Synthesis of 6(alpha, beta)-aminocholestanols as ergosterol biosynthesis inhibitors

Bioorg Med Chem Lett. 1998 Dec 15;8(24):3627-30. doi: 10.1016/s0960-894x(98)00661-1.

Abstract

delta 7-5-Desaturase catalyses one of the last steps in ergosterol biosynthesis in fungi. Moreover delta 5-unsaturation is necessary for the sparking function. Synthesis of three pairs of C-6 epimeric cholestanol derivatives are described as potential growth inhibitors. Preliminary results suggest that 6 beta-aminocholestanol is a potent antifungal agent.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology
  • Candida albicans / drug effects
  • Candida albicans / growth & development
  • Candida albicans / metabolism
  • Cholestanols / chemical synthesis*
  • Cholestanols / chemistry
  • Cholestanols / pharmacology
  • Ergosterol / antagonists & inhibitors*
  • Ergosterol / biosynthesis
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Saccharomyces cerevisiae / drug effects
  • Saccharomyces cerevisiae / growth & development
  • Saccharomyces cerevisiae / metabolism

Substances

  • Antifungal Agents
  • Cholestanols
  • Ergosterol