Exploring the Biological Activity of a Library of 1,2,5-Oxadiazole Derivatives Endowed With Antiproliferative Activity

Anticancer Res. 2019 Jan;39(1):135-144. doi: 10.21873/anticanres.13089.

Abstract

Background/aim: The identification of a series of oxadiazole-based compounds, as promising antiproliferative agents, has been previously reported. The aim of this study was to explore the SAR of newly-synthesized oxadiazole derivatives and identify their molecular targets.

Materials and methods: A small library of 1,2,5-oxadiazole derivatives was synthetized and their antiproliferative activity was tested by the MTT assay. Their interaction with topoisomerase I was evaluated and a molecular docking study was performed.

Results: Several candidates showed cytotoxicity towards two human tumor cell lines, HCT-116 (colorectal carcinoma) and HeLa (cervix adenocarcinoma). Some derivatives exhibited inhibitory effects on the catalytic activity of topoisomerase I and this effect was supported by docking studies.

Conclusion: The enzyme inhibition results, although not directly related to cytotoxicity, suggest that a properly modified 1,2,5 oxadiazole scaffold could be considered for the development of new anti-topoisomerase agents.

Keywords: HCT-116; HeLa; Oxadiazoles; cytotoxicity; docking studies; topoisomerase I.

MeSH terms

  • Cell Proliferation / drug effects*
  • DNA Topoisomerases, Type I / drug effects
  • Drug Screening Assays, Antitumor
  • HCT116 Cells
  • HeLa Cells
  • Humans
  • Molecular Docking Simulation*
  • Neoplasms / drug therapy*
  • Neoplasms / pathology
  • Oxadiazoles / chemical synthesis
  • Oxadiazoles / chemistry*
  • Oxadiazoles / pharmacology
  • Structure-Activity Relationship

Substances

  • Oxadiazoles
  • DNA Topoisomerases, Type I
  • TOP1 protein, human