Study of the Molecular Architectures of 2-(4-Chlorophenyl)-5-(pyrrolidin-1-yl)-2H-1,2,3-triazole-4-carboxylic Acid Using Their Vibrational Spectra, Quantum Chemical Calculations and Molecular Docking with MMP-2 Receptor
Электронный научный архив УРФУ
Информация об архиве | Просмотр оригинала| Поле | Значение | |
| Заглавие |
Study of the Molecular Architectures of 2-(4-Chlorophenyl)-5-(pyrrolidin-1-yl)-2H-1,2,3-triazole-4-carboxylic Acid Using Their Vibrational Spectra, Quantum Chemical Calculations and Molecular Docking with MMP-2 Receptor
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| Автор |
Palafox, M. A.
Belskaya, N. P. Kostova, I. P. |
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| Тематика |
1,2,3-TRIAZOLES
ANTI-CANCER DRUGS IR SCALING VIBRATIONAL ANALYSIS 2 (4 CHLOROPHENYL) 5 (PYRROLIDIN 1 YL) 2H 1,2,3 TRIAZOLE 4 CARBOXYLIC ACID DIMER GELATINASE A LEUCINE MONOMER TRIAZOLE TRIAZOLE DERIVATIVE UNCLASSIFIED DRUG ACCURACY ARTICLE CALCULATION CARBON NUCLEAR MAGNETIC RESONANCE CHEMICAL STRUCTURE DENSITY FUNCTIONAL THEORY ENTROPY EXPERIMENTAL DESIGN GEOMETRY INFRARED SPECTROSCOPY MOLECULAR ARCHITECTURE MOLECULAR DOCKING POLYNOMIC SCALING EQUATION PROCEDURE PROTON NUCLEAR MAGNETIC RESONANCE QUANTUM CHEMISTRY RAMAN SPECTROMETRY SCALE UP SCALING THE WAVENUMBER VIBRATIONAL SPECTROSCOPY |
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| Описание |
1,2,3-triazole skeleton is a valuable building block for the discovery of new promising anticancer agents. In the present work, the molecular structure of the synthesized anticancer drug 2-(4-chlorophenyl)-5-(pyrrolidin-1-yl)-2H-1,2,3-triazole-4-carboxylic acid (1b) and its anionic form (2b) was characterized by means of the B3LYP, M06-2X and MP2 quantum chemical methods, optimizing their monomer, cyclic dimer and stacking forms using the Gaussian16 program package. The molecular structure was found to be slightly out of plane. The good agreement between the IR and Raman bands experimentally observed in the solid state with those calculated theoretically confirms the synthesized structures. All of the bands were accurately assigned according to functional calculations (DFT) in the monomer and dimer forms, together with the polynomic scaling equation procedure (PSE). Therefore, the effect of the substituents on the triazole ring and the effect of the chlorine atom on the molecular structure and on the vibrational spectra were evaluated through comparison with its non-substituted form. Through molecular docking calculations, it was evaluated as to how molecule 1b interacts with few amino acids of the MMP-2 metalloproteinase receptor, using Sybyl-X 2.0 software. Thus, the relevance of triazole scaffolds in established hydrogen bond-type interactions was demonstrated. © 2023 by the authors.
BG-RRP-2.004-0004-C01 This work was financially supported by the European Union-Next Generation EU, through the National Recovery and Resilience Plan of the Republic of Bulgaria (BG-RRP-2.004-0004-C01). |
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| Дата |
2024-04-05T16:38:39Z
2024-04-05T16:38:39Z 2023 |
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| Тип |
Article
Journal article (info:eu-repo/semantics/article) |info:eu-repo/semantics/publishedVersion |
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| Идентификатор |
Palafox, M, Belskaya, N & Kostova, I 2023, 'Study of the Molecular Architectures of 2-(4-Chlorophenyl)-5-(pyrrolidin-1-yl)-2H-1,2,3-triazole-4-carboxylic Acid Using Their Vibrational Spectra, Quantum Chemical Calculations and Molecular Docking with MMP-2 Receptor', Pharmaceutics, Том. 15, № 12, 2686. https://doi.org/10.3390/pharmaceutics15122686
Palafox, M., Belskaya, N., & Kostova, I. (2023). Study of the Molecular Architectures of 2-(4-Chlorophenyl)-5-(pyrrolidin-1-yl)-2H-1,2,3-triazole-4-carboxylic Acid Using Their Vibrational Spectra, Quantum Chemical Calculations and Molecular Docking with MMP-2 Receptor. Pharmaceutics, 15(12), [2686]. https://doi.org/10.3390/pharmaceutics15122686 1999-4923 Final All Open Access, Gold, Green https://www.scopus.com/inward/record.uri?eid=2-s2.0-85180694443&doi=10.3390%2fpharmaceutics15122686&partnerID=40&md5=973d018ad4ba3a5621715acd67e4e08a https://www.mdpi.com/1999-4923/15/12/2686/pdf?version=1701087791 http://elar.urfu.ru/handle/10995/131083 10.3390/pharmaceutics15122686 85180694443 001132704600001 |
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| Язык |
en
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| Права |
Open access (info:eu-repo/semantics/openAccess)
cc-by https://creativecommons.org/licenses/by/4.0/ |
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| Формат |
application/pdf
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| Издатель |
Multidisciplinary Digital Publishing Institute (MDPI)
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| Источник |
Pharmaceutics
Pharmaceutics |
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