New cytotoxic steroids from the Indian Ocean sponge Axinella cf. bidderi.
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.
Funel
Corinne
C
Laboratoire de Chimie Bioorganique, UMR-CNRS 6001, Université de Nice-Sophia Antipolis, Parc Valrose, 06108 Nice Cedex 02, France.
Berrué
Fabrice
F
Roussakis
Christos
C
Fernandez Rodriguez
Rogelio
R
Amade
Philippe
P
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002782:Cholestenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D019156:Indian Ocean; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000737:chemistry*; D013237:Stereoisomerism; D014407:Tumor Cells, Cultured
C485033:17alpha-hydroxy-22,23-epoxy-24-methylcholest-5-en-3beta-ol; C485034:17alpha-hydroxy-22,23-epoxycholest-5-en-3beta-ol; D000970:Antineoplastic Agents; D002782:Cholestenes