4.5 Article

Antioxidative activities of histidine containing caffeic acid-dipeptides

Journal

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 20, Issue 14, Pages 4266-4272

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2010.04.135

Keywords

Antioxidant; Caffeic acid; Caffeic acid-histidine dipeptides; Antioxidative activity

Funding

  1. Ministry for Health, Welfare & Family Affairs, Republic of Korea [A050432]
  2. Ministry of Education, Science and Technology [R32-2008-000-10213-0]

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Antioxidants have been utilized in both the food and cosmetics industries to neutralize the activities of reactive oxygen species (ROS) and free radicals. Histidine-containing peptides are powerful antioxidants that exist in nature. Additionally, hydroxycinnamic acid (HCA)-peptide conjugates exhibit a synergistically enhanced antioxidative activity. Thus, caffeic acid (CA), a natural antioxidant, was conjugated to histidine-containing dipeptides (His dipeptides) in order to develop better antioxidants. The antioxidative activities were measured using 2,2'-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging test and lipid peroxidation test with ferric thiocyanate method. Some of the CA-His dipeptides exhibited better radical scavenging activities than CA, and all of the CA-His dipeptides showed enhanced lipid peroxidation inhibitory activities. His dipeptide enhanced the antioxidative activity of CA, and the position of histidine also affected the antioxidative activity of the compounds. CA-proline-histidine amide (CA-Pro-His-NH(2)) exhibited the highest activity in both the free radical scavenging test and the lipid peroxidation inhibition test. (C) 2010 Published by Elsevier Ltd.

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