Synthesis and biological evaluation of 13α-estrone derivatives as potential antiproliferative agents

Steroids. 2016 Sep:113:14-21. doi: 10.1016/j.steroids.2016.05.010. Epub 2016 Jun 2.

Abstract

13α-Estrone derivatives containing various substituents on C-3 and C-17 were synthesized, and evaluated by means of MTT assays for in vitro antiproliferative activity against a panel of human adherent cancer cell lines (HeLa, MCF-7, A2780 and A431). Compounds with N-benzyltriazolylmethoxy moieties on C-3 proved to be more potent than their 3-hydroxy or 3-ether counterparts. Some triazoles exerted substantial cytostatic effects against particular tumor cell lines, with submicromolar IC50 values.

Keywords: 13α-Estrone; 17-Deoxy-13α-estrone; Antiproliferative effect; Azide-alkyne cycloaddition.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Cycloaddition Reaction
  • Drug Screening Assays, Antitumor
  • Estrone / analogs & derivatives*
  • Estrone / chemical synthesis*
  • Estrone / chemistry
  • HeLa Cells
  • Humans
  • MCF-7 Cells
  • Molecular Structure

Substances

  • Antineoplastic Agents
  • Estrone