RESUMEN
Four rare isotachin-derived, isotachins E-H (1-4), together with two known biogenetically related isotachin derivatives (5 and 6) were isolated from the solid rice fermentation of a fungus Penicillium tanzanicum ZY-5 obtained from a medicinal plant Dasymaschalon rostratum collected from the Changjiang County, Hainan Province, China. Their structures were elucidated using comprehensive spectroscopic methods. The single-crystal X-ray diffraction of compound 5 was determined. Compounds 1-4 have a trans-3-(methylthio)-acrylic acid fragment, which are rare in nature. The inhibitory activities of all compounds against the nitric oxide (NO) production induced by lipopolysaccharide in mouse macrophage RAW 264.7 cells in vitro were evaluated.
Asunto(s)
Annonaceae/microbiología , Metacrilatos/química , Penicillium/química , Animales , Antiinflamatorios/química , Antiinflamatorios/aislamiento & purificación , Cristalografía por Rayos X , Concentración 50 Inhibidora , Espectroscopía de Resonancia Magnética , Metacrilatos/aislamiento & purificación , Ratones , Estructura Molecular , Óxido Nítrico/antagonistas & inhibidores , Óxido Nítrico/metabolismo , Penicillium/aislamiento & purificación , Células RAW 264.7 , Espectrofotometría InfrarrojaRESUMEN
Two unusual dibenzofurans, preussiafurans A-B (1-2), together with six known compounds have been isolated from the fungus Preussia sp. occurring in Enantia chlorantha Oliv. The structures were established on the basis of 1D and 2D NMR spectroscopy and MS analysis. Compounds 1-4 showed antiplasmodial activity against erythrocytic stages of chloroquine-resistant Plasmodium falciparum (NF54) and moderate cytotoxicity on L6 cell lines with IC50 values of 8.67 and 14.8 µM, respectively.
Asunto(s)
Annonaceae/microbiología , Antimaláricos/aislamiento & purificación , Ascomicetos/química , Benzofuranos/aislamiento & purificación , Animales , Antimaláricos/química , Ascomicetos/clasificación , Ascomicetos/metabolismo , Benzofuranos/química , Benzofuranos/toxicidad , Línea Celular , Concentración 50 Inhibidora , Estructura Molecular , Ratas , Metabolismo SecundarioRESUMEN
Paeciloside A (1) and eight known compounds, acremoauxin A (2), farinosones A (3) and B (4), 1,5-dideoxy-3-C-methyl-arabitol (5), ergosterol, ergosterol peroxide, cerebroside C, and adenosine, were isolated from cultures of Paecilomyces sp. CAFT156, an endophytic fungus occurring in Enantia chlorantha Oliv (Annonaceae) leaves. The structure of the new compound 1 was elucidated using MS, UV, 1D and 2D NMR experiments, while its absolute configuration was established by subsequent single-crystal X-ray diffraction analysis using copper Kα radiation and invariom nonspherical scattering factors. Paeciloside A (1) and compounds 2, 4, and 5 displayed inhibitory effects on two gram-positive bacteria, Bacillus subtilis and Staphylococcus aureus at a concentration of 40 µg per paper disk and moderate cytotoxicity towards brine shrimp larvae (Artemia salina). This study presents the first report on an endophytic fungus isolated from E. chlorantha Oliv and its natural products.
Asunto(s)
Antiinfecciosos/aislamiento & purificación , Paecilomyces/química , Policétidos/aislamiento & purificación , Animales , Annonaceae/microbiología , Antiinfecciosos/química , Antiinfecciosos/farmacología , Artemia/efectos de los fármacos , Bacillus subtilis/efectos de los fármacos , Productos Biológicos/química , Productos Biológicos/farmacología , Cobre/química , Fermentación , Indoles/aislamiento & purificación , Indoles/farmacología , Larva/efectos de los fármacos , Espectroscopía de Resonancia Magnética , Conformación Molecular , Mucor/efectos de los fármacos , Paecilomyces/crecimiento & desarrollo , Hojas de la Planta/microbiología , Policétidos/química , Policétidos/farmacología , Piridonas/aislamiento & purificación , Piridonas/farmacología , Staphylococcus aureus/efectos de los fármacos , Difracción de Rayos XRESUMEN
One hundred and fifty endophytic actinomycetes were isolated from three pharmaceutical plants, Annonaceae squamosal, Camptotheca acuminate and Taxus chinensis. Bioactivity test showed that 72.4% of the endophytic actinomycetes displayed inhibition against more than one indicator microorganism. In total, 9.3 and 10.7% showed the cytotoxicity and antioxidant activity, respectively. 3-Amino-5-hydroxybenzoic acid synthase (AHBA), ketosynthase (KS), cytochrome P450 hydroxylases (CYPs) and epoxidase (ES) encoding genes were found in 8.8, 23.8, 2.8 and 11.7% isolates, respectively, by genes screening. The identification based on traditional and molecular methods indicated that diverse genotypes of Streptomyces were distributed in the three pharmaceutical plants, and a few strains of Amycolatopsis were also found in the root of T. chinensis. These results indicated that endophytic actinomycetes associated with pharmaceutical plants could be a promising source of drug leads.