RESUMEN
Two previously unreported citrinin dimer derivatives, penicitol D (1) and 1-epi-citrinin H1 (2), were isolated from the culture of a deep sea-derived fungus Penicillium citrinum NLG-S01-P1, together with 11 biogenetic related compounds (3â»13). A plausible biogenetic pathway for compounds 2â»4 was proposed. Their structures, including absolute configurations, were established through analysis of extensive spectroscopic data and time-dependent density functional theory (TD-DFT) ECD calculations. Compounds 1 and 2 showed antibacterial activities against methicillin-resistant Staphylococcus aureus (MRSA). Compounds 5 and 10 displayed relatively stronger activities than the other compounds against Vibrio vulnificus and Vibrio campbellii. Compound 1 showed the most potent cytotoxic activity towards the HeLa cell.
Asunto(s)
Antibacterianos/farmacología , Antineoplásicos/farmacología , Citrinina/análogos & derivados , Citrinina/química , Penicillium/metabolismo , Células A549 , Antibacterianos/química , Antineoplásicos/química , Organismos Acuáticos , Bacterias/efectos de los fármacos , Supervivencia Celular/efectos de los fármacos , Citrinina/metabolismo , Humanos , Modelos Moleculares , Estructura MolecularRESUMEN
Four novel compounds, chaephilone C (1), chaetoviridides A-C (2-4), were obtained from the culture of a deep sea derived fungus Chaetomium sp. NA-S01-R1, together with four known compounds-chaetoviridin A (5), chaetoviridine E (6), chaetomugilin D (7) and cochliodone A (8). Their structures, including absolute configurations, were assigned based on NMR, MS and time-dependent density functional theory (TD-DFT) ECD calculations. A plausible biogenetic pathway for compounds 1-3 was proposed. Compounds 2 and 3 exhibited antibacterial activities against Vibrio rotiferianus and Vibrio vulnificus. Compounds 1, 3 and 4 displayed similar anti-methicillin resistant Staphylococcus aureus (anti-MRSA) activities in comparison to chloramphenicol. Compound 2 showed the most potent cytotoxic activities towards the Hep G2 cell and compounds 1 and 3 demonstrated relatively stronger cytotoxic activities than the other compounds against the HeLa cell.
Asunto(s)
Antibacterianos/farmacología , Antibióticos Antineoplásicos/farmacología , Benzopiranos/farmacología , Chaetomium/química , Pigmentos Biológicos/farmacología , Línea Celular Tumoral , Cloranfenicol/farmacología , Fermentación , Células HeLa/efectos de los fármacos , Humanos , Espectroscopía de Resonancia Magnética , Espectrometría de Masas , Staphylococcus aureus Resistente a Meticilina/efectos de los fármacos , Pruebas de Sensibilidad Microbiana , Estructura Molecular , Agua de Mar/microbiología , Vibrio/efectos de los fármacosRESUMEN
Two novel compounds, 2-hydroxy-6-formyl-vertixanthone (1) and 12-O-acetyl-sydowinin A (2), were obtained from the culture of a deep sea-derived fungus Aspergillus sydowii C1-S01-A7, together with twenty-two known compounds (3-24). Their structures were elucidated based on extensive spectroscopic methods. Compounds 4, 8 and 12 showed antibacterial activities against Vibrio rotiferianus and Vibrio vulnificus. Compounds 1, 2, 7, 8, 11 and 12 exhibited antibacterial activity against methicillin-resistant Staphylococcus aureus. Remarkably, compound 8 displayed selectively cytotoxic activity against A549 and strongest cytotoxic activities for both A549 and HepG2 in comparison to the remaining compounds.