Molecular Structural, Spectral and HOMO-LUMO Analysis of Acemetacin in Aqueous Phases: A Density Functional Theory Study

B. Yogeswari; S. Deivanayaki; A. Sajitha Banu; V. Umadevi; V. Regina Delcy; A. Venkatraj

doi:10.14233/ajchem.2025.33330

Issue

Vol. 37 No. 4 (2025): Vol 37 Issue 4, 2025

Issue Published : 29 March 2025

This work is licensed under a Creative Commons Attribution 4.0 International License.

Molecular Structural, Spectral and HOMO-LUMO Analysis of Acemetacin in Aqueous Phases: A Density Functional Theory Study

https://doi.org/10.14233/ajchem.2025.33330

B. Yogeswari

Department of Physics, Sri Eshwar College of Engineering (Autonomous), Coimbatore-641202, India

https://orcid.org/0000-0002-7700-9199

S. Deivanayaki

Department of Physics, Sri Ramakrishna Engineering College (Autonomous), Coimbatore-641022, India

https://orcid.org/0000-0003-3963-1574

A. Sajitha Banu

Department of Physics, PSNA College of Engineering and Technology (Autonomous), Dindigul-624622, India

https://orcid.org/0000-0003-4416-1781

V. Umadevi

Department of Physics, Dr. Mahalingam College of Engineering and Technology, Pollachi-642003, India

https://orcid.org/0000-0002-5478-0925

V. Regina Delcy

Department of Physics, Dr. Mahalingam College of Engineering and Technology, Pollachi-642003, India

https://orcid.org/0009-0006-8022-737X

A. Venkatraj

Department of Physics, Sri Krishna College of Technology(Autonomous), Coimbatore-641042, India

https://orcid.org/0000-0002-8212-0553

Corresponding Author(s) : B. Yogeswari

yogeshwari.b@sece.ac.in

Asian Journal of Chemistry, Vol. 37 No. 4 (2025): Vol 37 Issue 4, 2025
Article Published : 29 March 2025

Abstract

Polar and non-polar solvents like water (ε = 78.5), ethanol (ε = 24.852), acetone (ε = 20.493) and diethyl ether (ε = 4.24) were employed to study the solubility of acemetacin, which is a non-steroidal anti-inflammatory drug (NSAID) through quantum density functional theoretical studies using B3LYP/6-31G(d) level. In present study, acemetacin was optimized in the gaseous phase and further explored in the solution phase environments. The characteristic parameters of acemetacin such as bond lengths, bond angles, total energy, dipole moment, thermal energies, specific heat, entropy and zero point vibrational energy in gaseous and solution phases were computed. The energy difference between most stable [acemetacin in water (AMN-W)] and the least stable structure [acemetacin in diethyl ether (AMN-D)] was found to be 3.76 Kcal/mol. The zero point vibrational energy of acemetacin in gas phase is found to be 225.05 Kcal/mol. The fundamental vibrational frequency analysis of acemetacin has been done by using B3LYP/6-31G(d) level and compared with the harmonic vibrational frequencies. The HOMO-LUMO analysis of acemetacin has also been investigated. The molecular electrostatic potential (MEP) map was applied to study the distribution of charge density and the location of the chemical reactivity of acemetacin.

Keywords

Acemetacin Self-consistent reaction field theory Vibrational modes Diethyl ether

(1)

Yogeswari, B.; Deivanayaki, S.; Banu, A. S.; Umadevi, V.; Delcy, V. R.; Venkatraj, A. Molecular Structural, Spectral and HOMO-LUMO Analysis of Acemetacin in Aqueous Phases: A Density Functional Theory Study. ajc 2025, 37, 795-803.

