Journal
JOURNAL OF NATURAL PRODUCTS
Volume 82, Issue 6, Pages 1535-1541Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.8b01091
Keywords
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Funding
- Natural Science Foundation of China [81673351, 31600267]
- Natural Science Foundation of Shandong Province [ZR2016BQ17]
- Taishan Scholar project from Shandong Province
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Four new 12-membered macrolides, thiocladospolides A-D (1-4), each possessing a sulfur substitution at C-2, along with the known congener pandangolide 3 (5) and the possible hydrolysis product seco-patulolide C (6), were isolated and identified from the culture extract of Cladosporium cladosporioides MA-299, an endophytic fungus obtained from the leaves of the mangrove plant Bruguiera gymnorrhiza. Their structures were established by interpretation of the NMR spectroscopic and mass spectrometric data. X-ray crystallographic analysis of compound 1, which represents the first crystal structure described for a sulfur-containing 12-membered macrolide, confirmed its structure and absolute configuration. The proposed sulfur side chain at C-3 in pandangolide 3 (5) was revised to be at C-2 by detailed analysis of the NMR data and by a comparison with data for thiocladospolide A (1). The structures for pandangolides 2 and 4 should also be considered for revisions. The isolated compounds were evaluated for the antimicrobial activities against aquatic bacteria and plant pathogens.
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