Biotransformation of hinesol isolated from the crude drug Atractylodes lancea by Aspergillus niger and Aspergillus cellulosae.
Biotransformation of the sesquiterpene alcohol hinesol (1) with spasmolytic activity, which was prepared from the rhizome of Atractylodes lancea, was carried out by Aspergillus niger and Aspergillus cellulosae IFO 4040. Compound 1 was easily converted to compounds 2-9 by A. niger, and compounds 10 and 11 by A. cellulosae, respectively. Their stereostructures were established by a combination of high-resolution NMR spectral analysis, X-ray crystallographic analysis, and chemical reactions such as epoxydation.
Hashimoto
T
T
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Japan.
Noma
Y
Y
Kato
S
S
Tanaka
M
M
Takaoka
S
S
Asakawa
Y
Y
D001230:Aspergillus / Q000378:metabolism*; D001234:Aspergillus niger / Q000378:metabolism*; D001711:Biotransformation; D018360:Crystallography, X-Ray; D009682:Magnetic Resonance Spectroscopy; D010084:Oxidation-Reduction; D010936:Plant Extracts / Q000378:metabolism; D010946:Plants, Medicinal / Q000737:chemistry*; D012717:Sesquiterpenes; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D013141:Spiro Compounds / Q000378:metabolism*
D010936:Plant Extracts; D012717:Sesquiterpenes; D013141:Spiro Compounds; C065858:hinesol