Synthesis and biological evaluation of novel C6-cyclo secondary amine substituted purine steroid-nucleosides analogues

Steroids. 2014 Jul:85:13-7. doi: 10.1016/j.steroids.2014.03.017. Epub 2014 Apr 12.

Abstract

Novel C6-cyclo secondary amine substituted purine steroid-nucleoside analogues (2-9) were efficiently synthesized through displacement of the C6 chloro on the purine ring of series 1 with versatile cyclic secondary amines, including pyrrolidines, piperidine, morpholine, and piperazines. All the newly-synthesized compounds were evaluated for their anticancer activity in vitro against Hela, PC-3 and MCF-7 cell lines. Among them, compounds 5c and 6b exhibited significant cytotoxicity on PC-3 cell lines.

Keywords: 4-Azasteroid; Anticancer activity; Cyclic secondary amines; Purine; Steroid-nucleosides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemical synthesis*
  • Amines / chemistry
  • Antiviral Agents / administration & dosage
  • HeLa Cells
  • Humans
  • MCF-7 Cells
  • Nucleosides / chemistry
  • Purines / chemical synthesis*
  • Purines / chemistry
  • Steroids / chemical synthesis*
  • Steroids / chemistry

Substances

  • Amines
  • Antiviral Agents
  • Nucleosides
  • Purines
  • Steroids
  • purine