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Transformations, NMR studies and biological testing of some 17β-isoxazolyl steroids and their heterocyclic ring cleavage derivatives.

Authors
  • Baranovsky, Alexander1
  • Ladyko, Alesya2
  • Shkel, Tatsiana2
  • Sokolov, Sergey2
  • Strushkevich, Natallia3
  • Gilep, Andrey2
  • 1 Institute of Bioorganic Chemistry of the National Academy of Sciences of Belarus, Kuprevich Str. 5/2, 220143 Minsk, Belarus. Electronic address: [email protected] , (Belarus)
  • 2 Institute of Bioorganic Chemistry of the National Academy of Sciences of Belarus, Kuprevich Str. 5/2, 220143 Minsk, Belarus. , (Belarus)
  • 3 Skolkovo Institute of Science and Technology, Bol'shoy Bul'var, 30, 143026 Moscow, Russia.
Type
Published Article
Journal
Steroids
Publication Date
Nov 21, 2020
Volume
166
Pages
108768–108768
Identifiers
DOI: 10.1016/j.steroids.2020.108768
PMID: 33232722
Source
Medline
Keywords
Language
English
License
Unknown

Abstract

The synthesis and NMR structure analysis of a group of oxygenated steroids containing isoxazole, dihydrofuran, tetrahydrofuran rings or enamino carbonyl fragment in the side chain have been fulfilled. The prepared compounds were tested toward several enzymes (human cytochrome P450s CYP17, CYP19, CYP51 and CYP51 of pathogenic fungus Candida glabrata) as their potential inhibitors. A number steroids show a high level affinity (micro- and submicromole) for the enzyme-ligand complexes of the tested compounds with human CYP51, CYP19 and CYP51 of C. glabrata. Copyright © 2020 Elsevier Inc. All rights reserved.

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