The antioxidant properties of salicylate derivatives: A possible new mechanism of anti-inflammatory activity

Rosivaldo S Borges; Steven L Castle

doi:10.1016/j.bmcl.2015.07.001

The antioxidant properties of salicylate derivatives: A possible new mechanism of anti-inflammatory activity

Bioorg Med Chem Lett. 2015 Nov 1;25(21):4808-4811. doi: 10.1016/j.bmcl.2015.07.001. Epub 2015 Jul 7.

Authors

Rosivaldo S Borges¹, Steven L Castle²

Affiliations

¹ Faculdade de Farmácia, Instituto de Ciências da Saúde, Universidade Federal do Pará, 66075-110 Belém, PA, Brazil; Department of Chemistry and Biochemistry, Brigham Young University, Provo, UT 84602, United States. Electronic address: rosborg@ufpa.br.
² Department of Chemistry and Biochemistry, Brigham Young University, Provo, UT 84602, United States. Electronic address: scastle@chem.byu.edu.

PMID: 26183083
DOI: 10.1016/j.bmcl.2015.07.001

Abstract

The synthesis and antioxidant evaluation by DPPH scavenging of a series of salicylic acid derivatives is described. Gentisic acid and its ester, amide, and amino analogs possess more radical scavenging capacity than salicylic acid and other salicylate derivatives. This property can possibly provide an additional pathway for anti-inflammatory activity through either single electron or hydrogen atom transfer, leading to a new strategy for the design of anti-inflammatory agents.

Keywords: Anti-inflammatory; Antioxidant mechanism; DFT; DPPH(); Salicylate derivatives.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis
Anti-Inflammatory Agents, Non-Steroidal / chemistry*
Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
Antioxidants / chemical synthesis
Antioxidants / chemistry*
Antioxidants / pharmacology
Molecular Structure
Quantum Theory
Salicylic Acid / chemical synthesis
Salicylic Acid / chemistry*
Salicylic Acid / pharmacology

Substances

Anti-Inflammatory Agents, Non-Steroidal
Antioxidants
Salicylic Acid