Paper Titles in Periodical
International Letters of Chemistry, Physics and Astronomy
ILCPA Volume 64

Subscribe to our Newsletter and get informed about new publication regulary and special discounts for subscribers!

ILCPA > ILCPA Volume 64 > Structural and Vibrational Studies (FT-IR,...
< Back to Volume

Structural and Vibrational Studies (FT-IR, FT-Raman) of Voglibose Using DFT Calculation

Full Text PDF


In the present study, we report on the Molecular structure and infrared (IR) and FT-Raman studies of Voglibose (VGB) as well as by calculations based on the density functional theory (DFT) approach; utilizing B3LYP/6-31G(d,p) basis set. The targeted interpretation of the vibrational spectra intended to the basis of calculated potential energy distribution matrix (PED) utilizing VEDA4 program. Stability of the molecule arising from hyperconjugative interactions and charge delocalization was studied using natural bond orbital (NBO) analysis. The results show that change in electron density in the σ and π antibonding orbitals and E2 energies confirm the occurrence of intramolecular charge transfer within the molecule. The UV-Visible and NMR spectral analysis were reported by using TD-DFT and gauge GIAO approach respectively and their chemical shifts related to TMS were compared. The lowering of HOMO and LUMO energy gap appears to be the cause for its enhanced charge transfer interactions. Besides, molecular electrostatic potential (MEP) analysis was reported. Due to different potent biological properties, the molecular docking results are also reported.


International Letters of Chemistry, Physics and Astronomy (Volume 64)
R. Solaichamy and J. Karpagam, "Structural and Vibrational Studies (FT-IR, FT-Raman) of Voglibose Using DFT Calculation", International Letters of Chemistry, Physics and Astronomy, Vol. 64, pp. 45-62, 2016
Online since:
February 2016

[1] N. Mallikarjuna Rao, Konda Ravi Kuma, J. Bagyalakshmi, T.K. Ravi, Ramakotaiah Mogili., RP-HPLC method development and validation for estimation of Voglibose in bulk and tablet dosage forms, Int. J. Res. Pharm. Sci. Vol-1, Issue-2, (2010), 190-194.

[2] Zhang, C.R. Sun, O. Ishurd, Y.J. Pan, L.S. Ding, Determination of the structures of four new isomeric cyclitols, Carbo-hydr. Res. 339 (2004) 2027-(2030).

[3] X. Chen, Y. Zheng, Y. Shen, Curr. Voglibose (Basen®, AO-128), one of the most important α-glucosidase inhibitors, Med. Chem. 13 (2006) 109-116.

[4] Y. Iwamoto, A. Kashiwagi, N. Yamada, S. Terao, N. Mimori, M. Suzuki & H. Tachibana, Efficacy and safety of vildagliptin and voglibose in Japanese patients with type 2 diabetes: a 12-week, randomized, double-blind, active-controlled study, Diabetes, Obesity and Metabolism 12, (2010).

[5] Karunanidhi Lakshmi and Tirumala Rajesh, Determination of voglibose in pharmaceutical formulations by high performance liquid chromatography using refractive index detection, European Journal of Chemistry 1 (4) (2010) 262‐265.

[6] P. Revathi, T. Jeyaseelan Senthinath, K. Prakash Shyam, A Comparative Study of Acarbose and Voglibose on Postprandial Hyperglycemia and serum lipids in Type 2 Diabetic patients" Int J Med Res. 1(2), (2011) 121-129.

[7] Gaussian 03 program, (Gaussian Inc, Wallingford CT), (2004).

[8] National Institute of Standards and Technology. Vibrational Frequency Scaling Factors on the Web. <http: /srdata. nist. gov/cccbdb/vsf. asp> (accessed 24. 09. 07).

[9] S.M. Islam, S.D. Huelin, M. Dawe, R.A. Poirier, Comparison of the Standard 6-31G and Binning-Curtiss Basis Sets for Third Row Elements, J. Chem. Theory Comput. 4 (2008) 86–100.

[10] M.H. Jamroz Vibrational Enegy Distribution Analysis", VEDA 4 Computer Program, Poland, (2004).

[11] E.D. Glendening, A.E. Reed, J.E. Carpenter, F. Weinhold, NBO Version 3. 1, TCI, University of Wisconsin, Madison, (1998).

[12] R. Ditchfield, Molecular orbital theory of magnetic shielding and magnetic susceptibility, J. Chem. Phys. 56 (1972) 5688–5691.

[13] G. Kereztury, in: J.M. Chalmers, P.R. Griffith (Eds. ), Raman Spectroscopy: Theory, in Hand book of Vibrational Spectroscopy, vol. 1, John Wiley & Sons Ltd, New York, (2002).

[14] L.E. Sutton, Tables of Interatomic Distances, Chemical Society, London, (1958).

[15] K. Govindarasu, E. Kavitha, Vibrational spectra, molecular structure, NBO, NMR, UV, first order hyperpolarizability, analysis of (S)-(−)-N-(5-Nitro-2-pyridyl) alaninol by Density functional theory, Spectro. chim Acta A 127 (2014) 498–510.

