2003
DOI: 10.1021/jf020544f
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Avenanthramides in Oats (Avena sativa L.) and Structure−Antioxidant Activity Relationships

Abstract: Eight avenanthramides, amides of anthranilic acid (1) and 5-hydroxyanthranilic acid (2), respectively, and the four cinnamic acids p-coumaric (p), caffeic (c), ferulic (f), and sinapic (s) acid, were synthesized for identification in oat extracts and for structure-antioxidant activity studies. Three compounds (2p, 2c, and 2f) were found in oat extracts. As assessed by the reactivity toward 1,1-diphenyl-2-picrylhydrazyl (DPPH), all avenanthramides except 1p showed activity. Initially, the antioxidant activity o… Show more

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Cited by 178 publications
(139 citation statements)
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References 24 publications
(19 reference statements)
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“…PA bound to dietary fiber may prevent cancer of the colon [96]. 80% ethanol [46,57]; Bound phenolics-Alkaline hydrolysis [52], acid hydrolysis [52,53] Avenanthramides (AV) Oat 80% methanol [56,98]; 80% ethanol [57,58].…”
Section: Proteins and Bioactive Peptidesmentioning
confidence: 99%
“…PA bound to dietary fiber may prevent cancer of the colon [96]. 80% ethanol [46,57]; Bound phenolics-Alkaline hydrolysis [52], acid hydrolysis [52,53] Avenanthramides (AV) Oat 80% methanol [56,98]; 80% ethanol [57,58].…”
Section: Proteins and Bioactive Peptidesmentioning
confidence: 99%
“…These are in fact N-cinnamoylanthranilate alkaloids derived from p-coumaric, caffeic, or ferulic acids with a number of components being present in groats and/or hulls (31,32).…”
Section: Comparative Levels Of Phytochemicals and Dietary Fiber Compomentioning
confidence: 99%
“…AVAs (anthranilic acid amides) are a group of naturally occurring phenolic amides in oats. Oats contain a unique group of approximately 40 different types of AVAs that consist of an anthranilic acid derivatives and hydroxycinnamic acid derivatives (Collins 1989;Bratt et al 2003;Dokuyucu et al 2003;Peterson & Dımberg 2008;Wıse 2011). AVAs are low molecular weight soluble phenolic compounds. Among cereals, only oats contain AVAs (Kováčová & Malinová 2007;Moglia et al 2010;Shi et al 2014).…”
mentioning
confidence: 99%