3-Difluormethyl-5-carbomethoxy-2,4-pyrazole: Molecular mechanism of the formation and molecular docking study

Q2 Chemistry

Current Chemistry Letters Pub Date : 2023-01-01 DOI:10.5267/j.ccl.2023.3.008

A. Barhoumi, Najia Ourhriss, M. E. Belghiti, M. Chafi, A. Syed, R. Eswaramoorthy, M. Verma, A. Zeroual, Karolina Zawadzińska, R. Jasiński

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引用次数: 4

Abstract

Application of the Molecular Electron Density Theory (MEDT) for the exploration of the [3+2] cycloaddition processes between methyl propynoate 1 and difluoromethyldiazomethane T-1, have been implemented using the DFT/B3LYP/6-311(d,p) level of theory. According to an examination of conceptual DFT indices, difluoromethyldiazomethane (T-1) participates in this reaction as a nucleophile, while methyl propynoate (1) should be considered as an electrophile. This cyclization is regiospecific, as evidenced by the activation and reaction energies, this agrees with the experiment's findings. It was discovered throughout ELF analysis that analyzed [3+2] cycloaddition is realised by a two-step mechanism. In addition, study of interactions of the products studied in this paper with the protein protease Covid-19 (PDB ID: 7R98) were carried out, by means of molecular docking study). The results indicate that the occurrence of the transfer of the proton to the nitrogen atom, increases the affinity of these products to the protein (CA32-F1 and CA32-F2).

查看原文本刊更多论文

3-二氟甲基-5-碳甲氧基-2,4-吡唑:分子形成机理及分子对接研究

利用DFT/B3LYP/6-311(d,p)理论水平，应用分子电子密度理论(MEDT)探索了丙酸甲酯1和二氟甲基重氮甲烷T-1之间的[3+2]环加成过程。根据对概念DFT指数的检验，二氟甲基重氮甲烷(T-1)作为亲核试剂参与了该反应，而丙酸甲酯(1)应被视为亲电试剂。活化能和反应能证明，这种环化具有区域特异性，这与实验结果一致。在整个ELF分析中发现，所分析的[3+2]环加成是通过两步机制实现的。此外，通过分子对接研究，研究了本文研究的产物与蛋白蛋白酶Covid-19 (PDB ID: 7R98)的相互作用。结果表明，质子转移到氮原子的发生，增加了这些产物对蛋白质(CA32-F1和CA32-F2)的亲和力。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Current Chemistry Letters Chemistry-Chemistry (all)

CiteScore

4.90

自引率

0.00%

发文量

审稿时长

20 weeks

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