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Synthesis of steroids with nitrogen-containing substituents in ring D (Review)

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Chemistry of Heterocyclic Compounds Aims and scope

Data published over the last 15 years on the chemical synthesis of biologically active steroids with nitrogen-containing substituents (mostly containing nitrogen heterocycles) in ring D are reviewed. Modern methods for the synthesis of nitrogen-containing derivatives from 17-keto steroids and 20-keto steroids and certain other methods for the synthesis of the target products are discussed. Concise data are also presented on three of the most important biological targets for nitrogen-containing steroids: enzymes 17α-hydroxylase-17/20-lyase (CYP17), aromatase (CYP19), and 24-sterol methyltransferase (SMT).

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The work was carried out with financial support from the Russian Foundation for Basic Research (grants 09-04-000454-a and 10-04-90044-Bel_a).

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  1. V. N. Orekhovich Institute of Biomedical Chemistry, Russian Academy of Medical Sciences, 10 Pogodinskaya St., Moscow, 119121, Russia

    S. V. Stulov & A. Yu. Misharin

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1536–1582, October, 2012.

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Stulov, S.V., Misharin, A.Y. Synthesis of steroids with nitrogen-containing substituents in ring D (Review). Chem Heterocycl Comp 48, 1431–1472 (2013). https://doi.org/10.1007/s10593-013-1158-8

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