期刊
BIOORGANIC & MEDICINAL CHEMISTRY
卷 13, 期 6, 页码 1939-1944出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2005.01.015
关键词
microbial transformation; isolongifolol; Fusarium lini; Aspergillus niger; butyrylcholinesterase inhibition
The microbial transformation of (-)-isolongifolol (1) by using the standard two-stage fermentation technique with Fusarium lini afforded polar oxygenated metabolites: 10-oxoisolongifolol (2), 10 alpha-hydroxyisolongifolol (3), and 9 alpha-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 mu M, respectively. Compound 3 showed un-competitive mode of inhibition against butyrylcholinesterase with K-i value 15.0 mu M. The structures of metabolites 2-4 were deduced on the basis of spectroscopic techniques and single-crystal X-ray diffraction techniques. (c) 2005 Elsevier Ltd. All rights reserved.
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