De novo synthesis of two new cytotoxic tiazofurin analogues with modified sugar moieties

Bioorg Med Chem Lett. 2003 Oct 6;13(19):3167-70. doi: 10.1016/s0960-894x(03)00712-1.

Abstract

A divergent synthesis of two novel tiazofurin analogues, 2-(3-deoxy-3-fluoro-beta-D-xylofuranosyl)thiazole-4-carboxamide (2) and 2-(3-acetamido-3-deoxy-beta-D-xylofuranosyl)thiazole-4-carboxamide (3), has been achieved starting from D-glucose. Both nucleoside analogues were evaluated for their in vitro cytotoxicity against several human leukaemia and solid tumour cell lines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / toxicity*
  • Cell Line
  • Cell Line, Tumor
  • Glucose / chemical synthesis
  • Glucose / toxicity
  • Humans
  • Ribavirin / analogs & derivatives*
  • Ribavirin / chemical synthesis*
  • Ribavirin / toxicity*

Substances

  • Antineoplastic Agents
  • Ribavirin
  • Glucose
  • tiazofurin