Bioactive and other sesquiterpenes from Chiloscyphus rivularis.

Autor: Wu C; Department of Chemistry, Virginia Polytechnic Institute and State University, Blacksburg 24061, USA., Gunatilaka AA, McCabe FL, Johnson RK, Spjut RW, Kingston DG
Jazyk: angličtina
Zdroj: Journal of natural products [J Nat Prod] 1997 Dec; Vol. 60 (12), pp. 1281-6.
DOI: 10.1021/np970251u
Abstrakt: Bioassay-directed fractionation of the methyl ethyl ketone extract of Chiloscyphus rivularis yielded five new sesquiterpenes, 12-hydroxychiloscyphone (2), chiloscypha-2,7-dione (3), 12-hydroxychiloscypha-2,7-dione (4), chiloscypha-2,7,9-trione (5), and rivulalactone (6) in addition to the known sesquiterpenes, 4-hydroxyoppositan-7-one (7), chiloscyphone (1), and isointermedeol (8). The structure and stereochemistry of rivulalactone, a novel trinorsesquiterpene, was confirmed by its synthesis starting from 1. Compound 2 showed selective bioactivity in our yeast-based DNA-damaging assay and cytotoxicity to human lung carcinoma cells.
Databáze: MEDLINE