RESUMO
Two novel naphthalene-containing compounds, colelomycerones A and B (1 and 2, resp.), and three known metabolites, including preussomerin D (3), (2RS,2'SR,3'E,3SR,4E,8E)-1-O-(beta-D-glucopyranosyl)-3-hydroxy-2-[(2-hydroxyoctadec-3-enoyl)amino]-9-methyloctadeca-4,8-diene (4), and 3beta-hydroxy-5alpha,8alpha-epidioxyergosta-6,22-diene (5), were isolated from the culture broth of an unidentified freshwater water fungus YMF 1.01029. This fungus was collected from a decaying branch of an unidentified tree near Lake Fuxian in Yunnan Province, China. The structures of these five compounds were determined on the basis of their spectroscopic and mass-spectrometric data. Colelomycerones A and B (1 and 2, resp.) represent unprecendented examples of naphthalene-1,2-diones with novel cyclic acetals. Compounds 1-3 showed noticeable antifungal and antibacterial activities.
Assuntos
Acetais/química , Antibacterianos/química , Fungos/química , Naftalenos/química , Acetais/isolamento & purificação , Acetais/farmacologia , Antibacterianos/isolamento & purificação , Antibacterianos/farmacologia , Cromatografia em Gel , Testes de Sensibilidade Microbiana , Naftalenos/isolamento & purificação , Naftalenos/farmacologiaRESUMO
Five new preussomerin analogues, ymf 1029A (1), B (2), C (3), D (4), and E (5), were isolated from the liquid cultures of an unidentified freshwater fungus YMF 1.01029, along with four known compounds, preussomerin C (6), preussomerin D (7), (4RS)-4,8-dihydroxy-3,4-dihydronaphthalen-1(2H)-one (8), and 4,6,8-trihydroxy-3,4-dihydronaphthalen-1(2H)-one (9). The structures of new metabolites were determined by analysis of NMR and MS data and by analogy with the data for the known bis-spirobisnaphthalene preussomerins. In vitro immersion experiments showed that these metabolites displayed weak nematicidal activity against Bursaphelenchus xylophilus, while compound 7 was the most potent. This is the first report of these compounds, which antagonize the Bursaphelenchus xylophilus nematode.