Bioactive 6S-styryllactone constituents of Polyalthia parviflora.
J Nat Prod
; 77(12): 2626-32, 2014 Dec 26.
Article
in En
| MEDLINE
| ID: mdl-25419616
ABSTRACT
Parvistones A-E (1-5), five new styryllactones possessing a rare α,ß-lactone moiety and a 6S configuration, were isolated from a methanolic extract of Polyalthia parviflora leaves. The structures and the absolute configuration of the isolates were elucidated using NMR spectroscopy, specific rotation, circular dichroism, and X-ray single-crystal analysis. Compounds 8, 9, 11, and 12 were isolated for the first time. The results were supported by comparing the data measured to those of 6R-styryllactones. Moreover, a plausible biogenetic pathway of the isolated compounds was proposed. The structure-activity relationship of the compounds in an in vitro anti-inflammatory assay revealed the 6S-styryllactones to be more potent than the 6R derivatives. However, the effect was opposite regarding their cytotoxic activity. In addition, 6S-styrylpyrones isolated showed more potent anti-inflammatory and cytotoxic activity when compared to the 1S-phenylpyranopyrones obtained.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Polyalthia
/
Lactones
/
Anti-Inflammatory Agents
Country/Region as subject:
Asia
Language:
En
Journal:
J Nat Prod
Year:
2014
Document type:
Article