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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
5
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pubmed:dateCreated |
1992-6-11
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pubmed:abstractText |
Silybin dihemisuccinate sodium salt, a flavonoid used in human therapy of liver dysfunction, has an inhibitory effect in vivo on radiation-induced deactivation of enzymes and peroxidation of membrane lipids in rat liver microsomes. The reactivity of silybin and its phenolic OH groups towards free radicals (OH, N3., (SCN)2.-, Cl3CO2.) in aqueous solution was studied by pulse radiolysis. Absorption spectra for the phenoxyl-type radicals were assigned using structurally similar models. The one-electron reduction potential for silybin at pH 7 (E07 = 0.76 V), determined using the p-methoxy-phenoxyl/phenolate redox couple as reference standard (E07 = 0.72 V, Lind et al. 1990), is related to the 3'-methoxy-4'-OH structure, the exclusive target for one-electron oxidation at pH 7, while the 7-OH and 5-OH groups are prevented from oxidation by 4-keto substitution and intramolecular H-bonding, respectively. The free radical reactivity of silybin compares favourably with poly-OH-substituted flavonoids; however, the latter compounds have been reported to generate potentially toxic oxygen species at a biologically relevant pH.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:month |
May
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pubmed:issn |
0955-3002
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
61
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
603-9
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pubmed:dateRevised |
2003-11-14
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pubmed:meshHeading |
pubmed-meshheading:1349624-Animals,
pubmed-meshheading:1349624-Free Radicals,
pubmed-meshheading:1349624-Hydroxides,
pubmed-meshheading:1349624-Hydroxyl Radical,
pubmed-meshheading:1349624-Male,
pubmed-meshheading:1349624-Microsomes, Liver,
pubmed-meshheading:1349624-Oxidation-Reduction,
pubmed-meshheading:1349624-Pulse Radiolysis,
pubmed-meshheading:1349624-Rats,
pubmed-meshheading:1349624-Rats, Inbred Strains,
pubmed-meshheading:1349624-Silymarin
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pubmed:year |
1992
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pubmed:articleTitle |
Substituent effects in the free radical reactions of silybin: radiation-induced oxidation of the flavonoid at neutral pH.
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pubmed:affiliation |
Institute of Isotopes of the Hungarian Academy of Sciences, Budapest.
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pubmed:publicationType |
Journal Article
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