Novel pyrazole‐based benzofuran derivatives as anticancer agents: Synthesis, biological evaluation and molecular docking investigations

Ameziane El Hassani I., Altay A., Karrouchi K., Yeniçeri E., Türkmenoğlu B., Assila H., ...More

CHEMISTRY AND BIODIVERSITY, vol.20, no.10, pp.1-16, 2023 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 20 Issue: 10
  • Publication Date: 2023
  • Doi Number: 10.1002/cbdv.202301145
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Agricultural & Environmental Science Database, Aquatic Science & Fisheries Abstracts (ASFA), CAB Abstracts, Chemical Abstracts Core, EMBASE, MEDLINE, Veterinary Science Database
  • Page Numbers: pp.1-16
  • Erzincan Binali Yildirim University Affiliated: Yes


In this work, the design, synthesis and mechanistic studies of a novel pyrazole‐based benzofuran derivatives 1‐8 as anticancer agents were discussed. Cytotoxic potency of the title compounds was evaluated against the lung carcinoma A‐549, human‐derived colorectal adenocarcinoma HT‐29, breast adenocarcinoma MCF‐7 cells as well as mouse fibroblast 3T3‐L1 cells using XTT assay. Anticancer mechanistic studies were carried out with flow cytometry. XTT results revealed that all compounds exhibited dose‐dependent anti‐proliferative activity against the tested cancer cells, and especially compound 2 showed the strongest anti‐proliferative activity with an IC50 value of 7.31 µM and the highest selectivity (15.74) on MCF‐7 cells. Flow cytometry results confirmed that the cytotoxic power of the compound 2 on MCF‐7 cells is closely related to the mitochondrial membrane damage, caspase activation, and apoptosis orientation. Finally, molecular docking studies were applied to determine the interactions between compound 2 and caspase‐3 via in‐silico approaches. By molecular docking studies, free binding energy (ΔGBind), docking score, Glide score values as well as amino acid residues in the active binding site were determined. Consequently, these results constitute a preliminary data for in vivo anticancer studies and have the potential as a chemotherapeutic agent.