2. Academic Validation
  3. Efficient chemoenzymatic synthesis, cytotoxic evaluation, and SAR of epoxysterols

Efficient chemoenzymatic synthesis, cytotoxic evaluation, and SAR of epoxysterols

  • J Med Chem. 2009 Jul 9;52(13):4007-19. doi: 10.1021/jm9003973.
João F S Carvalho 1,  M Manuel Cruz Silva,  João N Moreira,  Sérgio Simões,  M Luisa Sá E Melo
Affiliations

Affiliation

  • 1 Centro de Estudos Farmaceuticos, Laboratorio Quiimica Farmaceutica, Faculdade de Farmacia, Universidade de Coimbra, 3000-548 Coimbra, Portugal.
PMID: 19473028 DOI: 10.1021/jm9003973
Abstract

A library of diastereomerically pure epoxysterols, prepared by combining chemical and enzymatic methodologies, was evaluated for cytotoxicity toward human Cancer and noncancer cell lines. Unsaturated Steroids were oxidized by magnesium bis(monoperoxyphthalate) hexahydrate in acetonitrile, and the resulting epimeric epoxides were enzymatically separated using Novozym 435 or Lipase AY. Some of the synthesized epoxysterols have potent cytotoxicity and higher activity on Cancer cell lines HT29 and LAMA-84.

Figures