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Microbial Transformation of Isolongifolen-4-one

The microbial transformation of (+)‐isolongifolen‐4‐one (4) by a number of fungi by means of a standard two‐stage fermentation technique afforded (7R)‐12‐hydroxyisolongifolen‐4‐one (5), (7S)‐13‐hydroxyisolongifolen‐4‐one (6), (11R)‐11‐hydroxyisolongifolen‐4‐one (7), (10R)‐10‐hydroxyisolongifolen‐4‐o...

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Bibliographic Details
Published in:Helvetica chimica acta 2003-10, Vol.86 (10), p.3450-3460
Main Authors: Choudhary, M. Iqbal, Musharraf, Syed Ghulam, Khan, Mahmud Tareq Hassan, Abdelrahman, Doaa, Parvez, Massod, Shaheen, Farzana, Atta-ur-Rahman
Format: Article
Language:English
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Summary:The microbial transformation of (+)‐isolongifolen‐4‐one (4) by a number of fungi by means of a standard two‐stage fermentation technique afforded (7R)‐12‐hydroxyisolongifolen‐4‐one (5), (7S)‐13‐hydroxyisolongifolen‐4‐one (6), (11R)‐11‐hydroxyisolongifolen‐4‐one (7), (10R)‐10‐hydroxyisolongifolen‐4‐one (8), and (9R)‐9‐hydroxyisolongifolen‐4‐one (9) (Scheme). All five metabolites were found to be new, and metabolites 6 and 9 showed potent tyrosinase inhibitory activity (Table 1). The metabolites and their derivatives were characterized on the basis of spectroscopic and single‐crystal X‐ray‐diffraction techniques.
ISSN:0018-019X
1522-2675
DOI:10.1002/hlca.200390289