Structural and spectroscopic characterization of a novel potential anti-inflammatory agent 3-(adamantan-1-yl)-4-ethyl-1H-1,2,4-triazole-5(4H)thione by first principle calculations

被引:16
作者
Al-Tamimi, Abdul-Malek S. [1 ]
El-Emam, Ali A. [2 ]
Al-Deeb, Omar A. [2 ]
Prasad, Onkar [3 ]
Pathak, Shilendra K. [3 ]
Srivastava, Ruchi [3 ]
Sinha, Leena [3 ]
机构
[1] Salman bin Abdulaziz Univ, Coll Pharm, Dept Pharmaceut Chem, Alkhmj 11942, Saudi Arabia
[2] King Saud Univ, Coll Pharm, Dept Pharmaceut Chem, Riyadh 11451, Saudi Arabia
[3] Univ Lucknow, Dept Chem, Lucknow 226007, Uttar Pradesh, India
关键词
Anti-inflammatory agent; Vibrational spectra; NMR and UV spectra; Reactivity descriptors; VIBRATIONAL-SPECTRA; AB-INITIO; AMANTADINE HYDROCHLORIDE; ANTIBACTERIAL ACTIVITY; MOLECULAR-INTERACTIONS; CHEMICAL-REACTIVITY; ANTI-HIV; ADAMANTANE; DERIVATIVES; DESIGN;
D O I
10.1016/j.saa.2013.12.103
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
A comprehensive investigation on the molecular structure, electronic properties and vibrational spectra of the 3-(adamantan-1-yl)-4-ethyl-1H-1,2,4-triazole-5(4H)thione, a novel potential anti-inflammatory agent has been done with the hope that the results of present study may be helpful in the prediction of its mechanism of biological activity. The experimentally observed spectral data (FT-IR and FT-Raman) of the title compound was compared with the spectral data obtained by DFT/B3LYP method. The H-1 nuclear magnetic resonance (NMR) chemical shifts of the molecule were calculated by the Gauge Including Atomic Orbital method and compared with experimental results. The molecular properties like dipole moment, polarizability, first static hyperpolarizability, the molecular electrostatic potential surface, contour map have been calculated to get a better insight of the properties of the title molecule. Natural bond orbital (NBO) analysis has been applied to study stability of the molecule arising from charge delocalization. UV-Vis spectrum of the title compound was also recorded and the electronic properties, such as Frontier orbitals and band gap energies were calculated by TD-DFT approach. Global and local reactivity descriptors have been computed to predict reactivity and reactive sites on the molecule. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:108 / 123
页数:16
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