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http://dx.doi.org/10.3839/jabc.2008.004

Synthesis and the Absolute Configurations of Isoflavanone Enantiomers  

Won, Dong-Ho (Metalloenzyme Research Group and Department of Biotechnology, Chung-Ang University)
Shin, Bok-Kyu (Metalloenzyme Research Group and Department of Biotechnology, Chung-Ang University)
Han, Jae-Hong (Metalloenzyme Research Group and Department of Biotechnology, Chung-Ang University)
Publication Information
Journal of Applied Biological Chemistry / v.51, no.1, 2008 , pp. 17-19 More about this Journal
Abstract
Isoflavanone has been synthesized from the reduction of isoflavone in nearly quantitative yield. Isoflavone with seven equivalents of ammonium formate in the presence of Pd/C in ethanol under $N_2$ atmosphere exclusively produced the two-electron reduced product in two hours. It was characterized by various spectroscopic methods, including UV-VIS, EI-MS, $^1H$-NMR, $^{13}C$-NMR and $^1H$, $^1H$-COSY. The racemic mixture was separated by Sumi-Chiral column chromatography and the absolute configurations of the enantiomers were characterized by circular dichroism spectroscopy.
Keywords
absolute configuration; circular dichroism (CD); flavonoids; isoflavanone; palladium on activated carbon (Pd/C);
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Times Cited By KSCI : 1  (Citation Analysis)
Times Cited By SCOPUS : 6
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