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B. Berk, J. Drug Deliv. Therap., 13, 18 (2023); https://doi.org/10.22270/jddt.v13i6.5834

M.G. Flores, M.I. Ortiz, G.C. Hernández and A.E. Chávez-Piña, Methods Find. Exp. Clin. Pharmacol., 32, 101 (2010); https://doi.org/10.1358/mf.2010.32.2.1423883

R.A. Moore, S. Derry and H.J. McQuay, Cochrane Database Syst. Rev., 3, CD007589 (2009); https://doi.org/10.1002/14651858.CD007589

A.E. Chávez-Piña, L. Vong, W. McKnight, M. Dicay, R.C.O. Zanardo, M.I. Ortiz, G. Castañeda-Hernández and J.L. Wallace, Br. J. Pharmacol., 155, 857 (2008); https://doi.org/10.1038/bjp.2008.316

J.M. Chen, K.C. Liu, W.L. Yeh, J.C. Chen and S.J. Liu, Int. J. Mol. Sci., 21, 1093 (2020); https://doi.org/10.3390/ijms21031093

P. Sanphui, G. Bolla, U. Das, A.K. Mukherjee and A. Nangia, CrystEngComm, 15, 34 (2013); https://doi.org/10.1039/C2CE26534F

P. Sanphui, G. Bolla, A. Nangia and V. Chernyshev, IUCrJ, 1, 136 (2014); https://doi.org/10.1107/S2052252514004229

Y. Wang, E. Bolton, S. Dracheva, K. Karapetyan, B.A. Shoemaker, T.O. Suzek, J. Wang, J. Xiao, J. Zhang and S.H. Bryant, Nucleic Acids Res., 38(suppl_1), D255 (2010); https://doi.org/10.1093/nar/gkp965

C. Lee, W. Yang and R.G. Parr, Phys. Rev. B Condens. Matter, 37, 785 (1988); https://doi.org/10.1103/PhysRevB.37.785

J.P. Perdew and Y. Wang, Phys. Rev. B Condens. Matter, 45, 13244 (1992); https://doi.org/10.1103/PhysRevB.45.13244

M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G.A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H.P. Hratchian, A.F. Izmaylov, J. Bloino, G. Zheng, J.L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J.A. Montgomery Jr., J.E. Peralta, F. Ogliaro, M. Bearpark, J.J. Heyd, E. Brothers, K.N. Kudin, V.N. Staroverov, T. Keith, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J.C. Burant, S.S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J.M. Millam, M. Klene, J.E. Knox, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, R.L. Martin, K. Morokuma, V.G. Zakrzewski, G.A. Voth, P. Salvador, J.J. Dannenberg, S. Dapprich, A.D. Daniels, O. Farkas, J.B. Foresman, J. Cioslowski, J.V. Ortiz and D.J. Fox, Gaussian, Inc., Wallingford CT, Gaussian 09, revision B.01 (2010).

A. Frisch, A.B. Nielsen and A.J. Holder, Gauss View Molecular Visualization Program, User Manual, Gaussian Inc., Pittsburg (2001).

S. Miertus and J. Tomasi, Chem. Phys., 65, 239 (1982); https://doi.org/10.1016/0301-0104(82)85072-6

N. Rodríguez-Laguna, L.I. Reyes-García, R. Moya-Hernández, A. Rojas-Hernández and R. Gómez-Balderas, J. Chem., 2016, 9804162 (2016); https://doi.org/10.1155/2016/9804162

B. Abel, eds.: M.M. Martin and J.T. Hynes, The Impact of Different Molecular Environments and Chemical Substitution on Timescales of Intramolecular Vibrational Energy Redistribution in Aromatic Molecules, In: Femtochemistry and Femtobiology, Elsevier B.V., pp. 271-278 (2004).

M. Saranya, S. Ayyappan, R. Nithya, A. Gokila and R.K. Sangeetha, Dig. J. Nanomater. Biostruct., 13, 97 (2018).

M. Saranya, S. Ayyappan, R. Nithya, A. Gokila and R.K. Sangeetha, Dig. J. Nanomater. Biostruct., 12, 127 (2017).

B. Yogeswari, K.S. Tamilselvan, S. Thanikaikarasan, N.D. Lal, H. Anandaram, J. Madhusudhanan, R. Karthik and A. Batu, J. Nanomater., 2022, 2830708 (2022); https://doi.org/10.1155/2022/2830708

N. Sundaraganesan, J. Karpagam, S. Sebastian and J.P. Cornard, Spectrochim. Acta A Mol. Biomol. Spectrosc., 73, 11 (2009); https://doi.org/10.1016/j.saa.2009.01.007

S. Suganthi, V. Kannappan, V. Sathyanarayanamoorthi and R. Karunathan, Indian J. Pure Appl. Phys., 54, 15 (2016).

Author biographies is not available.