Novel N-Acyl Hydrazone Compounds as Promising Anticancer Agents: Synthesis and Molecular Docking Studies


Biliz Y., HASDEMİR B., BAŞPINAR KÜÇÜK H., Zaim M., Senturk A. M., Kirmizibekmez A. M., ...Daha Fazla

ACS OMEGA, cilt.8, sa.22, ss.20073-20084, 2023 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 8 Sayı: 22
  • Basım Tarihi: 2023
  • Doi Numarası: 10.1021/acsomega.3c02361
  • Dergi Adı: ACS OMEGA
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Directory of Open Access Journals
  • Sayfa Sayıları: ss.20073-20084
  • İstanbul Üniversitesi Adresli: Evet

Özet

In this study, anew series of N-acylhydrazones 7a-e, 8a-e, and 9a-e, starting frommethyl delta-oxo pentanoate with different substituted groups 1a-e, were synthesized as anticancer agents. The structuresof obtained target molecules were identified by spectrometric analysismethods (FT-IR, H-11 NMR, C-13 NMR, and LC-MS).The antiproliferative activity of the novel N-acylhydrazones was evaluated on the breast (MCF-7) and prostate (PC-3)cancer cell lines by an MTT assay. Additionally, breast epithelialcells (ME-16C) were used as reference normal cells. All newly synthesizedcompounds 7a-e, 8a-e, and 9a-e exhibited selective antiproliferative activity with high toxicityto both cancer cells simultaneously without any toxicity to normalcells. Among these novel N-acyl hydrazones, 7a-e showed the most potent anticancer activities with IC50 values at 7.52 +/- 0.32-25.41 +/- 0.82 and10.19 +/- 0.52-57.33 +/- 0.92 mu M against MCF-7and PC-3 cells, respectively. Also, molecular docking studies wereapplied to comprehend potential molecular interactions between compoundsand target proteins. It was seen that the docking calculations andthe experimental data are in good agreement.