Spectroscopic, antimicrobial and computational study of novel benzoxazole derivative


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Beegum S., Mary Y S., Panicker C. Y. , Armaković S., Armaković S. J. , ARISOY M., ...More

Journal of Molecular Structure, vol.1176, pp.881-894, 2019 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 1176
  • Publication Date: 2019
  • Doi Number: 10.1016/j.molstruc.2018.09.019
  • Journal Name: Journal of Molecular Structure
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.881-894
  • Keywords: Benzoxazole, DFT, Spectroscopy, ALIE, BDE, RDF, MOLECULAR-DYNAMICS SIMULATIONS, LOCAL IONIZATION ENERGIES, FT-IR, PHOTOCATALYTIC DEGRADATION, HOMO-LUMO, OPTOELECTRONIC PROPERTIES, VIBRATIONAL-SPECTRA, NEURAL NETWORKS, FUKUI FUNCTIONS, DRUG DISCOVERY
  • Lokman Hekim University Affiliated: Yes

Abstract

© 2018 Elsevier B.V.A benzoxazole derivative, 2-(p-methylphenyl)-5-(2-(4-ethylpiperazine-1-yl)acetamido) benzoxazole (PMPEPAB) has been synthesized and investigated for its spectroscopic properties within the framework of density functional theory (DFT) calculations and molecular dynamics (MD) simulations. Potential energy distribution analysis was employed in order to assign and compare computationally and experimentally obtained wavenumbers. It was identified that the title compound exhibits antibacterial activity against Gram-positive, Gram-negative bacteria and their drug-resistant isolates and a fungus; Candida albicans. TD-DFT calculations have been used in order to understand charge transfer within PMPEPAB. Natural bond orbital analysis has been carried out to investigate stability of the molecule arising from charge delocalization and hyper-conjugative interactions. Local reactivity properties have been assessed using the MEP and ALIE surfaces and Fukui functions. Stability in water and sensitivity towards hydrolysis has been investigated by MD simulations and calculations of radial distribution functions, while sensitivity towards autoxidation mechanism has been studied by DFT calculations of bond dissociation energies for hydrogen abstraction. Drug likeness parameters are very competitive, while the binding affinity of the title compound with immunoglobulin tandem protein is −6.4 kcal/mol, indicating that title molecule is a candidate to be active component of a new drug for muscular dystrophy.