Source:http://linkedlifedata.com/resource/pubmed/id/11750019
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
1
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pubmed:dateCreated |
2001-12-25
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pubmed:abstractText |
The acid dissociation of (-)-epigallocatechin gallate (abbreviated as egcg) and its complexation with Al(3+) were studied by potentiometric titrations, and were compared with those of (-)-epicatechin (ec) and (-)-epigallocatechin (egc). In Al(3+)-ec and Al(3+)-egc reaction systems, [Al(LH(-2))](+), [Al(LH(-2))(OH)](0), and [Al(LH(-2))(2)](-) are formed, as reported for Al(3+)-catechin (c). Reactions between Al(3+) and egcg at pH <4.1 yield AlLH(-2) and AlLH(-3) species. The 1H NMR studies have shown that two hydroxyl groups of the gallate (D) ring are deprotonated and coordinated to an Al(3+) ion in [Al(egcgH(-2))](+). The AlLH(-3) species of egcg is supposed to be formulated as [Al(egcgH(-3))](0) in which one hydroxyl group of the pyrogallol (B) ring and two hydroxyl groups of the D ring are deprotonated; an Al(3+) ion is coordinated to two oxygen atoms of the D ring and one oxygen atom from the B ring of the neighboring chelate molecule, resulting in the formation of a polymeric structure. In the Al(3+) complex of egcg, the gallate group forms major coordinate bonds and results in solution properties that are different from those of ec, egc and c which have no gallate group.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Aluminum,
http://linkedlifedata.com/resource/pubmed/chemical/Antineoplastic Agents,
http://linkedlifedata.com/resource/pubmed/chemical/Catechin,
http://linkedlifedata.com/resource/pubmed/chemical/Ligands,
http://linkedlifedata.com/resource/pubmed/chemical/Organometallic Compounds,
http://linkedlifedata.com/resource/pubmed/chemical/Tea,
http://linkedlifedata.com/resource/pubmed/chemical/epigallocatechin gallate
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pubmed:status |
MEDLINE
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pubmed:month |
Jan
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pubmed:issn |
0162-0134
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
1
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pubmed:volume |
88
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
7-13
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pubmed:dateRevised |
2007-11-15
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pubmed:meshHeading |
pubmed-meshheading:11750019-Aluminum,
pubmed-meshheading:11750019-Antineoplastic Agents,
pubmed-meshheading:11750019-Catechin,
pubmed-meshheading:11750019-Electrochemistry,
pubmed-meshheading:11750019-Ligands,
pubmed-meshheading:11750019-Nuclear Magnetic Resonance, Biomolecular,
pubmed-meshheading:11750019-Organometallic Compounds,
pubmed-meshheading:11750019-Tea,
pubmed-meshheading:11750019-Titrimetry
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pubmed:year |
2002
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pubmed:articleTitle |
Potentiometric and (1)H NMR studies of complexation of Al(3+) with (-)-epigallocatechin gallate, a major active constituent of green tea.
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pubmed:affiliation |
Department of Chemistry, University of Arizona, Tucson, AZ 85721-0041, USA. minoue@u.arizona.edu
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pubmed:publicationType |
Journal Article
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