RESUMO
Scorpinone (1), 3-methyl-6,8-methoxy-2-aza-9,10-anthraquinone, has been isolated from the mycelium of a cultured sterile fungus of Caribbean origin. The structure was elucidated by X-ray crystallography, and 2D NMR spectral data have been assigned. The compound is one of very few known fungal azaanthraquinones.
Assuntos
Antraquinonas/isolamento & purificação , Ascomicetos/química , Compostos Aza/isolamento & purificação , Antraquinonas/química , Compostos Aza/química , Cafeína/química , Cafeína/isolamento & purificação , Cromatografia em Camada Fina , Cristalografia por Raios X , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Conformação Molecular , Estrutura MolecularRESUMO
In screening for antifungal metabolites a novel compound, cladobotryal, was isolated from the mycoparasitic fungus Cladobotryum varium. Its structure was established as (+)-(2R*,3R*)-2-[(Z)-2-buten-2-yl]-3, 7-dihydro-3-formyl-3-methyl-5-phenylfuro[2,3-b]pyridin-4(2H)-one on the basis of spectroscopic evidence and single crystal X-ray analysis of its methyl hemiacetal. The fused furo[2,3-b]pyridinone skeleton of cladobotryal seems unprecedented within the chemical literature.
Assuntos
Antifúngicos/química , Fungos/química , Furanos/química , Piridonas/química , Antifúngicos/isolamento & purificação , Furanos/isolamento & purificação , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Estrutura Molecular , Piridonas/isolamento & purificação , Difração de Raios XRESUMO
The new species Penicillium discolor, frequently isolated from nuts, vegetables and cheese is described. It is characterised by rough, dark green conidia, synnemateous growth on malt agar and the production of the secondary metabolites chaetoglobosins A, B and C, palitantin, cyclopenin, cyclopenol, cyclopeptin, dehydrocyclopeptin, viridicatin and viridicatol. It also produces the mouldy smelling compounds geosmin and 2-methyl-isoborneol, and a series of specific orange to red pigments on yeast extract sucrose agar, hence the epithet discolor. P. discolor resembles P. echinulatum morphologically but on basis of the secondary metabolites is also related to P. expansum, P. solitum and P. crustosum.
Assuntos
Queijo/microbiologia , Nozes/microbiologia , Penicillium/isolamento & purificação , Verduras/microbiologia , Benzodiazepinonas/metabolismo , Canfanos/metabolismo , Meios de Cultura/metabolismo , Cicloexanóis/metabolismo , Cicloexanonas/metabolismo , Microbiologia de Alimentos , Hidroxiquinolinas/metabolismo , Alcaloides Indólicos , Indóis/metabolismo , Microscopia Eletrônica de Varredura , Naftóis/metabolismo , Penicillium/crescimento & desenvolvimento , Penicillium/metabolismo , Pigmentos Biológicos/metabolismo , Quinolonas/metabolismo , Sacarose/metabolismoRESUMO
Oxysporidinone (1), a novel 3,5-disubstituted N-methyl-4-hydroxy-2-pyridone, was isolated from fermentations of Fusarium oxysporum (CBS 330.95) by counter-current chromatography. The structure was determined by spectroscopic methods including NMR, MS, IR, and UV analysis. Oxysporidinone exhibited growth inhibitory activity against several common plant pathogenic fungi.
Assuntos
Antifúngicos/isolamento & purificação , Fusarium/química , Piridonas/isolamento & purificação , Antifúngicos/farmacologia , Fermentação , Fungos/efeitos dos fármacos , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Testes de Sensibilidade Microbiana , Piridonas/farmacologia , Espectrofotometria Infravermelho , Espectrofotometria UltravioletaRESUMO
A novel inhibitor of platelet-activating factor (PAF) acetyltransferase, an essential enzyme in the remodeling pathway of platelet-activating factor synthesis, was identified by a high throughout screen of natural product extracts of microbial origin. The compound, ZG-1494 alpha, was isolated from an ethyl acetate extract of a culture broth of Penicillium rubrum through bioassay guided fractionation. The structure of ZG-1494 alpha was determined by spectroscopic methods. A key feature of the structure, which is relatively rare among natural products, is the 5-hydroxy-3-pyrrolin-2-one moiety. A 13C-13C INADEQUATE was utilized to unambiguously determine the regiochemistry of this molecule.