Investigation of reactive properties, adsorption on fullerene, DFT, molecular dynamics simulation of an anthracene derivative targeting dihydrofolate reductase and human dUTPase


Mary Y. S., Mary Y. S., Armakovic S., Armakovic S. J., Yadav R., ÇELİK İ., ...More

JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS, vol.40, no.21, pp.10952-10961, 2022 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 40 Issue: 21
  • Publication Date: 2022
  • Doi Number: 10.1080/07391102.2021.1953602
  • Journal Name: JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, BIOSIS, Chemical Abstracts Core, EMBASE, MEDLINE
  • Page Numbers: pp.10952-10961
  • Keywords: DFT, adsorption, fullerene, MD simulations, local reactivity, VIBRATIONAL-SPECTRA, TOPOISOMERASE-II, FORCE-FIELD, HOMO-LUMO, CONFORMATIONAL-ANALYSIS, FT-RAMAN, MITOXANTRONE, DNA, DOCKING, NBO
  • Erciyes University Affiliated: Yes

Abstract

Anthracenes are aromatic compounds with flexible structure and reactivity which are of great interest to theoretical and experimental chemists. Theoretical investigations of 1,4-dihydroxy-5,8-bis[2-(2-hydroxyethylamino)ethylamino]anthracene-9,10-dione (Mitoxantrone) (DDEA) based on density functional theory, molecular dynamics and adsorption on fullerene are reported in the present research. The suitable situation for adsorption with fullerene (C60) is the cyclohex-2-ene-1,4-dione ring of DDEA. Selected quantum-molecular descriptors have been calculated to predict the most reactive sites of the DDEA molecule. Interactions of DDEA with water have been studied using MD simulations. MD simulations were also used to study solubility parameter, a significant quantity for the development of pharmaceutical formulations. The affinity of DDEA on human dihydrofolate reductase and deoxyuridine triphosphatase enzymes was investigated by MD simulation of the protein-ligand complex obtained by molecular docking study. Communicated by Ramaswamy H. Sarma