Assuntos
Antibióticos Antineoplásicos/isolamento & purificação , Citrinina/análogos & derivados , Citrinina/química , Penicillium chrysogenum/química , Antibióticos Antineoplásicos/farmacologia , Linhagem Celular Tumoral , Cromatografia Líquida de Alta Pressão , Citrinina/isolamento & purificação , Citrinina/farmacologia , Meios de Cultura , Dimerização , Fermentação , Humanos , Espectroscopia de Ressonância Magnética , Penicillium chrysogenum/efeitos dos fármacos , Sais/farmacologia , Espectrofotometria Ultravioleta , Sais de Tetrazólio , TiazóisRESUMO
Two isocoumarin derivatives, stoloniferol A (1) and B (2), a known 5alpha, 8alpha-epidioxy-23-methyl-(22E, 24R)-ergosta-6, 22-dien-3beta-ol (3), and a known dihydrocitrinone (4) were isolated from the ethyl acetate extract of the sea squirt-derived fungus, Penicillium stoloniferum QY2-10, and a halophilic fungus, Penicillium notatum B-52, respectively. Their structures were elucidated by spectroscopic methods and optical rotation. The stereochemistry of 2 was determined on the basis of different NOE experiments and chemical transformation. Compound 3 showed cytotoxicity against P388 cells, with an IC50 value of 4.07 microM.
Assuntos
Antineoplásicos/isolamento & purificação , Isocumarinas/isolamento & purificação , Penicillium chrysogenum/química , Urocordados/microbiologia , Animais , Antineoplásicos/química , Antineoplásicos/farmacologia , Linhagem Celular Tumoral , Sobrevivência Celular/efeitos dos fármacos , Cromatografia Líquida de Alta Pressão , Humanos , Concentração Inibidora 50 , Isocumarinas/química , Isocumarinas/farmacologia , Estrutura Molecular , Ressonância Magnética Nuclear Biomolecular , Penicillium/química , Penicillium/isolamento & purificação , Penicillium chrysogenum/isolamento & purificação , Água do MarRESUMO
Three new quinazoline alkaloids, aurantiomides A (1), B (2), and C (3), along with the known metabolite anacine (4) were isolated from the sponge-derived fungus strain Penicillium aurantiogriseum SP0-19 by bioassay-guided fractionation. Their structures were elucidated by spectroscopic and chemical methods. Their absolute configurations were deduced by comparison of their Cotton effects with anacine (4) and by chemical transformations. Compounds 2 and 3 showed moderate cytotoxicities against HL-60, P388 and BEL-7402, P388 cell lines, respectively.