uu.seUppsala University Publications
Change search
ReferencesLink to record
Permanent link

Direct link
Radical-scavenging and antioxidant activity of avenanthramides
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry, Organic Chemistry.
2009 (English)In: Food Chemistry, ISSN 0308-8146, Vol. 113, no 2, 550-556 p.Article in journal (Refereed) Published
Abstract [en]

Avenanthramides are amides of cinnamoyl-anthranilic acids and, among cereals, are exclusively found in oats. This study investigated the structure-antioxidant activities of 15 avenanthramides with different substitution patterns in the two aromatic rings, seven of which were new avenanthramides synthesised and characterised in this study. Radical-scavenging activity was tested as reactivity towards 1,1-diphenyl-2-picrylhydrazyl (DPPH-). The activity increased with the number of radical-stabilising groups ortho to the phenolic hydroxy group. Both aromatic rings were independently important for activity, while conjugation across the amide bond was of minor importance. Antioxidant activity was determined as inhibition of linoleic acid oxidation. In contrast to the radical-scavenging activity, antioxidant activity was observed for most avenanthramides, and also for compounds with only one hydroxy group in either of the aromatic rings. Compared with alpha-tocopherol, the avenanthramides protected linoleic acid from oxidation to a smaller extent initially, but the effect lasted for a longer time.

Place, publisher, year, edition, pages
2009. Vol. 113, no 2, 550-556 p.
Keyword [en]
1, 1-Diphenyl-2-picrylhydrazyl, Antioxidants, Avenanthramides, DPPH, Linoleic acid, Oats
National Category
Other Basic Medicine
URN: urn:nbn:se:uu:diva-107034DOI: 10.1016/j.foodchem.2008.07.101ISI: 000261084600027OAI: oai:DiVA.org:uu-107034DiVA: diva2:227586
Available from: 2009-07-15 Created: 2009-07-15 Last updated: 2011-03-10Bibliographically approved

Open Access in DiVA

No full text

Other links

Publisher's full text
By organisation
Organic Chemistry
In the same journal
Food Chemistry
Other Basic Medicine

Search outside of DiVA

GoogleGoogle Scholar
The number of downloads is the sum of all downloads of full texts. It may include eg previous versions that are now no longer available

Altmetric score

Total: 177 hits
ReferencesLink to record
Permanent link

Direct link