학술논문

Acetylenes and fatty acids from Codonopsis pilosula
Document Type
article
Source
Acta Pharmaceutica Sinica B, Vol 5, Iss 3, Pp 215-222 (2015)
Subject
Codonopsis pilosula
Campanulaceae
Cyclotetradecatrienynone
Tetradecenynetriol
Octenynoic acids
Unsaturated ω-hydroxy ?>fatty acid
Therapeutics. Pharmacology
RM1-950
Language
English
ISSN
2211-3835
2211-3843
Abstract
Four new acetylenes (1–4) and one new unsaturated ω-hydroxy fatty acid (5), together with 5 known analogues, were isolated from an aqueous extract of Codonopsis pilosula roots. Their structures were determined by spectroscopic and chemical methods. The new acetylenes are categorized as an unusual cyclotetradecatrienynone (1), tetradecenynetriol (2), and rare octenynoic acids (3 and 4), respectively, and 3 and 4 are possibly derived from oxidative metabolic degradation of 1 and/or 2. The absolute configuration of 1 was assigned by comparison of the experimental circular dichroism (CD) spectrum with the calculated electronic circular dichroism (ECD) spectra of stereoisomers based on the quantum-mechanical time-dependent density functional theory, while the configuration of 2 was assigned by using modified Mosher׳s method based on the MPA determination rule of ΔδRS values for diols.