Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Degradation of (+)-Cyanidanol-3 by Sodium Sulfite in Aqueous Solution
KOICHI AKIMOTOISAO SUGIMOTO
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Keywords: hepatoprotector
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1983 Volume 31 Issue 1 Pages 214-220

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Abstract

The reaction of (+)-cyanidanol-3 with sodium sulfite in aqueous solution was investigated. (+)-Cyanidanol-3 was degraded by sodium sulfite in aqueous solution to afford a water-soluble degradation product, which was assumed to be (+)-cyanidanol-3 carrying the sodium sulfonate function in place of the aliphatic hydroxy group at the C-3 position. Further, it was found that the rate of degradation of (+)-cyanidanol-3 by sodium sulfite was approximately the same as that of epicatechin, that the rate was proportional to the concentration of sodium sulfite and to the sum of the concentrations of (+)-cyanidanol-3 and sodium sulfite, and that (+)-cyanidanol-3 or epicatechin was degraded more rapidly by sodium sulfite as the pH was increased. The activation energy of the degradation was calculated to be 28 kcal/mol at pH 8.0 from Arrhenius plots.

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© The Pharmaceutical Society of Japan
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