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Microbial transformation of 3-desoxy-dihydromorphinanes
Authors:G Spassov  W R Abraham  K Kieslich  H Schmidhammer  A Brossi  G Snatzke  R Vlahov
Institution:(1) Institute of Organic Chemistry with Center of Phytochemistry, Bulgaria Academy of Sciences, 1113 Sofia, Bulgaria;(2) Gesellschaft für Biotechnologische Forschung mbH, Mascheroder Weg 1, D-3000 Braunschweig, Federal Republic of Germany;(3) National Institute of Arthritis, Diabetes and Digestive and Kindney Disorders, 20205 Bethesda, Maryland, USA;(4) Lehrstuhl für Strukturchemie der Ruhr-Universität Bochum, Postfach 102148, D-4630 Bochum 1, Federal Republic of Germany
Abstract:Summary 3-Desoxymorphinanes should be transformed by microbial hydroxylation of the aromatic ring to morphinanes. Instead of this reaction the investigated N-derivatives (H, CH3, COCH2OH and COCH2OCH2CH3) are reduced by several fungi to the 6-(R)-hydroxy structures. Rhizopus achlamydosporus cleaved additionally the ethoxy-acetyl-group to a hydroxy-acetate.
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