [(+)-/(-)-1-(+)-/(-)-8] and (+)-/(-)-angelidipthalidols A and B [(+)-/(-)-9 and (+)-/(-)-10], respectively. Meanwhile, dimeric phthalide mono- and bis-lactone derivatives with 3.3′a,8.6′- and 3.6′,8.3′a-coupling patterns as well as determination of their relative configurations are discussed.