[16] Hong Zhang, Wei-Fen Li, Kui-Wu Wang and Yuan Jiang Pan, 1 Cyclohexylmethoxymethyl-5-[2-hydroxy-1-(hydroxymethyl) ethylamino] cyclohexane-1, 2, 3, 4-tetraol, Acta Cryst. (2004). E60, o299-o300.

[17] J.F. Chiang, S.H. Bauer, Molecular structure of cyclohexene, J. Am. Chem. Soc. 91 (8) (1969) 1898–(1901).

[18] N.H. Andersen , C. J. Nielsen , P. Klaeboe , G.A. Guirgis , J. S. Overby ,S.M. Askarian, Infrared and Raman spectra, DFT-calculations and spectral assignments of 1, 3, 5-trisilacyclohexane, J. Mol. Struct. 1076 (2014) 419–425.

[19] G.A. Guirgis, H.W. Dukes, J.K. Wyatt, C.J. Nielsen, A. Horn ,V. Aleksa P. Klaeboe Vibrational spectra, quantum chemical calculations and spectral assignments of 1, 1-difluoro-1-silacyclohexane, Spectro chim. Acta A 136 (2015) 51–57.

[20] G.A. Guirgis, J.K. Wyatt, C.J. Nielsen, A. Horn ,V. Aleksa P. Klaeboe, "Infrared and Raman spectra, DFT-calculations and spectral assignments of silacyclohexane, J. Mol. Struct. 1023 (2012) 189–196.

[21] G. Varsanyi, Assignments for Vibrational Spectra of Seven Hundred Benzene Derivatives, vol. 1–2, Academic Kiaclo, Budapet, (1973).

[22] M. Govindarajan, S. Periyandy, K. Carthigayen, FT-IR and FT-Raman spectra, thermo dynamical behavior, HOMO and LUMO, UV, NLO properties, computed frequency estimation analysis and electronic structure calculations on α-bromotoluene, Spectrochim. Acta 97 (2012).

[23] V. Krishnakumar, M. Kumar, N. Prabavathi, R. Mathammal, Molecular structure, spectroscopic studies (FTIR, FT-Raman and NMR) and HOMO–LUMO analysis of 6-chloro-o-cresol and 4-chloro-3-methyl phenol by density functional theory, Spectrochim. Acta A97 (2012).

[24] D. Sajan, J. Binoy, B. Pradeep, K.V. Krishnan, V.B. Kartha, I.H. Joe, V.S. Jayakumar, NIR-FT Raman and infrared spectra and ab initio computations of glycinium oxalate, Spectrochim. Acta A60 (2004) 173.

[25] N.B. Colthup, L.H. Daly, S.E. Wiberly, Introduction to Infrared and Raman Spectroscopy, 3rd ed., Academic Press, Boston (1990).

[26] R.M. Silverstein, G.C. Bassler, T.C. Morril, Spectrometric Identification of Organic Compounds, ed. 5, John Wiley and Sons, Inc., Singapore (1991).

[27] K. Govindarasu, E. Kavitha, Structural, vibrational spectroscopic studies and quantum chemicalcalculations of n-(2, 4-dinitrophenyl)-L-alanine methyl ester by density functional theory, J. Mol. Struct. 1088 (2015) 70–84.

[28] M. Jag, Organic Spectroscopy-Principles and Application', second ed., Narosa Publishing House, New Delhi, (2001).

[29] A.E. Reed, L.A. Curtiss, F. Weinhold, Intermolecular Interactions from a Natural Bond Orbital, Donor-Acceptor Viewpoint, Chem. Rev. 88 (1988) 899–926.

[30] J.S. Murray, K. Sen, Molecular Electrostatic Potential Concepts and Applications, Elsevier Science, B. V, Amsterdaam, The Netherlands (1996).

[31] P.V.R. Schleyer, N.L. Allinger, T. Clark, J. Gasteiger, P.A. Kolmann, H.F. Schaefer, P.R. Schreiner, The Encyclopedia of Computational Chemistry, John Wiley and Sons, Chichester, (1998).

[32] H.O. Kalinowski, S. Berger, S. Braun, Carbon-13 NMR Spectroscopy, John Wiley & Sons, Chichester, (1988).

[33] F.A. Cotton, C.W. Wilkinson, Advanced Inorganic Chemistry, 3rd ed., Interscience publisher, New York, (1972).

Show More Hide
Cited By:

[1] U. Panigrahi, P. Das, P. Babu, N. Mishra, P. Mallick, "Structural, optical and magnetic properties of Ni1−xZnxO/Ni nanocomposite", SN Applied Sciences, Vol. 1, 2019


[2] G. DİKMEN, "Investigation of Tautomeric Structures of 6-Aza-2-Thiouracil-5-Carboxylic Acid Using Vibrational Spectroscopy Along With DFT Theoretical Method", Eskişehir Technical University Journal of Science and Technology A - Applied Sciences and Engineering, p. 23, 2021