Ambidalmines A–E and ambidimerine F: Bioactive dihydrobenzophenanthridine alkaloids from Corydalis ambigua var. amurensis

Ten new scarce dihydrobenzophenanthridine alkaloids, including seven monomers, ambidalmines A1/2, B1/2–E (1a/b, 2a/b–5), and three dimers, ambidimerines F1 (6a), F2 (6b) and F3 (6c), were isolated from the tubers of Corydalis ambigua var. amurensis. All of these compounds were discovered in the form...

Full description

Saved in:
Bibliographic Details
Published in:European journal of medicinal chemistry 2014-09, Vol.84, p.417-424
Main Authors: Yang, Zhiyou, Liu, Zhihui, Jiang, Baohong, Teng, Fukang, Wang, Yu, Han, Na, Guo, Dean, Yin, Jun
Format: Article
Language:English
Subjects:
Alkaloids - chemistry
Alkaloids - isolation & purification
Alkaloids - pharmacology
Animals
Antimyocardial hypoxia
Benzophenanthridines - chemistry
Benzophenanthridines - isolation & purification
Benzophenanthridines - pharmacology
Cell Survival - drug effects
Cells, Cultured
Corydalis - chemistry
Corydalis ambigua var. amurensis
Crystallography, X-Ray
Cytoprotection - drug effects
Dihydrobenzophenanthridine alkaloids
Dose-Response Relationship, Drug
Drugs, Chinese Herbal - chemistry
Drugs, Chinese Herbal - isolation & purification
Drugs, Chinese Herbal - pharmacology
Enantiomers
Hypoxia
Models, Molecular
Molecular Structure
Rats
Structure-Activity Relationship
X-ray diffraction
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Ten new scarce dihydrobenzophenanthridine alkaloids, including seven monomers, ambidalmines A1/2, B1/2–E (1a/b, 2a/b–5), and three dimers, ambidimerines F1 (6a), F2 (6b) and F3 (6c), were isolated from the tubers of Corydalis ambigua var. amurensis. All of these compounds were discovered in the forms of enantiomers. The structures were elucidated based on extensive spectroscopic analysis, with absolute configurations of the enantiomeric compounds assigned by single-crystal X-ray diffraction analysis, circular dichroism (CD) and optical rotations. Bioactivity evaluation showed that compounds 1a, 2a, 2b and 6b exhibit comparable protective effects on hypoxic H9C2 cells. [Display omitted] •Ten alkaloids were firstly reported from Corydalis ambigua var. amurensis.•Absolute configurations of alkaloids were determined by X-ray and CD experiments.•Some compounds showed protective effects on hypoxic H9C2 cells.
ISSN:0223-5234
1768-3254
DOI:10.1016/j.ejmech.2014.07.043