Tetrapetalone A, a novel lipoxygenase inhibitor from Streptomyces sp

Tetrapetalone A ( I ), C 26H 33O 7N, is a novel lipoxygenase inhibitor isolated from a culture filtrate of Streptomyces sp. USF-4727 strain. Its chemical structure was determined by its spectroscopic evidence and methylation with diazomethane. The stereochemistry was investigated by the coupling con...

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Bibliographic Details
Published in:Tetrahedron letters 2003-02, Vol.44 (8), p.1659-1661
Main Authors: Komoda, Toshikazu, Sugiyama, Yasumasa, Abe, Naoki, Imachi, Misako, Hirota, Hiroshi, Hirota, Akira
Format: Article
Language:English
Subjects:
soybean lipoxygenase inhibitor
Streptomyces
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Summary:Tetrapetalone A ( I ), C 26H 33O 7N, is a novel lipoxygenase inhibitor isolated from a culture filtrate of Streptomyces sp. USF-4727 strain. Its chemical structure was determined by its spectroscopic evidence and methylation with diazomethane. The stereochemistry was investigated by the coupling constant in 1H NMR, NOESY data and modified Mosher's method. I possessed a tetracyclic skeleton and a β-rhodinosyl moiety, and this is the first report of a compound with such a tetracyclic skeleton. Tetrapetalone A is a novel lipoxygenase inhibitor from Streptomyces sp. Its chemical structure was determined by spectroscopic evidence and methylation with diazomethane. It possessed a characteristic tetracyclic skeleton and a β-rhodinosyl moiety.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(03)00007-8