Synthesis and Biological Evaluation of Novel Paracetamol-Triazole Conjugates


KULABAŞ N., GÜRBOĞA M., Özakpinar Ö. B., Liu J., Jakobsson P., DANIŞ Ö., ...More

Fabad Journal of Pharmaceutical Sciences, vol.48, no.3, pp.395-410, 2023 (Scopus, TRDizin) identifier

  • Publication Type: Article / Article
  • Volume: 48 Issue: 3
  • Publication Date: 2023
  • Doi Number: 10.55262/fabadeczacilik.1336831
  • Journal Name: Fabad Journal of Pharmaceutical Sciences
  • Journal Indexes: Scopus, EMBASE, International Pharmaceutical Abstracts, TR DİZİN (ULAKBİM)
  • Page Numbers: pp.395-410
  • Keywords: 1,2,4-triazole, cancer, COX-1/2, mPGES-1, Paracetamol
  • Marmara University Affiliated: Yes

Abstract

Some new triazole containing acetamide derivatives 9-20 using paracetamol as starting material were synthesized, and their structures were verified by FTIR, NMR (1H and 13C) and mass spectral data. Compounds 9-20 were tested against five human cancer cell lines (lung cancer A549, chronic myelogenous leukemia K562, breast cancer MCF-7, prostate cancer PC-3, neuroblastoma SH-SY5Y cell lines) for in vitro cytotoxic activities. They were also evaluated their cytotoxic effect on mouse embryonic fibroblast cells (NIH/3T3) to define selectivity by MTT assay. Additionally, we evaluated the potential mPGES-1 and COX-1/2 inhibitory effect of twelve target compounds 9-20. While none of the synthesized compounds exhibited significant inhibition against both cancer cells and mPGES-1 as well as COX-1/2, it was determined that they were not cytotoxic against healthy cells, too. Finally, ADMET properties of newly synthesized compounds were estimated using in silico methods.