Synthesis, molecular docking and ADMET study of ionic liquid as anticancer inhibitors of DNA and COX-2, TOPII enzymes

Celik S., ALBAYRAK A. T., AKYÜZ S., Ozel A.

Journal of Biomolecular Structure and Dynamics, cilt.38, sa.5, ss.1354-1364, 2020 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 38 Sayı: 5
  • Basım Tarihi: 2020
  • Doi Numarası: 10.1080/07391102.2019.1604263
  • Dergi Adı: Journal of Biomolecular Structure and Dynamics
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, BIOSIS, Chemical Abstracts Core, EMBASE, MEDLINE
  • Sayfa Sayıları: ss.1354-1364
  • Anahtar Kelimeler: Ionic liquid, synthesis, DFT method, molecular modeling, molecular docking, SALICYLIC-ACID, CHEMOTHERAPEUTIC-AGENT, INTESTINAL-ABSORPTION, EPSILON-CAPROLACTAM, TOPOISOMERASE-II, DYNAMICS, ASPIRIN, DFT, PERMEABILITY, DISSOLUTION
  • İstanbul Üniversitesi Adresli: Evet

Özet

A new ionic liquid was synthesized by the reaction of caprolactam with salicylic acid (CL-SA) and characterized by analysis of spectroscopic and DSC data. The optimized geometry and the electrostatic potential map of CL-SA were calculated with DFT method using the wb97xd/6-31++G(d,p) level of theory. Molecular docking study of the CL-SA was carried out to clarify the probable binding modes between the title compound and DNA and COX-2 and TOPII enzymes. In silico ADMET study was also performed for predicting pharmacokinetic and toxicity profile of the synthesized ionic liquid which expressed good oral drug-like behavior and non-toxic nature. It was revealed that the compound has a potential to become a lead molecule in drug discovery process.