When Escitalopram is Surrounded by Ethanol: A DFT and QTAIM Approach to Analyze The Drug and The Alcohol Interactions and It’s Possible Outcomes

Abstract

In the scope of this work the antidepressant escitalopram was surrounded by ethanol commonly referred as alcohol step by step and the possible results of this invasion on escitalopram drug molecule were examined principally by density functional theory methods. Also for analyzing hydrogen bonding interactons, quantum theory of atoms in molecules was used. In this method, the nature of interaction is classified whether it is covalent, partially covalent or noncovalent. According to the results it was observed that the escitalopram under attack by ethanol shows quite different chemical properties which must be taken into account when used together with alcohol.

Keywords

• Escitalopram
• Drug-Alcohol Interaction
• DFT
• QTAIM

Essitalopram Ethanol ile Çevrelendiğinde: İlaç ve Alkolün Etkileşimlerini ve Olası Sonuçlarını Analiz Etmek için QTAIM ve DFT Yaklaşımı

Abstract

Bu çalışma kapsamında antidepresan essitalopram, yaygın olarak alkol olarak adlandırılan etanol ile adım adım çevrelendi ve bu çevrelemenin essitalopram ilaç molekülü üzerindeki olası sonuçları yoğunluk fonksiyonel teorisi ile incelendi. Ayrıca hidrojen bağı etkileşimlerini analiz etmek için moleküllerdeki atomların kuantum teorisi kullanılmıştır. Bu yöntemde, etkileşimin doğası kovalent, kısmi kovalent veya kovalent olmayan olarak sınıflandırılır. Elde edilen sonuçlara göre etanol ile çevrelenen essitalopramın, alkolle birlikte kullanıldığında dikkate alınması gereken oldukça farklı kimyasal özellikler gösterdiği gözlemlendi.

Keywords

• Essitalopram
• İlaç-Alkol Etkileşimi
• DFT
• QTAIM

References

1. [1] Peacock A., Leung J., Larney S. 2018. Global Statistics on Alcohol, Tobacco and Illicit Drug Use: 2017 Status Report. Addiction, 113, 1905-1926.
2. [2] Kaufman, E., 1976. The Abuse of Multiple Drugs. I.Definition, Classification, and Extend of Problem. The American Journal of Drug and Alcohol Abuse, 3, 279-292.
3. [3] Singh, A. 2021. Interaction of Alcohol with Drugs of Abuse and Medicines. Neurobiology of Alcohol and Brain. Academic Press, 75-140.
4. [4] Guerzoni, S., Pellesi, L., Pini, L.A., Captuo, F. 2018. Drug-drug interactions in the treatment for alcohol use disorders: A comprehensive review. Pharmacological Research, 133, 65-76.
5. [5] Zheng, P., Wang, Y., Chen, L., Yang, D., Meng, H., Zhou, D., Zhong, J., Lei, Y., Melgiri N.D., Xie, P. 2013. Identification and Validation of Urinary Metabolite Biomarkers for Major Depressive Disorder. Molecular & Cellular Proteomics, 12 (1), 207-214.
6. [6] Chirit, A.L., Gheorman, V., Bondari, D., Rogoveanu, I. 2015. Current Understanding of The Neurobiology of Major Mepressive Disorder. Romanian Journal of Morphology and Embryology, 56(2 Suppl), 651-658.
7. [7] Owens, M.J., Knight, D.L., Nemeroff, C.B. 2001. Second-generation SSRIs:human monoamine transporter binding profile of escitalopram and R-fluoxetine. Biological Psychiatry, 50, 345-350.
8. [8] Jonathan, R.T., Davidson, M.D., Bose A., Korotzer, A., Zheng, H. 2004. Escitalopram in the treatment of generalized anxiety disorder: double-blind, placebo controlled, flexible-dose study. Depression and Anxiety, 19, 234-240.

