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Journal article

Kandenols A–E, Eudesmenes from an Endophytic Streptomyces sp. of the Mangrove Tree Kandelia candel

From

Leibniz Institute for Natural Product Research and Infection Biology1

Am Flughafen 12-14, 79108 Freiburg, Germany2

State Key Laboratory of Natural and Biomimetic Drugs3

Chair of Natural Product Chemistry4

Five novel eudesmene-type sesquiterpenes, kandenols A–E (1–5), have been isolated from Streptomyces sp. HKI0595 derived from the mangrove plant Kandelia candel. Their structures were established through NMR and mass spectrometry, and absolute configurations were established by the Mosher method and comparison of CD spectra with α-rotunol and β-rotunol.

The kandenols are reminiscent of various plant-derived eudesmenes, yet kandenols B and C are unusual because of their hydroperoxide moieties. Kandenol E is the first bacterial agarofuran, which belongs to an important group of antibiotics. Whereas the kandenols display no cytotoxicity against 12 human cell lines, weak to moderate antimicrobial activities were detected against Bacillus subtilis ATCC 6633 and Mycobacterium vaccae IMET 10670.

Language: English
Publisher: American Chemical Society and American Society of Pharmacognosy
Year: 2012
Pages: 2223-2227
ISSN: 15206025 and 01633864
Types: Journal article
DOI: 10.1021/np300387n

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