Synthesis and anticancer activities of novel 8-azapurine carbocyclic nucleoside hydrazones

Bioorg Med Chem Lett. 2015 Oct 15;25(20):4461-3. doi: 10.1016/j.bmcl.2015.09.002. Epub 2015 Sep 2.

Abstract

A series of novel 8-azapurine carbocyclic nucleoside hydrazones were synthesized through a useful procedure starting from amino alcohol and pyrimido dichloride. All the products were characterized by (1)H NMR, (13)C NMR and HRMS spectral analysis and the stereochemical structure of key intermediate was also confirmed by a single crystal X-ray diffraction crystallographic analysis. Moreover, the anticancer activities were evaluated in vitro against human liver cancer Huh-7 cell line and human breast cancer A549 cell line.

Keywords: 8-Azapurine; Anticancer; Carbocyclic nucleoside; Hydrazones.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Crystallography, X-Ray
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Humans
  • Models, Molecular
  • Molecular Structure
  • Nucleosides / chemical synthesis
  • Nucleosides / chemistry
  • Nucleosides / pharmacology*
  • Purines / chemical synthesis
  • Purines / chemistry
  • Purines / pharmacokinetics*
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Nucleosides
  • Purines