Synthesis of Indole and Benzimidazole Substituted Novel 16-Arylidene Steroid Derivatives

Karatas S., ÇAPAN İ., SERVİ S.

LETTERS IN ORGANIC CHEMISTRY, vol.16, no.11, pp.884-890, 2019 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 16 Issue: 11
  • Publication Date: 2019
  • Doi Number: 10.2174/1570178616666190305130217
  • Journal Name: LETTERS IN ORGANIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.884-890
  • Keywords: Dehydroepiandrosterone, indole, benzimidazole, 16-arylidene steroids, O-alkylated 4-hydroxybenzaldehydes, Aldol condensation, BIOLOGICAL EVALUATION, ANTICANCER, DEHYDROEPIANDROSTERONE, INHIBITION
  • Gazi University Affiliated: Yes

Abstract

Novel aza-heterocyclic substituted dehydroepiandrosterone derivatives were synthesized through a three-step reaction sequence. Some new O-alkylated 4-hydroxybenzaldehydes were synthesized from the reaction of substituted benzaldehydes with dihalogen compounds which have different chain lengths. 16-Arylidene steroids were synthesized from the base-catalyzed aldol condensation of O-alkylated 4-hydroxybenzaldehydes and dehydroepiandrosterone. New indolyl and benzimidazolyl substituted steroid derivatives as hybrid molecules were obtained from the reaction of 16-arylidene steroids with indole or benzimidazole.