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Stereoselective epoxidation of curcumol and curdione by Cunninghamella elegans AS 3.2028

Paper ID Volume ID Publish Year Pages File Format Full-Text
51258 46836 2012 5 PDF Available
Title
Stereoselective epoxidation of curcumol and curdione by Cunninghamella elegans AS 3.2028
Abstract

Sesquiterpenes such as curcumol (1) and curdione (2) are the major ingredients of Rhizoma curcumae. Compounds (1) and (2) are isomers of one another and play important roles in Chinese Traditional Medicine. Microbial transformations of naturally occurring curcumol and curdione by Cunninghamella elegans AS 3.2028 were studied. In this research, stereoselective epoxidation at the double bond of curcumol led to 10S,14-epoxycurcumol (3) as the major metabolite, with no detectable 10R,14-epoxycurcumol (4). Epoxidation also occurred at the double bond of curdione, generating both (1S,10S)- and (1R,10R)-1,10-epoxycurdione (5) and (6). The diastereomeric excess (de) of the S diastereomer was 27%. The selectivity of the biotransformation is discussed.

Graphic abstractFigure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Biotransformations of curcumol and curdione by C. elegans AS 3.2028 are reported. ► Selective epoxidation at the double bond of curcumol and curdione was studied. ► The selectivity of the epoxidation biotransformation is discussed.

Keywords
Curcumol; Curdione; Selective epoxidation; Epoxycurcumol; Epoxycurdione; Cunninghamella elegans AS3.2028
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Stereoselective epoxidation of curcumol and curdione by Cunninghamella elegans AS 3.2028
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Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 28, 5 November 2012, Pages 191–195
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us