17 alpha-alkynyl-11 beta, 17-dihydroxyandrostane derivatives : a new class of potent glucocorticoids

Steroids. 1981 Dec;38(6):651-65. doi: 10.1016/0039-128x(81)90084-2.

Abstract

Replacement of the characteristic dihydroxyacetone side chain of corticoids by a 17 alpha-alkynyl-17 beta-hydroxy moiety was investigated. It was found that, in particular, the 17 alpha-propynyl substitution is favorable for high local anti-inflammatory activity with reduced systemic effects. Moreover, these compounds were found to be devoid of any affinity for the aldosterone receptor, and may thus be considered as pure glucocorticoids.

MeSH terms

  • Androstanols / chemical synthesis
  • Androstanols / metabolism
  • Animals
  • Glucocorticoids / chemical synthesis*
  • Glucocorticoids / metabolism
  • Glucocorticoids / therapeutic use
  • Mice
  • Rats
  • Receptors, Steroid / metabolism
  • Structure-Activity Relationship

Substances

  • Androstanols
  • Glucocorticoids
  • Receptors, Steroid