title: Spiculoic acids A and B, new polyketides isolated from the Caribbean marine sponge Plakortis angulospiculatus.
abstract: [structure: see text] Two novel polyketides, spiculoic acids A (1) and B (2), have been isolated from extracts of the Caribbean marine sponge Plakortisangulospiculatus. The structures of 1 and 2 were elucidated by detailed analysis of spectroscopic data. Spiculoic acid A (1) showed in vitro cytotoxicity against human breast cancer MCF-7 cells. It has a putative polyketide biogenetic origin that involves incorporation of four butyrate units and a Diels Alderase catalyzed intramolecular [4 + 2] cycloaddition reaction.
authors.affiliation: Departments of Chemistry, Earth & Ocean Sciences, University of British Columbia, Vancouver, BC V6T 1Z1.
authors.forename: Xin-Hui
authors.initials: XH
authors.lastname: Huang
authors.forename: Rob
authors.initials: R
authors.lastname: van Soest
authors.forename: Michel
authors.initials: M
authors.lastname: Roberge
authors.forename: Raymond J
authors.initials: RJ
authors.lastname: Andersen
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D017209:Apoptosis; D002264:Carboxylic Acids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007189:Indans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018942:Macrolides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011161:Porifera / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000970:Antineoplastic Agents; D002264:Carboxylic Acids; D007189:Indans; D018942:Macrolides; C490145:spiculoic acid A; C490146:spiculoic acid B