Determination of Electronics and Molecular Structure of Nateglinine Anti-Diabetic Drug Using DFT
Keywords:
Dipole moment, Homo-Lumo, Conformational search, Anti-diabetic drugs, DFTAbstract
Diabetes mellitus is a metabolic disease characterized by high blood glucose level and result from defects in insulin secretion, insulin action or both. Gaussian 09 software package which uses Density functional theory was used to search for conformers, optimize the structure, and calculate the electronic properties of the Nateglinide anti-diabetic drugs. It was found that C20-C18-C16-H45 isomer has the lowest energy of -2762.448518 eV and transition energy of 400.8615826 eV. Also it was found that the dipole moment increases as the basis set increases while the total energy decreases. Information on bond lengths, bond angles and dihedral angles of the optimized structure were reported. It was observed that the strongest bond is O3-C17 with a bond length of 0.9728 and the weakest bond is C15-C16 with a bond length of 1.5511Å. Finally, the Homo-Lumo formations reveal that there are more free non-bond electron in the homo site due to higher ionization potential.
References
K. M. Santhosh, C. K. Appanna and G. Sammaiah “ Development and Characterization of Mucoadhesive Microcapsules of Nateglinide: Ionic Orifice Gelation Technique”, J. Adv. Scient. Res. 2 (2011) 34
U. Ezgi, G. Berrak, T. Suna, E. Sami, A. Erkin & O. Tuncel, “Determination Of Nateglinide In Human Plasma By Liquid Chromatography Tandem Mass Spectrometry”, International Symposium On Drug Research And Development “From Chemistry To Medicine”, DRD 2011 Antalya,Turkey P 101.
R. Milan “Theoretical study of molecular structure, pKa, lipophilicity, solubility, absorption, and polar surface area of some hypoglycemic agents”, Journal of Molecular Structure: THEOCHEM 897 (2009) 73.
Vaibhav J., Devendra K. D., Yoganjaneyulu K. and Bharatam P. V. (2012) “Computational study on the conformational preferences innateglinide”, Journal of Physical Organic Chemistry 25 (2012) 649.
L. R. Prasanna, K. Narashima, L. B. Vasantha, S. K. Naga, K. Manoja, L. V. Jaya & B. P. Ajay, “Energy Minimization And Conformation Search Analysis Of Type-2 Anti-Diabetes Drugs”, Int. J. Chem. Sci. 6 (2008) 982.
K. Termentzidis, Adsorption of Small Molecules on Metal Surfaces, PhD Thesis University of Vienna, 2007, pp 22-26.
F. Bocquet, C. Maurel, J. M. Roussel, M. Abel, M. Koudia & L Porte, Segregation-mediated capping of Volmer-Weber Cu islands grown onto Ag(111). Phys. Rev. B 71 (2005) 075405
C. Fiolhais et al., A Primer in Density Functional Theory, Springer- Verlay Berlin Hiedelberg, 2003 pp 233-238
J. Timo & A. William, “Water Formation on Pt and Pt-based Alloys: A Theoretical Description of a Catalytic Reaction”, Chem Phys Chem 7 (2006) 992
P. Hohenberg and W. Kohn, “Inhomogeneous Electron Gas, Phys. Rev. 136 (1964) 864
M. J. Frisch et al. Gaussian 09, 2009. (Gaussian, Inc., Wallingford CT).
I. N. Levine, Quantum chemistry 5th edn. Prentice Hall, Upper Saddle River, NJ Section 4.3.
R. M. Issa, M. K. Awad & F. M. Atlam, “Quantum chemical studies on the inhibition of corrosion of copper surface by substituted uracils”, Appl. Surf. Sci. 255 (2008) 2433.
L. Tessler & I. Goldberg, “Bis(nateglinide) hydronium chloride, and its unique self-assembly into extended polymeric arrays via O-HO, N-H...Cl and O-H..Cl hydrogen bonds”, Acta Cryst. C 61 (2005) 738.
