Linked Life Data

12643644

Source:http://linkedlifedata.com/resource/pubmed/id/12643644

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
7
pubmed:dateCreated
2003-3-19
pubmed:abstractText
Differences in the antioxidant activity of some biosynthetically related ferulic acid derivatives induced by the presence of characteristic groups (-COOH, -CHO, -CH(2)OH, -CH(3), and -COOC(2)H(5)) at the end of their carbon side chain were investigated using both experimental and computational methods. The relative order of the scavenging activity toward the DPPH radical derived from kinetic studies was isoeugenol approximately coniferyl alcohol >> ferulic acid approximately coniferyl aldehyde approximately ethyl ferulate. In bulk oil autoxidation (45 degrees C) the same order of activity was obtained. In the o/w emulsion autoxidation, lipophilicity of the phenols was the determining factor because the least polar compounds bearing -CH(3) and -COOC(2)H(5) were the most effective ones. The order of activity based on the O-H bond dissociation enthalpy (BDE) and ionization potential (IP) values, calculated by the density functional theory (DFT) method, was in accordance with the experimental radical scavenging order and with the electron-donating/withdrawing properties of the characteristic groups. Other molecular descriptors could not complement the experimental findings.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Mar
pubmed:issn
0021-8561
pubmed:author
pubmed:issnType
Print
pubmed:day
26
pubmed:volume
51
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
1874-9
pubmed:dateRevised
2009-11-19
pubmed:meshHeading
pubmed:year
2003
pubmed:articleTitle
Structure-antioxidant activity relationship of ferulic acid derivatives: effect of carbon side chain characteristic groups.
pubmed:affiliation
Laboratory of Food Chemistry and Technology, School of Chemistry, Aristotle University of Thessaloniki, 54124 Thessaloniki, Greece.
pubmed:publicationType
Journal Article, Research Support, Non-U.S. Gov't