title: Terpene isocyanides, isocyanates, and isothiocyanates from the Okinawan marine sponge Stylissa sp.
abstract: Seven new nitrogenous terpenoids, (1R,6R,7S,10S)-10-isothiocyanatocadin-4-ene (1), (1S,2S,5S,6S,7R,8S)-13-isothiocyanatocubebane (2), (1R,3S,4R,7S,8S,12S,13S)-7-isocyanoamphilecta-10,14-diene (3), (1S,3S,4R,7S,8S,12S,13S)-8-isocyanoamphilecta-11(20),14-diene (4), (3S,4R,7S,8S,11S,13S)-8-isocyanoamphilecta-1(12),14-diene (5), 8-isocyanatocycloamphilect-10-ene (6), and 8-isothiocyanatocycloamphilect-10-ene (7), were isolated from the Okinawan sponge Stylissasp., along with 12 known related compounds. Structural determinations of these compounds were made by spectroscopic analysis, and assessment was made of their cytotoxicity toward HeLa cells.
authors.affiliation: School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan.
authors.forename: Hidemichi
authors.initials: H
authors.lastname: Mitome
authors.forename: Nao
authors.initials: N
authors.lastname: Shirato
authors.forename: Hiroaki
authors.initials: H
authors.lastname: Miyaoka
authors.forename: Yasuji
authors.initials: Y
authors.lastname: Yamada
authors.forename: Rob W M
authors.initials: RW
authors.lastname: Van Soest
mesh_terms: D000818:Animals; D018360:Crystallography, X-Ray; D003485:Cyanates / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D006367:HeLa Cells; D006801:Humans; D007564:Japan; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000737:chemistry*; D013237:Stereoisomerism; D013729:Terpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014407:Tumor Cells, Cultured
chemical_list: D003485:Cyanates; D013729:Terpenes