ABSTRACT
Four new sterols have been isolated from the marine sponge Axinella cf. bidderi, 17alpha-hydroxy-22,23-epoxy-24-methylcholest-5-en-3beta-ol (1) and 17alpha-hydroxy-22,23-epoxycholest-5-en-3beta-ol (2), together with 3 and 4, which possess respectively the cholestene and the cholestane skeleton with a cyclic enol ether linkage between C-18 and C-22. The structures were elucidated using spectroscopic data. The in vitro activity was evaluated against prostate, ovary, pancreas, colon, and lung cell lines.
Subject(s)
Antineoplastic Agents/isolation & purification , Cholestenes/isolation & purification , Porifera/chemistry , Animals , Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Cholestenes/chemistry , Cholestenes/pharmacology , Drug Screening Assays, Antitumor , Humans , Indian Ocean , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Stereoisomerism , Tumor Cells, CulturedABSTRACT
Two new polyepoxysqualene-derived triterpenes, yardenone A (1) and B (2), together with the known yardenone (3) and sodwanone A (4), have been isolated from the marine sponge Axinella cf. bidderi from Yemen's Socotra Island in the Indian Ocean. The structures were elucidated using spectroscopic data. The relative stereochemistry was established by the analysis of ROESY spectra as well as coupling constants and molecular modeling. Furthermore, the absolute configuration of 1 was confirmed by the advanced Mosher's method. The cytotoxicity of these compounds was evaluated against a NSCLC cell line.
