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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
10
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pubmed:dateCreated |
1983-11-23
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pubmed:abstractText |
In aqueous solution and using molecular oxygen as electron acceptor, the antitumor drug 9-hydroxyellipticine (9-OH-E) undergoes a spontaneous oxidation to give hydrogen peroxide (H2O2), the quinone imine 9-oxoellipticine (9-oxo-E), and a dimer of 9-OH-E(9-OH-E2). Electron paramagnetic resonance (EPR) experiments performed either in alkaline Me2SO or in phosphate buffer in the presence of the spin trap 5,5-dimethylpyrroline 1-oxide (DMPO) suggest that the oxidation process involves the initial formation of superoxide anion (O2- .) and the free radical of the drug. In aqueous medium, this step is followed by the dismutation of both O2- . and free radicals of the drug generating, respectively, H2O2 and 9-oxo-E. 9-Oxo-E further reacts with the 9-OH-E remaining in the solution to form the dimer 9-OH-E2 as the terminal product. The autoxidation process is strongly enhanced by superoxide dismutase and manganese ions. In the ellipticine series, all drugs that have an OH group in position 9 exhibit the ability to transfer one electron on molecular oxygen to generate O2- .. This property may be involved in the cytotoxic activities of these drugs.
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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/9-hydroxyellipticine,
http://linkedlifedata.com/resource/pubmed/chemical/Alkaloids,
http://linkedlifedata.com/resource/pubmed/chemical/Edetic Acid,
http://linkedlifedata.com/resource/pubmed/chemical/Ellipticines,
http://linkedlifedata.com/resource/pubmed/chemical/Manganese,
http://linkedlifedata.com/resource/pubmed/chemical/Superoxide Dismutase
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pubmed:status |
MEDLINE
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pubmed:month |
Oct
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pubmed:issn |
0022-2623
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
26
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
1438-44
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pubmed:dateRevised |
2008-11-21
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pubmed:meshHeading |
pubmed-meshheading:6413693-Alkaloids,
pubmed-meshheading:6413693-Chemical Phenomena,
pubmed-meshheading:6413693-Chemistry,
pubmed-meshheading:6413693-Edetic Acid,
pubmed-meshheading:6413693-Ellipticines,
pubmed-meshheading:6413693-Kinetics,
pubmed-meshheading:6413693-Manganese,
pubmed-meshheading:6413693-Oxidation-Reduction,
pubmed-meshheading:6413693-Oxygen Consumption,
pubmed-meshheading:6413693-Spectrophotometry,
pubmed-meshheading:6413693-Structure-Activity Relationship,
pubmed-meshheading:6413693-Superoxide Dismutase
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pubmed:year |
1983
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pubmed:articleTitle |
Autoxidation of the antitumor drug 9-hydroxyellipticine and its derivatives.
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pubmed:publicationType |
Journal Article,
Comparative Study,
Research Support, Non-U.S. Gov't
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