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Transformed steroids

195. Introduction of the 9α-hydroxygroup into Δ5-3β-hydroxysteroids byCircinella sp. mold

  • Chemistry of Natural Compounds and Bioorganic Chemistry
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

A preparative method for 9a-hydroxylation of Δ5-3β-hydroxysteroids using the fungi ofCircinella sp. 10Kh-1220 not capable of modifying theA ring has been developed. It is established that the yields of the main and the side products greatly depend on the transformation conditions, mycelium age, and the structure of the steroid substrate. Under the optimal transformation conditions novel 9α-hydroxysubstituted derivatives of androstenolone, pregnenolone, 16-dehydro-16α,17α-epoxy-, and-16α-methoxypregnenolone have been obtained in 36–80 % yields.

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation

    N. E. Voishvillo, Z. I. Istomina & A. V. Kamernitsky

Authors
  1. N. E. Voishvillo
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  2. Z. I. Istomina
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  3. A. V. Kamernitsky
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Additional information

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 737–743, April, 1994.

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Voishvillo, N.E., Istomina, Z.I. & Kamernitsky, A.V. Transformed steroids. Russ Chem Bull 43, 689–695 (1994). https://doi.org/10.1007/BF00699849

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  • DOI: https://doi.org/10.1007/BF00699849

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