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Microbial Transformation of Isolongifolen-4-one

✍ Scribed by M. Iqbal Choudhary; Syed Ghulam Musharraf; Mahmud Tareq Hassan Khan; Doaa Abdelrahman; Massod Parvez; Farzana Shaheen; Atta-ur-Rahman


Publisher
John Wiley and Sons
Year
2003
Tongue
German
Weight
171 KB
Volume
86
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

The microbial transformation of (+)‐isolongifolen‐4‐one (4) by a number of fungi by means of a standard two‐stage fermentation technique afforded (7__R__)‐12‐hydroxyisolongifolen‐4‐one (5), (7__S__)‐13‐hydroxyisolongifolen‐4‐one (6), (11__R__)‐11‐hydroxyisolongifolen‐4‐one (7), (10__R__)‐10‐hydroxyisolongifolen‐4‐one (8), and (9__R__)‐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.


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