Molecular docking, expounding the regiospecificity, stereoselectivity, and the mechanism of [5+2] cycloaddition reaction between ethereal ether and oxidopyrylium

被引：1

作者：

Aitouna, Anas Ouled ^{[1
,2
]}

Mazoir, Noureddine ^{[2
]}

Zeroual, Abdellah ^{[1
]}

Syed, Asad ^{[3
]}

Bahkali, Ali H. ^{[3
]}

Elgorban, Abdallah M. ^{[3
]}

Verma, Meenakshi ^{[4
]}

Idrissi, Mohammed El ^{[5
]}

Jasinski, Radomir ^{[6
]}

机构：

[1] Chouaib Doukkali Univ, Fac Sci, Mol Modelling & Spect Res Team, POB 20, El Jadida 24000, Morocco

[2] Univ Chouaib Doukkali, Dept Chem, Fac Sci, Lab Bioorgan Chem, POB 20, El Jadida 24000, Morocco

[3] King Saud Univ, Coll Sci, Dept Bot & Microbiol, POB 2455, Riyadh 11451, Saudi Arabia

[4] Chandigarh Univ Gharuan, Univ Ctr Res & Dev, Dept Chem, Mohali, India

[5] Sultan Moulay Slimane Univ, Fac Polydisciplinary, Team Chem Proc & Appl Mat, Beni Mellal, Morocco

[6] Cracow Univ Technol, Dept Organ Chem & Technol, Warszawska 24, PL-31155 Krakow, Poland

来源：

STRUCTURAL CHEMISTRY | 2024年 / 35卷 / 03期

关键词：

5+2] cycloaddition; MEDT; Regiospecificity; DFT; ELF; Oxidopyrylium; ELECTRON-DENSITY THEORY; LOCALIZATION; STEPWISE; ALKENES;

D O I：

10.1007/s11224-023-02239-4

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Application of molecular electron density theory (MEDT) to investigate the [5+2] cycloaddition reaction between oxidopyrylium and ethervinylether, we discovered that oxidopyrylium is an electrophile and ethervinylether is a nucleophile by an examination of conceptual DFT indices. Analysis of energetical parameters shows clearly that this cycloaddition is both regio- and stereoselective, which is extremely consistent with the experience. Topological analysis of the electron localization function (ELF) has shown that this [5+2] cycloaddition is achieved by a two-step, single-step mechanism along the most favored route. Aside from that, docking outcomes show that the (1-20) oxabicyclo[3.2.1]octene derivatives have a significant anti-HIV potential.

引用

页码：841 / 852

页数：12

共 37 条

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