Ab initio DFT study of bisphosphonate derivatives as a drug for inhibition of cancer: NMR and NQR parameters

作者：Aghabozorg Hussein; Sohrabi Beheshteh^*; Mashkouri Sara; Aghabozorg Hamid Reza

来源：Journal of Molecular Modeling, 2012, 18(3): 929-936.

DOI：10.1007/s00894-011-1114-4

• Bisphosphonate
• DFT calculations
• Electrical field gradient
• NMR
• NQR

DFT computations were carried out to characterize the (17)Oand H-2 electric field gradient, EFG, in various bisphosphonate derivatives. The computations were performed at the B3LYP level with 6-311++G (d,P) standard basis set. Calculated EFG tensors were used to determine the O-17 and H-2 nuclear quadrupole coupling constant,. and asymmetry parameter eta. For better understanding of the bonding and electronic structure of bisphosphonates, isotropic and anisotropic NMR chemical shieldings were calculated for the C-13, O-17 and P-31 nuclei using GIAO method for the optimized structure of intermediate bisphosphonates at B3LYP level of theory using 6-311++G (d, p) basis set. The results showed that various substituents have a strong effect on the nuclear quadrupole resonance (NQR) parameters (chi, eta) of O-17 in contrast with H-2 NQR parameters. The NMR and NQR parameters were studied in order to find the correlation between electronic structure and the activity of the desired bisphosphonates. In addition, the effect of substitutions on the bisphosphonates polarity was investigated. Molecular polarity was determined via the DFT calculated dipole moment vectors and the results showed that substitution of bromine atom on the ring would increase the activity of bisphosphonates.

• 出版日期2012-3