Structural, Electronic, Vibrational and Pharmacological Investigations of Highly Functionalized Diarylmethane Molecules Using DFT Calculations, Molecular Dynamics and Molecular Docking

Abstract

Present work describes the UV-Visible and FT-IR spectral behavior of highly functionalized diarylmethanes via theoretical investigations. Analyses of both theoretical and experimental UV data were in good agreement with the assigned bands. In addition, calculations pertaining to natural bond orbitals (NBOs) and mapped molecular electrostatic potential surface (MEPS) were also performed, revealing that the strongest hyperconjugative intramolecular interactions involves the p ⟶ p * , LP ⟶ r * and n ! p à transitions in the D and A rings. Further, the theoretical vibrational analysis revealed several characteristic vibrations that may be used as a diagnostic tool for other diarylmethanes and also indicated that the experimental bands related to the nitrile group occur in regions lower than usual, which confirms high conjugation of the triple bond with the aromatic system. Molecular dynamics (MD) and molecular docking calculations were performed in order to evaluate the behavior of such molecules in aqueous medium and the pharmacological potential. Another interesting observation in this study is the HOMO-LUMO analysis, which showed that the global reactivity values changed according to the type of substituent groups.

DFT Calculations and Molecular Docking Study in 6-(2”-Pyrrolidinone-5”-Yl)-(-) Epicatechin Molecule From Flavonoids

“…In particular, it requires low energy sensitivity to changes in molecular structure caused by core position displacement of PEP [14]. The DFT technique in the Gaussian 09 software was used to compute the optimum geometries, vibration frequencies, and energies of the molecular structure of PEP [15]. Lee's-Yang-Parr correlation function was formed based on 6-311G(d,p) and SDD basic set based program package with DFT/B3LYP method.…”

Metal free synthesis of thermally stable blue fluorescent m-terphenyls by ring transformation of 2H-pyran-2-ones: chemical synthesis, spectroscopy and computational studies

“…22 Furthermore, it was observed that the poly aromatic compounds with donor-acceptor cores have exceptional uorescence. [23][24][25][26][27][28][29] To highlight the photophysical characteristics of extended conjugation systems, we have synthesized phenyl substituted m-terphenyl scaffolds.…”