An In Silico Study of the Antioxidant Ability for Two Caffeine Analogs Using Molecular Docking and Quantum Chemical Methods

被引：49

作者：

Costa, Josivan da Silva ^{[1
,2
,3
]}

Ramos, Ryan da Silva ^{[2
,3
]}

Lopes Costa, Karina da Silva ^{[2
]}

Barros Brasil, Davi do Socorro ^{[4
]}

Tomich de Paula da Silva, Carlos Henrique ^{[5
]}

Batista Ferreira, Elenilze Figueiredo ^{[2
]}

Borges, Rosivaldo dos Santos ^{[1
]}

Campos, Joaquin Maria ^{[6
]}

da Cruz Macedo, Williams Jorge ^{[1
,3
]}

Rodrigues dos Santos, Cleydson Breno ^{[2
,3
,6
]}

机构：

[1] Fed Univ Para, Postgrad Program Biotechnol & Biodivers Network B, Rua Augusto Correa 01, BR-66075110 Belem, Para, Brazil

[2] Univ Fed Amapa, Dept Biol Sci, Lab Modeling & Computat Chem, Rod Juscelino Kubitschek,Km 02 S-N, BR-68902280 Macapa, Amapa, Brazil

[3] Fed Rural Univ Amazonia, Lab Mol Modeling & Simulat Syst, Rua Joao Pessoa 121, BR-68700030 Capanema, Para, Brazil

[4] Fed Univ Para, Inst Technol, Av Augusto Correa 01, BR-66075900 Belem, Para, Brazil

[5] Fac Pharmaceut Sci Ribeirao Preto, Computat Lab Pharmaceut Chem, BR-14040903 Sao Paulo, Brazil

[6] Univ Granada, Dept Pharmaceut & Organ Chem, Campus Cartuja, E-18071 Granada, Spain

来源：

MOLECULES | 2018年 / 23卷 / 11期

关键词：

antioxidant potential; molecular descriptors; molecular docking; binding free energy; free radicals; oxidative stress; STATISTICAL-ANALYSIS; CYTOCHROME P4502C9; CRYSTAL-STRUCTURE; OXIDATIVE STRESS; DIPOLE-MOMENT; DERIVATIVES; CANCER; MECHANISMS; SOFTNESS; HARDNESS;

D O I：

10.3390/molecules23112801

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The antioxidant activity of molecules constitutes an important factor for the regulation of redox homeostasis and reduction of the oxidative stress. Cells affected by oxidative stress can undergo genetic alteration, causing structural changes and promoting the onset of chronic diseases, such as cancer. We have performed an in silico study to evaluate the antioxidant potential of two molecules of the zinc database: ZINC08706191 (Z91) and ZINC08992920 (Z20). Molecular docking, quantum chemical calculations (HF/6-31G**) and Pearson's correlation have been performed. Molecular docking results of Z91 and Z20 showed both the lower binding affinity (BA) and inhibition constant (Ki) values for the receptor-ligand interactions in the three tested enzymes (cytochrome P450CP450, myeloperoxidase-MP and NADPH oxidase-NO) than the control molecules (5-fluorouracil-FLU, melatonin-MEL and dextromethorphan-DEX, for each receptor respectively). Molecular descriptors were correlated with Ki and strong correlations were observed for the CP450, MP and NO receptors. These and other results attest the significant antioxidant ability of Z91 and Z20, that may be indicated for further analyses in relation to the control of oxidative stress and as possible antioxidant agents to be used in the pharmaceutical industry.

引用

页数：17

共 64 条

[1] Synthesis, DFT calculations, spectroscopy and in vitro antioxidant activity studies on 4-hydroxyphenyl substituted thiopyrimidine derivatives [J].