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  • Title: Microbial transformation of (-)-isolongifolol and butyrylcholinesterase inhibitory activity of transformed products.
    Author: Choudhary MI, Musharraf SG, Nawaz SA, Anjum S, Parvez M, Fun HK, Atta-ur-Rahman.
    Journal: Bioorg Med Chem; 2005 Mar 15; 13(6):1939-44. PubMed ID: 15830442.
    Abstract:
    The microbial transformation of (-)-isolongifolol (1) by using the standard two-stage fermentation technique with Fusarium lini afforded polar oxygenated metabolites: 10-oxoisolongifolol (2), 10alpha-hydroxyisolongifolol (3), and 9alpha-hydroxyisolongifolol (4). Metabolites 3 and 4 were also formed with the incubation of 1 with Aspergillus niger. All three metabolites were found to be new. Compounds 3 and 4 inhibited butyrylcholinesterase enzyme in a concentration-dependent manner with IC50 values 13.6 and 299.5 microM, respectively. Compound 3 showed un-competitive mode of inhibition against butyrylcholinesterase with Ki value 15.0 microM. The structures of metabolites 2-4 were deduced on the basis of spectroscopic techniques and single-crystal X-ray diffraction techniques.
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