THEORETICAL STUDIES ON THE STRUCTURAL, SPECTROSCOPIC, THERMODYNAMIC, AND ELECTRONIC PROPERTIES OF ZOLEDRONIC ACID
Q. Z. Liu1,2, Y. Wang1,2, L. Qiu1,2, T. F. Wang1,2, S. N. Luo1,2, H. L. Yuan2, J.G. Lin2
1School of Chemical and Material Engineering, Jiangnan University, Wuxi, P. R. China
qiuling@jsinm.org
2Key Laboratory of Nuclear Medicine, Ministry of Health & Jiangsu Key Laboratory of Molecular Nuclear Medicine, Jiangsu Institute of Nuclear Medicine, Wuxi, P. R. China
linjianguo@jsinm.org
Keywords: zoledronic acid, different conformations, spectroscopic properties, thermodynamic properties, electronic characteristics
Abstract
The structure, spectroscopic, thermodynamic, and electronic properties of zoledronic acid (ZL,1-hydroxy-2-(1H-imidazol-1-yl)ethane-1,1-diyldiphosphonic acid), typical third-generation nitrogen-containing bisphosphonates (N-BPs), have been investigated systematically. Six conformations are taken into account, including three unprotonated and three protonated structures. They are optimized by four different density functional theory (DFT) methods combined with four different basis sets to evaluate their performance in predicting the structural and spectral features of ZL. Thermodynamic properties are calculated based on the harmonic vibrational analysis, including the standard heat capacity (Cp,m0), entropy (Sm0), and enthalpy (Hm0). The 1H and 13C NMR chemical shifts are calculated using the GIAO method and compared with the experimental data. Molecular electrostatic potential (MEP) and frontier molecular orbital (FMO) analyses are also performed to study the electronic characteristics of the title compound.
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