Affordable Access

Publisher Website

An effective strategy to develop active cinnamic acid-directed antioxidants based on elongating the conjugated chains

Authors
Journal
Food Chemistry
0308-8146
Publisher
Elsevier
Publication Date
Volume
158
Identifiers
DOI: 10.1016/j.foodchem.2014.02.092
Keywords
  • Cinnamic Acid
  • Antioxidant
  • Conjugated Chain
  • Lipophilicity
  • Redox Potential
Disciplines
  • Design

Abstract

Abstract To optimize antioxidant activity and lipophilicity of cinnamic acid derivatives (CAs) including ferulic acid, sinapic acid, 3,4-dimethoxycinnamic acid, and p-hydroxycinnamic acid, four analogs bearing an additional double bond between their aromatic ring and propenoic acid moiety were designed and synthesized based on the conjugated chain elongation strategy. The antioxidant performance of the CAs were investigated by 2,2′-diphenyl-1-picrylhydrazyl (DPPH)-scavenging, ferric reducing/antioxidant power, cyclic voltammetry, DNA strand breakage-inhibiting and anti-haemolysis activity assays. It was found that CAs with elongation of conjugated chains display increased DPPH-scavenging, DNA strand breakage-inhibiting and anti-haemolysis activities as compared to their parent molecules, due to their improved hydrogen atom-donating ability and lipophilicity. Overall, this work highlights an effective strategy to develop potential CA-directed antioxidants by elongating their conjugated chain.

There are no comments yet on this publication. Be the first to share your thoughts.