Novel 1,2,4-triazoles derived from Ibuprofen: synthesis and in vitro evaluation of their mPGES-1 inhibitory and antiproliferative activity

Bahadır Bülbül, Kai Ding, Chang Guo Zhan, Gamze Çiftçi, Kemal Yelekçi, Merve Gürboğa, Özlem Bingöl Özakpınar, Esra Aydemir, Deniz Baybağ, Fikrettin Şahin, Necla Kulabaş, Sinem Helvacıoğlu, Mohammad Charehsaz, Esra Tatar, Süheyla Özbey, İlkay Küçükgüzel

Research output: Contribution to journalArticlepeer-review

2 Scopus citations


Abstract: Some novel triazole-bearing ketone and oxime derivatives were synthesized from Ibuprofen. In vitro cytotoxic activities of all synthesized molecules against five cancer lines (human breast cancer MCF-7, human lung cancer A549, human prostate cancer PC-3, human cervix cancer HeLa, and human chronic myelogenous leukemia K562 cell lines) were evaluated by MTT assay. In addition, mouse embryonic fibroblast cells (NIH/3T3) were also evaluated to determine the selectivity. Compounds 18, 36, and 45 were found to be the most cytotoxic, and their IC50 values were in the range of 17.46–68.76 µM, against the tested cancer cells. According to the results, compounds 7 and 13 demonstrated good anti-inflammatory activity against the microsomal enzyme prostaglandin E2 synthase-1 (mPGES-1) enzyme at IC50 values of 13.6 and 4.95 µM. The low cytotoxicity and non-mutagenity of these compounds were found interesting. Also, these compounds significantly prevented tube formation in angiogenesis studies. In conclusion, the anti-inflammatory and angiogenesis inhibitory activities of these compounds without toxicity suggested that they may be promising agents in anti-inflammatory treatment and they may be supportive agents for the cancer treatment. Graphical abstract: [Figure not available: see fulltext.].

Original languageEnglish
Pages (from-to)2185-2215
Number of pages31
JournalMolecular Diversity
Issue number5
StatePublished - Oct 2023

Bibliographical note

Funding Information:
This work has been supported by Marmara University Scientific Research Projects Coordination Unit under grant number SAG-A-070617-0336.

Publisher Copyright:
© 2022, The Author(s), under exclusive licence to Springer Nature Switzerland AG.


  • 1,2,4-Triazole
  • Angiogenesis
  • Atropisomer
  • Cancer
  • Cytotoxicity
  • Diastereotope
  • X-ray diffraction
  • mPGES-1

ASJC Scopus subject areas

  • Catalysis
  • Information Systems
  • Molecular Biology
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry


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