New bioactive rosigenin analogues and aromatic polyketide metabolites from the freshwater aquatic fungus Massarina tunicata.
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.
Oh
Hyuncheol
H
Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, USA.
Swenson
Dale C
DC
Gloer
James B
JB
Shearer
Carol A
CA
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
D005663:Furans; D012717:Sesquiterpenes; D013141:Spiro Compounds; C474545:rosigenin