Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Digitalis Glycosides. XIX. Microbiological Transformation of Digitoxigenin Derivatives by Absidia orchidis
Tamotsu OkumuraYoshio NozakiDaisuke Satoh
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1964 Volume 12 Issue 10 Pages 1143-1151

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Abstract
Through the microbiological transformation of 3β, 14, 21-trihydroxy-14β-pregnan-20-one (III) and 4, 5-dehydrodigitoxigenone (IV) by Absidia orchidis, several kinds of products were isolated, and the structure and configuration of three hydroxylated products, one from III and two from IV, were clarified ; 1β, 3β, 14, 21-tetrahydroxy-14β-pregnan-20-one (V), 7β, 12β-dihydroxy-4, 5-dehydrodigitoxigenone (VIII), and 7β-hydroxy-4, 5-dehydrodigitoxigenone (IX). Based on these experimental results, the relationships between the structure of substrate and the positions to be hydroxylated in the microbiological transformation of cardiac aglycone derivatives by A.orchidis were discussed.
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© The Pharmaceutical Society of Japan
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