title: New bioactive rosigenin analogues and aromatic polyketide metabolites from the freshwater aquatic fungus Massarina tunicata.
abstract: Four new rosigenin analogues (massarigenins A-D; 1-4) and two new aromatic polyketide-derived secondary metabolites (massarinins A and B; 6, 7) and have been isolated from the freshwater aquatic fungus Massarina tunicata. The structures of these compounds were determined primarily by analysis of NMR data, and that of compound 1 was verified by X-ray crystallography. The known compound 4-(2-hydroxybutynoxy)benzoic acid (11) was also obtained, and its absolute stereochemistry was assigned. Several of these metabolites showed antibiotic activity against Gram-positive bacteria.
authors.affiliation: Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, USA.
authors.forename: Hyuncheol
authors.initials: H
authors.lastname: Oh
authors.forename: Dale C
authors.initials: DC
authors.lastname: Swenson
authors.forename: James B
authors.initials: JB
authors.lastname: Gloer
authors.forename: Carol A
authors.initials: CA
authors.lastname: Shearer
mesh_terms: D001203:Ascomycota / Q000737:chemistry*; D001230:Aspergillus / Q000187:drug effects; D001412:Bacillus subtilis / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D018360:Crystallography, X-Ray; D005663:Furans / Q000737:chemistry*; D005670:Fusarium / Q000187:drug effects; D006090:Gram-Negative Bacteria / Q000187:drug effects; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013141:Spiro Compounds / Q000737:chemistry*; D013211:Staphylococcus aureus / Q000187:drug effects; D013237:Stereoisomerism; D014922:Wisconsin
chemical_list: D005663:Furans; D012717:Sesquiterpenes; D013141:Spiro Compounds; C474545:rosigenin