Sparticolins A-G, Biologically Active Oxidized Spirodioxynaphthalene Derivatives from the Ascomycete Sparticola junci.
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Authors
Phukhamsakda, ChayanardMacabeo, Allan Patrick G
Huch, Volker
Cheng, Tian
Hyde, Kevin D
Stadler, Marc

Issue Date
2019-10-25
Metadata
Show full item recordAbstract
To explore the chemical diversity of metabolites from new species of Dothideomycetes, the ex-type strain of Sparticola junci was investigated. Seven highly oxygenated and functionalized spirodioxynaphthalene natural products incorporating carboxyalkylidene-cyclopentanoid (1-4), carboxyl-functionalized oxabicyclo[3.3.0]octane (5-6), and annelated 2-cyclopentenone/δ-lactone (7) units, sparticolins A-G, were isolated from submerged cultures of the fungus. Their chemical structures including their relative (and absolute) configurations were established through spectroscopic and X-ray crystallographic analyses. Sparticolin B (2) exhibited inhibitory activity against the Gram-positive bacteria Bacillus subtilis, Micrococcus luteus, and Staphylococcus aureus, while sparticolin G (7) showed antifungal activities against Schizosaccharomyces pombe and Mucor hiemalis. All other sparticolins were only weakly active against S. aureus and also showed weak activities against the nematode Caenorhabditis elegans. Compounds 2 and 7 also showed moderate cytotoxic activities against seven mammalian cell lines.Citation
J Nat Prod. 2019 Oct 25;82(10):2878-2885. doi: 10.1021/acs.jnatprod.9b00604. Epub 2019 Oct 10.Affiliation
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.Publisher
American Society of ChemistryJournal
Journal of Natural ProductsPubMed ID
31599583Type
ArticleLanguage
enISSN
1520-6025ae974a485f413a2113503eed53cd6c53
10.1021/acs.jnatprod.9b00604
Scopus Count
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- Creative Commons
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