Linked Life Data

19944611

Source:http://linkedlifedata.com/resource/pubmed/id/19944611

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
1
pubmed:dateCreated
2010-2-3
pubmed:abstractText
The applicability of the newly developed RM1 and PM6 methods implemented in the semiempirical quantum chemistry mopac2009 software package in modeling free radical scavenging activity of flavonoids was examined. Bond dissociation enthalpy (BDE) of OH groups could be calculated much faster than with DFT method but with similar quality. Despite the known shortcomings of the Trolox equivalent antioxidant capacity (TEAC) assay, we show that taking into account the hydrogen atom transfer (HAT) mechanism of free radical scavenging of flavonoids encoded by minimal BDE values (BDE(min)) and the number of OH groups (nOH), as well as experimental data, reasonable QSAR models could be developed. For TEAC values of 38 flavonoids measured by the ABTS free radical, a model based on BDE(min) and nOH was developed, having very good statistical parameters (r=0.983, r(cv)=0.976). The applicability of this model to three different data sets of flavonoids and reliability of TEAC values measured in distinct laboratories were discussed. Finally, a reasonably good model of experimental vitamin C equivalent antioxidant capacity (VCEAC) of 36 flavonoids was obtained (r=0.954, r(cv)=0.947), involving BDE(min) and nOH as descriptors. Additionally, all presented models have comparable fit and cross-validated statistical parameters, as well as significant regression coefficients.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Jan
pubmed:issn
1464-3391
pubmed:author
pubmed:copyrightInfo
Copyright (c) 2009 Elsevier Ltd. All rights reserved.
pubmed:issnType
Electronic
pubmed:day
1
pubmed:volume
18
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
28-35
pubmed:meshHeading
pubmed:year
2010
pubmed:articleTitle
Reliability of bond dissociation enthalpy calculated by the PM6 method and experimental TEAC values in antiradical QSAR of flavonoids.
pubmed:affiliation
Faculty of Agriculture, The Josip Juraj Strossmayer University, PO Box 719, HR-31107 Osijek, Croatia. damic@pfos.hr
pubmed:publicationType
Journal Article, Research Support, Non-U.S. Gov't