Spectroscopic, quantum mechanical and molecular docking studies of a new benzoxazole compound with an oxidoreductase enzyme and DNA

Zeyrek C. T., BOYACIOĞLU B., ARPACI Ö., ÜNVER H., ELMALI A.

JOURNAL OF MOLECULAR STRUCTURE, cilt.1136, ss.112-126, 2017 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1136
  • Basım Tarihi: 2017
  • Doi Numarası: 10.1016/j.molstruc.2017.02.008
  • Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.112-126
  • Anahtar Kelimeler: Benzoxazoles, Spectroscopy, Molecular docking, DFT, Oxidoreductase, DNA, NONLINEAR-OPTICAL PROPERTIES, FT-RAMAN, ANTIMICROBIAL ACTIVITY, HETEROCYCLIC-COMPOUNDS, CRYSTAL-STRUCTURE, 1ST-ROW ELEMENTS, AB-INITIO, BASIS-SET, IR, DERIVATIVES
  • Ankara Üniversitesi Adresli: Evet

Özet

The spectroscopic, theoretical molecular structure, full vibrational band assignments, MEP, NBO, frontier molecular orbitals, and NLO effects, and molecular docking studies of 5-ethylsulphonyl-2-(p-ethylphenyl)-benzoxazole, C17H17SO3N, (L) have been presented in this work. The quantum mechanical calculations have been performed by using the Hartree-Fock (HF)/6-311++G(d,p) and density functional theory (DFT) with the B3LYP/6-311++G(d,p) levels. Calculated vibrational frequencies have been compared with the experimental FT-IR spectra. The natural bond orbital (NBO) analysis has been performed to determine the hyper conjugative interactions. Frontier molecular orbitals have been defined to predict the chemical parameters of the L The first order hyperpolarizability of L was calculated to find its role in nonlinear optics. Molecular docking of L with the oxidoreductase enzyme nicotinamide adenine dinucleotide phosphate (NADPH) exhibited the good binding affinity with energy of -8.8 kcal/mol. The molecular docking was also done to identify the interaction of L with the DNA. (C) 2017 Elsevier B.V. All rights reserved.