14β-(Isoxazol-3-yl)methylestrane Steroids: Chemoselective Synthesis and Transformations with Heterocyclic Ring Opening


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Abstract

Steroids containing an isoxazole, isoxazoline, or enaminocarbonyl substituent at C-14 and a C-14-C-15-fused pyrrolidine ring were synthesized. The influence of solvents on the result of dipolar cycloaddition and solvolysis of bridged nitrosteroids was evaluated. Cytotoxicity testing of estrone analogs on cancer cells of various origins revealed activity against breast, colorectal, prostate, and lung cancer cells.

About the authors

A. V. Baranovsky

Institute of Bioorganic Chemistry

Author for correspondence.
Email: baranovsky@iboch.by
Belarus, ul. Kuprevicha 5/2, Minsk, 220147

A. S. Ladyko

Institute of Bioorganic Chemistry

Email: alex.scherbakov@gmail.com
Belarus, ul. Kuprevicha 5/2, Minsk, 220147

V. A. Shatskaya

Blokhin National Medical Research Center of Oncology

Email: alex.scherbakov@gmail.com
Russian Federation, Kashirskoe shosse 24, Moscow, 115522

A. M. Scherbakov

Blokhin National Medical Research Center of Oncology

Author for correspondence.
Email: alex.scherbakov@gmail.com
Russian Federation, Kashirskoe shosse 24, Moscow, 115522

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