title: Cytotoxic metabolites from the Okinawan ascidian Diplosoma virens.
abstract: The unstable isomeric compounds 5-hydroxy-7-prop-2-en-(E)-ylidene-7,7adihydro-2H-cyclopenta[b]pyran-6-one (1) and 5-hydroxy-7-prop-2-en-(Z)-ylidene-7,7adihydro-2H-cyclopenta[b]pyran-6-one (2), previously described as antimicrobial metabolites from the sponge Ulosa sp., were isolated and identified as major components of the ascidian Diplosoma virens. In this paper, full spectral data for 2 and complete 13CNMR data for 1, based on 2D NMR measurements, are provided for the first time. Compounds 1 and 2 showed cytotoxity against HCT116 cells (human colorectal cancer cells) by triggering apoptotic cell death.
authors.affiliation: Department of Chemistry, Biology and Marine Science, University of the Ryukyus, Nishihara-cho Okinawa 903-0123, Japan.
authors.forename: Takayuki
authors.initials: T
authors.lastname: Ogi
authors.forename: Junsei
authors.initials: J
authors.lastname: Taira
authors.forename: Palupi
authors.initials: P
authors.lastname: Margiastuti
authors.forename: Katsuhiro
authors.initials: K
authors.lastname: Ueda
mesh_terms: D000818:Animals; D053148:Caspase 3 / Q000378:metabolism; D053179:Caspase 7 / Q000378:metabolism; D016923:Cell Death / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D045325:HCT116 Cells; D006801:Humans; D007564:Japan; D009682:Magnetic Resonance Spectroscopy; D011714:Pyrans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014561:Urochordata / Q000737:chemistry*
chemical_list: D011714:Pyrans; D053148:Caspase 3; D053179:Caspase 7