Synthesis and biological activity of 2'-deoxy-4'-thio pyrimidine nucleosides

J Med Chem. 1991 Aug;34(8):2361-6. doi: 10.1021/jm00112a007.

Abstract

2'-Deoxy-4'-thiocytidine (7 beta), 2'-deoxy-4'-thiouridine (9), and 4'-thiothymidine (10) have been synthesized and evaluated for cytotoxicity in vitro. All these compounds were cytotoxic to L1210, H-Ep-2, and CCRF-CEM cell lines. 4'-Thiothymidine was also active against herpes simplex 1 and human cytomegalovirus in cell culture.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / therapeutic use
  • Antiviral Agents / chemical synthesis
  • Antiviral Agents / pharmacology
  • Carcinoma, Squamous Cell / drug therapy
  • Chemical Phenomena
  • Chemistry
  • Cytomegalovirus / drug effects
  • Deoxycytidine / analogs & derivatives*
  • Deoxycytidine / chemical synthesis
  • Deoxycytidine / therapeutic use
  • Deoxyuridine / analogs & derivatives*
  • Deoxyuridine / chemical synthesis
  • Deoxyuridine / pharmacology
  • Deoxyuridine / therapeutic use
  • Humans
  • Leukemia L1210 / drug therapy
  • Leukemia, T-Cell / drug therapy
  • Mice
  • Simplexvirus / drug effects
  • Thionucleosides / chemical synthesis*
  • Thionucleosides / therapeutic use
  • Thiouridine / analogs & derivatives*
  • Thiouridine / chemical synthesis
  • Thiouridine / pharmacology
  • Thiouridine / therapeutic use
  • Thymidine / analogs & derivatives*
  • Thymidine / chemical synthesis
  • Thymidine / therapeutic use
  • Tumor Cells, Cultured

Substances

  • Antineoplastic Agents
  • Antiviral Agents
  • Thionucleosides
  • Deoxycytidine
  • 2'-deoxy-4'-thiocytidine
  • 2'-deoxy-4'-thiouridine
  • 4'-thiothymidine
  • Thiouridine
  • Thymidine
  • Deoxyuridine