RESUMO
Two salicylaldehyde derivatives (1 and 2), a hydroxymethylphenol (3), five dihydroisobenzofuran (4-8) derivatives, and a 5-chloro-3-deoxyisoochracinic acid (9), together with a known 3-deoxyisoochracinic acid (10) were isolated from the marine fungus Zopfiella marina BCC 18240 (or NBRC 30420). The structures of these compounds were elucidated by extensive spectroscopic analysis. Compound 1 showed weak antituberculous activity against Mycobacterium tuberculosis H37Ra, and antibacterial activity against Bacillus cereus with MIC values of 25 and 12.5 µg/mL, respectively.
Assuntos
Aldeídos/isolamento & purificação , Antibacterianos/isolamento & purificação , Benzofuranos/isolamento & purificação , Fungos/química , Aldeídos/farmacologia , Antibacterianos/química , Antibacterianos/farmacologia , Bacillus cereus/efeitos dos fármacos , Biologia Marinha , Testes de Sensibilidade Microbiana , Estrutura Molecular , Mycobacterium tuberculosis/efeitos dos fármacos , Análise EspectralRESUMO
Five highly oxygenated chromones, rhytidchromones A-E, were isolated from the culture broth of a mangrove-derived endophytic fungus, Rhytidhysteron rufulum, isolated from Thai Bruguiera gymnorrhiza. Their structures were determined by analysis of 1D and 2D NMR spectroscopic data. The structure of rhytidchromone A was further confirmed by single-crystal X-ray diffraction analysis. These compounds were evaluated for cytotoxicity against four cancer cell lines (MCF-7, Hep-G2, Kato-3 and CaSki). All compounds, except for rhytidchromone D, displayed cytotoxicity against Kato-3 cell lines with IC50 values ranging from 16.0 to 23.3µM, while rhytidchromones A and C were active against MCF-7 cells with IC50 values of 19.3 and 17.7µM, respectively.
Assuntos
Antineoplásicos/isolamento & purificação , Ascomicetos/química , Cromonas/isolamento & purificação , Rhizophoraceae/microbiologia , Antineoplásicos/química , Antineoplásicos/farmacologia , Cromonas/química , Cromonas/farmacologia , Cristalografia por Raios X , Ensaios de Seleção de Medicamentos Antitumorais , Feminino , Células Hep G2 , Humanos , Células MCF-7 , Conformação Molecular , Estrutura Molecular , Ressonância Magnética Nuclear Biomolecular , Oxigênio , TailândiaRESUMO
As part of our ongoing efforts to investigate natural products with potential for use as cancer treatments, we have recently disclosed the cytotoxicity of unique nor-chamigrane (1) and chamigrane (2, 3) endoperoxides from a Thai mangrove-derived fungus. Reinvestigation of this fungus in a large-scale fermentation led to the isolation of an additional new chamigrane endoperoxide (4) and one known analogue (5). Among these isolated metabolites, compound 3 (merulin C) exhibited potent antiangiogenic activity mainly by suppression of endothelial cell proliferation and migration in a dose-dependent manner, and its effect is mediated by reduction in the phosphorylation of Erk1/2. Merulin C also displayed promising activity in a rat aortic ring sprouting (ex vivo) and a mouse Matrigel (in vivo) assay.
Assuntos
Inibidores da Angiogênese/isolamento & purificação , Inibidores da Angiogênese/farmacologia , Basidiomycota/química , Peróxidos/isolamento & purificação , Peróxidos/farmacologia , Inibidores da Angiogênese/química , Animais , Aorta/efeitos dos fármacos , Relação Dose-Resposta a Droga , Meliaceae/microbiologia , Camundongos , Estrutura Molecular , Peróxidos/química , Folhas de Planta/microbiologia , Ratos , TailândiaRESUMO
A new nor-chamigrane endoperoxide, merulin A (1), and two new chamigrane endoperoxides, merulins B and C (2, 3), were isolated from the culture broth extract of an endophytic fungus of Xylocarpus granatum. Their structures were elucidated on the basis of spectroscopic, mainly NMR and MS, data. X-ray crystallographic analysis confirmed the structure of 1. Compounds 1 and 3 displayed significant cytotoxicity against human breast (BT474) and colon (SW620) cancer cell lines.
Assuntos
Antineoplásicos/isolamento & purificação , Antineoplásicos/farmacologia , Basidiomycota/química , Peróxidos/isolamento & purificação , Peróxidos/farmacologia , Antineoplásicos/química , Neoplasias da Mama/tratamento farmacológico , Cristalografia por Raios X , Ensaios de Seleção de Medicamentos Antitumorais , Feminino , Humanos , Conformação Molecular , Estrutura Molecular , Ressonância Magnética Nuclear Biomolecular , Peróxidos/químicaRESUMO
A new linear polyester, menisporopsin B, along with the known macrocyclic polyester, menisporopsin A, was isolated from the seed fungus Menisporopsis theobromae BCC 4162. The structure of menisposopsin B was addressed primarily by spectroscopic analyses, and the stereochemistry was established by chemical correlation. Menisporopsin B exhibited antimalarial activity with an IC(50) value of 1.0 microg/ml.