title: Sesquiterpene benzoxazoles and sesquiterpene quinones from the marine sponge Dactylospongia elegans.
abstract: A new sesquiterpene benzoxazole, nakijinol B (3), its acetylated derivative, nakijinol B diacetate (6), and two new sesquiterpene quinones, smenospongines B (4) and C (5), were isolated from the methanol extract of the marine sponge Dactylospongia elegans. Also isolated were the known compounds dactyloquinone B and a 1:1 mixture of ilimaquinone and 5-epi-ilimaquinone. Their structures were determined on the basis of spectroscopic analyses and comparison with literature data. The isolated compounds were assessed for their cytotoxicity against a panel of human tumor cell lines (SF-268, H460, MCF-7, and HT-29) and a normal mammalian cell line (CHO-K1). All compounds were found to have activities in the range 1.8-46 μM and lacked selectivity for tumor versus normal cell lines.
authors.affiliation: Australian Institute of Marine Science, PMB no. 3, Townsville MC, Townsville, 4810, Australia.
authors.forename: Simon P B
authors.initials: SP
authors.lastname: Ovenden
authors.forename: Jonathan L
authors.initials: JL
authors.lastname: Nielson
authors.forename: Catherine H
authors.initials: CH
authors.lastname: Liptrot
authors.forename: Richard H
authors.initials: RH
authors.lastname: Willis
authors.forename: Dianne M
authors.initials: DM
authors.lastname: Tapiolas
authors.forename: Anthony D
authors.initials: AD
authors.lastname: Wright
authors.forename: Cherie A
authors.initials: CA
authors.lastname: Motti
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001583:Benzoxazoles / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002478:Cells, Cultured / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D019073:HT29 Cells; D006801:Humans; D008386:Marine Biology; D011161:Porifera / Q000737:chemistry*; D011809:Quinones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014407:Tumor Cells, Cultured
chemical_list: D000970:Antineoplastic Agents; D001583:Benzoxazoles; D011809:Quinones; D012717:Sesquiterpenes; C445787:dactyloquinone B; C557954:nakijinol B; C557955:nakijinol B diacetate; C557957:smenospongine B; C557956:smenospongine C; C467077:ilimaquinone