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Russian Journal of Bioorganic Chemistry

, Volume 32, Issue 6, pp 586–594 | Cite as

Synthesis of (24S)-hydroxy-and (24S)-24,25-epoxycholesterol analogues, potential agonists of nuclear LXR receptors

  • V. A. Khripach
  • V. N. Zhabinskii
  • A. V. Antonchick
  • A. P. Antonchick
Article

Abstract

A new approach to the synthesis of a series of isomeric 24-hydroxy-and 24,25-epoxysteroids starting from lithocholic acid was proposed. Sharpless asymmetric hydroxylation of intermediate Δ24-olefines was used as a reaction determining the stereochemistry of target compounds. The resulting derivatives are potential agonists of nuclear receptors LXRα and LXRβ and are potentially useful in the structure-function studies.

Key words

asymmetric hydroxylation cholesterol oxysterols steroids 

Abbreviations

DHP

dihydropyran

Ms

methanesulfonyl

Thp

tetrahydropyranyl

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Copyright information

© Pleiades Publishing, Inc. 2006

Authors and Affiliations

  • V. A. Khripach
    • 1
  • V. N. Zhabinskii
    • 1
  • A. V. Antonchick
    • 1
  • A. P. Antonchick
    • 1
  1. 1.Institute of Bioorganic ChemistryNational Academy of Sciences of BelarusMinskBelarus

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