Three Component One-Pot Synthesis and Antiproliferative Activity of New [1,2,4]Triazolo[4,3- a]pyrimidines

Molecules. 2023 May 5;28(9):3917. doi: 10.3390/molecules28093917.

Abstract

A series of new [1,2,4]triazolo[4,3-a]pyrimidine derivatives was prepared using a one-pot three-component synthesis from 5-amino-1-phenyl-1H-1,2,4-triazoles, aromatic aldehydes and ethyl acetoacetate. The compound structures were confirmed by IR, 1H-NMR, 13C-NMR, HRMS and X-ray analyses. The biological activity of these compounds as antitumor agents was evaluated. Their antitumor activities against cancer cell lines (MDA-MB-231 and MCF-7) were tested by the MTT in vitro method. Among them, compounds 4c and 4j displayed the best antitumor activity with IC50 values of 17.83 μM and 19.73 μM against MDA-MB-231 and MCF-7 cell lines, respectively, compared to the Cisplatin reference.

Keywords: antitumoral; breast cancer; multicomponent reaction; one-pot reaction; triazolopyrimidine.

MeSH terms

  • Antineoplastic Agents* / chemistry
  • Cell Line, Tumor
  • Cell Proliferation
  • Cisplatin / pharmacology
  • Drug Screening Assays, Antitumor
  • Humans
  • MCF-7 Cells
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Pyrimidines* / chemistry
  • Structure-Activity Relationship

Substances

  • Pyrimidines
  • Antineoplastic Agents
  • Cisplatin

Grants and funding

This research received no external funding.