Source:http://linkedlifedata.com/resource/pubmed/id/18060118
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
48
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pubmed:dateCreated |
2007-12-6
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pubmed:abstractText |
We were able, for the first time, to synthesize and characterize Pt derivatives with a structural shape similar to vitamin E, having a metalla-chromane core. The formation reaction mechanism includes an unexpected highly selective ortho aromatic electrophilic substitution on phenol, operated by [PtCl(eta(1)-C(2)H(4)OR)(N-N)], R = Me or Ph, and a final cyclization step. The X-ray structure of one of the new metalla-chromane complexes [Pt(EtPh)(phen)],1a, (EtPh = 2-(ethan-2'-yl-kC(1))-1-phenolato-k0(1), phen = 1,10-phenanthroline) is reported. Cytotoxicity and Pt uptake measurements, performed on HeLa cancer cells, show an interesting structure-activity correlation for the new metalla-chromane analogues 1a and [Pt(MeOEtPh)(phen)], 1b, (MeOEtPh = 2-(ethan-2'-yl-kC(1))-4-(methoxy)-1-phenolato-k0(1)), being the structurally closest to vitamin E and also the most active.
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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/Chromans,
http://linkedlifedata.com/resource/pubmed/chemical/Cisplatin,
http://linkedlifedata.com/resource/pubmed/chemical/Organometallic Compounds,
http://linkedlifedata.com/resource/pubmed/chemical/Phenol,
http://linkedlifedata.com/resource/pubmed/chemical/Platinum Compounds,
http://linkedlifedata.com/resource/pubmed/chemical/Vitamin E
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pubmed:status |
MEDLINE
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pubmed:month |
Dec
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pubmed:issn |
1477-9226
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
28
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
5720-5
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pubmed:meshHeading |
pubmed-meshheading:18060118-Alkylation,
pubmed-meshheading:18060118-Cell Survival,
pubmed-meshheading:18060118-Chromans,
pubmed-meshheading:18060118-Cisplatin,
pubmed-meshheading:18060118-Crystallography, X-Ray,
pubmed-meshheading:18060118-HeLa Cells,
pubmed-meshheading:18060118-Humans,
pubmed-meshheading:18060118-Models, Molecular,
pubmed-meshheading:18060118-Molecular Structure,
pubmed-meshheading:18060118-Organometallic Compounds,
pubmed-meshheading:18060118-Phenol,
pubmed-meshheading:18060118-Platinum Compounds,
pubmed-meshheading:18060118-Vitamin E
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pubmed:year |
2007
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pubmed:articleTitle |
Highly selective metal mediated ortho-alkylation of phenol. First platinum containing organometallic chromane analogues.
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pubmed:affiliation |
Dipartimento di Scienze e Tecnologie Biologiche ed Ambientali, Università del Salento, Via Provinciale Lecce-Monteroni, I-73100 Lecce, Italy.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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