Novel Compounds Based on Chalcone- and Pyrazoline-DIM Hybrids as Inhibitors of S taphylococcus aureus, Synthesis, DFT Studies, Biological Evaluation and Docking Studies

被引：6

作者：

Alejandro Ibarra-Hernandez, Javier ^{[1
]}

Gomez-Balderas, Rodolfo ^{[1
]}

Nivon-Ramirez, Didier ^{[1
]}

Guadalupe Garcia-Estrada, Jose ^{[2
]}

Alberto Mendoza-Jimenez, David ^{[2
]}

Martinez-Zaldivar, Alejandro ^{[2
]}

Alejandro Cruz-Sanchez, Tonatiuh ^{[3
]}

Tovar-Betancourt, Nelly ^{[3
]}

Alfredo Luna-Mora, Ricardo ^{[2
]}

Guillermo Penieres-Carrillo, Jose ^{[2
]}

机构：

[1] Univ Nacl Autonoma Mexico, Fac Estudios Super Cuautitlan, Lab Fisicoquim Analit, Unidad Invest Multidisciplinaria, Cuautitlan 54714, Estado De Mexic, Mexico

[2] Univ Nacl Autonoma Mexico, Fac Estudios Super Cuautitlan, Lab Quim Verde L121, Cuautitlan 54714, Estado De Mexic, Mexico

[3] Univ Nacl Autonoma Mexico, Fac Estudios Super Cuautitlan, Lab Serv Anal Propoleos, Unidad Invest Multidisciplinaria, Cuautitlan 54714, Estado De Mexic, Mexico

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2022年 / 1249卷

关键词：

Chalcone-DIM hybrids synthesis; Pyrazoline-DIM hybrids synthesis; DFT studies; Activity Staphylococcus aureus; Docking studies; STAPHYLOCOCCUS-AUREUS; ANTIBACTERIAL; DERIVATIVES; PROTEIN; METHICILLIN; REACTIVITY; GLIDE;

D O I：

10.1016/j.molstruc.2021.131499

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

In this research we present the synthesis of a novel series of Pyrazoline-DIM hybrids compounds using microwave irradiation as activation energy, derived from their corresponding parent Chalcone-DIM hybrid, both with potential biological activity and not related to beta-lactam antibiotics. The antibacterial activity of these compounds, against Staphylococcus aureus, has been investigated by means of in-vitro radial growth inhibition technique and supported by in-silico DFT methods, as well as molecular docking studies on the allosteric and catalytic sites of Penicillin-Binding Protein 2a. Biological activity seems to be correlated with HOMO location in the molecular structure, the HOMO-LUMO gap, softness and electrophilicity index. Docking studies reveal pi-cation interactions as well as hydrogen bonds. These interactions and their frequency suggest that the biological activity of the synthetized molecules can be attributed mainly to interactions with the allosteric site instead of the catalytic one. (C) 2021 Elsevier B.V. All rights reserved.

引用

页数：13

共 61 条

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