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Xyolide, a bioactive nonenolide from an Amazonian endophytic fungus, Xylaria feejeensis.

ABSTRACT: Endophytes isolated from tropical plants represent a largely untapped reservoir of bioactive secondary metabolites. We screened a library of fungal endophyte extracts for inhibition of the plant pathogen, Pythium ultimum, and purified an active compound using bioassay-guided fractionation. A new nonenolide, (4S,7S,8S,9R)-4-O-succinyl-7,8-dihydroxy-9-heptyl-nonen-9-olide, was isolated and named xyolide. The structure was elucidated by a combination of 1D and 2D NMR methods and the absolute configuration was determined by exciton-coupled circular dichroism. The MIC of xyolide against P. ultimum was 425 µM.

SUBMITTER: Baraban EG

PROVIDER: S-EPMC3729479 | biostudies-literature | 2013 Jul

REPOSITORIES: biostudies-literature

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Xyolide, a bioactive nonenolide from an Amazonian endophytic fungus, Xylaria feejeensis.

Baraban Ezra G EG Morin Jesse B JB Phillips Gillian M GM Phillips Andrew J AJ Strobel Scott A SA Handelsman Jo J

Tetrahedron letters 20130701 31

Endophytes isolated from tropical plants represent a largely untapped reservoir of bioactive secondary metabolites. We screened a library of fungal endophyte extracts for inhibition of the plant pathogen, Pythium ultimum, and purified an active compound using bioassay-guided fractionation. A new nonenolide, (4S,7S,8S,9R)-4-O-succinyl-7,8-dihydroxy-9-heptyl-nonen-9-olide, was isolated and named xyolide. The structure was elucidated by a combination of 1D and 2D NMR methods an ...[more]

PMID: 23913990

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