9. [9] Dhillon, S., Scott, L.J., Plosker, G.L. 2006. Escitalopram A Review of its Use in the Management of Anxiety Disorders. CNS Drugs, 20, 763-790.
10. [10] Omurtag Özgen P.S., Durmaz H., Parlak C., Alver Ö., Bağlayan Ö. 2020. Non-covalent functionalization of single walled carbon nanotubes with pyrene pendant polyester: A DFT supported study. Journal of Molecular Structure, 1209, 127943.
11. [11] Parlak, C., Tepe, M., Bağlayan, Ö., Alver, Ö. 2020 Investigation of detection and adsorption properties of β-propiolactone with silicon and aluminum doped fullerene C60 using density functional theory. Journal of Molecular Structure, 1217, 128346.
12. [12] Parlak, C., Alver, Ö., Bağlayan, Ö. 2021. Quantum mechanical simulation of Molnupiravir drug interaction with Si-doped C60 fullerene. Computational and Theoretical Chemistry, 1202, 113336.
13. [13] Afzal, Q.Q., Rafique, J., Jaffar, K., Perveen, M., Iqbal, J., Al-Buriahi, M.S., Alomairy, S., Alrowaili, Z.A., Somaily, H.H. 2022. DFT study of 2D graphitic carbon nitride based preferential targeted delivery of levosimendan, a cardiovascular drug. Computational and Theoretical Chemistry, 1209, 113584.
14. [14] Ramana, P. V., Sundius, T., Muthu, S., Mouli, K. C., Krishna, Y. R., Prasad, K. V., Devi, R. N., Irfan, A., Santhamma, C., 2022. Spectroscopic, quantum mechanical, electronic excitation properties (Ethanol solvent), DFT investigations and molecular docking analysis of an anti-cancer drug Bendamustine. Journal of Molecular Structure, 1253, 132211.
15. [15] R.F.W. Bader. 1990. Atoms in Molecules: A Quantum Theory, Clarendon, New York.
16. [16] Rozas, I., Alkorta, I., Elguero, J. 2000. Behavior of ylides containing N, O, and C atoms as hydrogen bond acceptors. Journal of the American Chemical Society, 122, 11154–11161.
17. [17] Espinosa, E., Molins, E., Lecomte, C. 1998. Hydrogen bond strengths revealed by topological analyses of experimentally observed electron densities. Chemical Physics Letters, 285, 170–173.
18. [18] Mata, I., Alkorta, I., Espinosa, E., Molins, E. 2011. Relationships between interaction energy, intermolecular distance and electron density properties in hydrogen bonded complexes under external electric fields. Chemical Physics Letters, 507, 185–189.
19. [19] Parlak, C., Alver, Ö., Bağlayan, Ö., Ramasami, P. 2022. Theoretical insights of the drug-drug interaction between favipiravir and ibuprofen: a DFT, QTAIM and drug-likeness investigation. Journal of Biomolecular Structure and Dynamics, 41, 10, 4313–4320.
20. [20] Gutowski, M., Chalasinski, G. 1993. Critical evaluation of some computational ap- proaches to the problem of basis set superposition error, The Journal of Chemical Physics, 98, 5540–5554.
21. [21] Frisch, M. J., Trucks, G. W., Schlegel, H. B. et al. 2016. Gaussian 16, Revision C.01, Gaussian Inc., Wallingford, CT.
22. [22] Dennington, R.D., Keith, T.A., Millam, J.M., 2016. GaussView 6.0.16, Gaussian Inc.
23. [23] Lu, T., Chen, F. 2012. Multiwfn: A multifunctional wavefunction analyser, Journal of Computational Chemistry, 33, 580–592.
24. [24] Suliman, F. O., Al-Nafai, I., Al-Busafi, S. N. 2014. Synthesis, characterization and DFT calculation of 4-fluorophenyl substituted tris(8-hydroxyquinoline)aluminum(III) complexes. Spectrochimica acta. Part A, Molecular and Biomolecular Spectroscopy, 118, 66–72.
25. [25] Frenking, G., Shaik, S. 2014. The chemical bond. Wiley-VCH, Weinheim, Germany.
26. [26] Antony Danish, I., Jebasingh Kores, J., Sasitha, T., Winfred Jebaraj, J. 2021. DFT, NBO, HOMO-LUMO, NCI, stability, Fukui function and hole – Electron analyses of tolcapone. Computational and Theoretical Chemistry, 1202, 113296.