Antioxidant properties of phenolic Schiff bases: structure-activity relationship and mechanism of action

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F13%3A33148402" target="_blank" >RIV/61989592:15310/13:33148402 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.1007/s10822-013-9692-0" target="_blank" >http://dx.doi.org/10.1007/s10822-013-9692-0</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1007/s10822-013-9692-0" target="_blank" >10.1007/s10822-013-9692-0</a>

Result language

angličtina

Original language name

Antioxidant properties of phenolic Schiff bases: structure-activity relationship and mechanism of action

Original language description

Phenolic Schiff bases are known for their diverse biological activities and ability to scavenge free radicals. To elucidate (1) the structure-antioxidant activity relationship of a series of thirty synthetic derivatives of 2-methoxybezohydrazide phenolicSchiff bases and (2) to determine the major mechanism involved in free radical scavenging, we used density functional theory calculations (B3P86/6-31+(d,p)) within polarizable continuum model. The results showed the importance of the bond dissociation enthalpies (BDEs) related to the first and second (BDEd) hydrogen atom transfer (intrinsic parameters) for rationalizing the antioxidant activity. In addition to the number of OH groups, the presence of a bromine substituent plays an interesting role in modulating the antioxidant activity. Theoretical thermodynamic and kinetic studies demonstrated that the free radical scavenging by these Schiff bases mainly proceeds through proton-coupled electron transfer rather than sequential proton l

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CF - Physical chemistry and theoretical chemistry

OECD FORD branch

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Project

<a href="/en/project/ED2.1.00%2F03.0058" target="_blank" >ED2.1.00/03.0058: Regional Centre of Advanced Technologies and Materials</a><br>

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year

2013

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Journal of Computer-Aided Molecular Design

ISSN

0920-654X

e-ISSN

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Volume of the periodical

27

Issue of the periodical within the volume

11

Country of publishing house

NL - THE KINGDOM OF THE NETHERLANDS

Number of pages

14

Pages from-to

951-964

UT code for WoS article

000328207000003

EID of the result in the Scopus database

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