Open AccessGeometry, tautomerism and non-covalent interactions of the drug halofuginone with the carbon-nanotube and γ-Fe2O3 nanoparticles: A DFT study
Author(s) -
Shima Kazeri-shandiz,
S. Ali Beyramabadi,
Ali Morsali
Publication year - 2018
Publication title -
journal of the serbian chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.227
H-Index - 45
eISSN - 1820-7421
pISSN - 0352-5139
DOI - 10.2298/jsc170608100k
Subject(s) - tautomer , intramolecular force , conformational isomerism , intermolecular force , non covalent interactions , carbon nanotube , density functional theory , computational chemistry , covalent bond , nanoparticle , chemistry , materials science , hydrogen bond , nanotechnology , molecule , stereochemistry , organic chemistry
Halofuginone is a potential anti-malarial drug, which could exist as three possible tautomers. Herein, using density functional theory (DFT), and handling the solvent effects with the PCM model, the tautomerism of halofuginone was investigated. Intramolecular H-bonds play an important role in the stability of the tautomers. The conformer H1a is the most stable. Noncovalent interactions of the H1a conformer with the armchair (5,5) single-wall carbon nanotubes and ?-Fe2O3 nanoparticles were explored in several manners. The most stable form of them was determined. The intermolecular H-bonds play a substantial role in the energy behavior of the interaction between ?-Fe2O3 nanoparticles and halofuginone.