SYNTHESIS, ANTI-HEPATITIS B AND C VIRUS ACTIVITY AND ANTITUMOR SCREENING OF NOVEL THIAZOLO[4,5-D]-PYRIMIDINE DERIVATIVES

Acta Pol Pharm. 2016 Jan-Feb;73(1):107-14.

Abstract

The paper describes the synthesis, antivirus and antitumor evaluation of novel thiazolo[4,5-d]pyrim- idine derivatives. The target compounds 3a-h were synthesized by cyclocondensation of 4-amino-N'-(phenyl- methylidene)-3-phenyl-2-thioxo-2,3-dihydrothiazole-5-carbohydrazides 2a-d with aromatic aldehydes. The structures of new compounds were determined by IR, ¹H-NMR and elemental analysis. Thiazolopyrimidines 3a and 3d-h were screened by the National Institute of Allergy and Infectious Diseases against various viruses. Four compounds 3e-h showed in vitro anti-HCV activity. One (3e) demonstrated significant activity against HBV and was submitted to an anti-HBV in vivo assay but had a low bioavailability. As a result of antitumor study, compound 3h was found to be most potent against leukemia SR.

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology
  • Antiviral Agents / chemical synthesis*
  • Antiviral Agents / pharmacology
  • Drug Screening Assays, Antitumor
  • Hepacivirus / drug effects*
  • Hepatitis B virus / drug effects*
  • Pyrimidines / chemical synthesis*
  • Pyrimidines / pharmacology
  • Thiazoles / chemical synthesis*
  • Thiazoles / pharmacology

Substances

  • Antineoplastic Agents
  • Antiviral Agents
  • Pyrimidines
  • Thiazoles