Design and Evaluation of 4-Aminophenol and Salicylate Derivatives as Free-Radical Scavenger

被引：26

作者：

Borges, Rosivaldo S. ^{[1
,2
,3
]}

Pereira, Glaecia A. N. ^{[1
,3
]}

Vale, Joyce K. L. ^{[1
]}

Franca, Luiz C. S. ^{[1
]}

Monteiro, Marta C. ^{[1
]}

Alves, Claudio N. ^{[3
]}

da Silva, Alberico B. F. ^{[2
]}

机构：

[1] Fed Univ Para, Inst Ciencias Saude, Nucleo Estudos & Selecao Biomol Amazonia, BR-66075110 Belem, Para, Brazil

[2] Univ Sao Paulo, Inst Quim Sao Carlos, BR-13560970 Sao Carlos, SP, Brazil

[3] Fed Univ Para, Inst Ciencias Exatas & Nat, Lab Planejamento & Desenvolvimento Farmacos, BR-66075110 Belem, Para, Brazil

来源：

CHEMICAL BIOLOGY & DRUG DESIGN | 2013年 / 81卷 / 03期

关键词：

antioxidants; density functional theory; design; non-steroidal anti-inflammatory drugs; thiobarbituric acid reactive substances; 1; 1-diphenyl-2-picrylhydrazyl radical; LIPID-PEROXIDATION; ANTIINFLAMMATORY DRUGS; POLYPHENOLIC COMPOUNDS; ANTIOXIDANT; ACETAMINOPHEN; GENERATION; SUPEROXIDE; OXIDATION;

D O I：

10.1111/cbdd.12096

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

070307 [化学生物学]; 071010 [生物化学与分子生物学];

摘要：

This theoretical and experimental study describes the design and evaluation of the free-radical scavenging effect for the molecular association of 4-aminophenol and salicylate derivatives. For this purpose, we employed theoretical methods for the selection of antioxidant drugs and the rapid methods of evaluation: the 1,1-diphenyl-2-picrylhydrazyl radical and the thiobarbituric acid reactive substances in the lipid peroxidation initiated by Fe2+ and ascorbic acid in human erythrocytes. The associate derivatives exhibited a more potent inhibition than the salicylic acid, while the benzoyl compound exhibited a more potent inhibition than paracetamol. The molecular parameters related to the electron distribution and structure (ionization potential and energy of the highest occupied molecular orbital) correlated very well with the antioxidant action of the compounds studied here in different tests.

引用

页码：414 / 419

页数：6

共 30 条

[1]

DENSITY-FUNCTIONAL EXCHANGE-ENERGY APPROXIMATION WITH CORRECT ASYMPTOTIC-BEHAVIOR [J].