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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
12
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pubmed:dateCreated |
1981-3-24
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pubmed:abstractText |
The synthesis, resolution, and absolute configuration assignment of 2-methyl-3-(2,4,5-trihydroxphenyl)alanine (6-OH-alpha-Me-Dopa) are reported. Hemodynamic studies in the rat have shown that this structural analogue and potential metabolite of the clinically useful drug (S)-alpha-Me-Dopa possesses weak hypotensive activity which resides in the R enantiomer. LD50 studies in mice have established that 6-OH-alpha-Me-Dopa is over four times more toxic than alpha-Me-Dopa. Chronic exposure to 6-OH-alpha-Me-Dopa leads to renal and hepatic lesions. The case of oxidation of this hydroquinone to the electrophilic quinone species may contribute to its enhanced toxicity compared to alpha-Me-Dopa.
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pubmed:grant | |
pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
|
pubmed:month |
Dec
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pubmed:issn |
0022-2623
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
23
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
1318-23
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pubmed:dateRevised |
2008-11-21
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pubmed:meshHeading |
pubmed-meshheading:7452683-Animals,
pubmed-meshheading:7452683-Blood Pressure,
pubmed-meshheading:7452683-Chemical Phenomena,
pubmed-meshheading:7452683-Chemistry,
pubmed-meshheading:7452683-Hemodynamics,
pubmed-meshheading:7452683-Lethal Dose 50,
pubmed-meshheading:7452683-Male,
pubmed-meshheading:7452683-Methyldopa,
pubmed-meshheading:7452683-Mice,
pubmed-meshheading:7452683-Molecular Conformation,
pubmed-meshheading:7452683-Rats,
pubmed-meshheading:7452683-Stereoisomerism,
pubmed-meshheading:7452683-Structure-Activity Relationship
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pubmed:year |
1980
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pubmed:articleTitle |
Synthetic and preliminary hemodynamic and whole animal toxicity studies on (R,S)-, (R)-, and (S)-2-methyl-3-(2,4,5-trihydroxyphenyl)alanine.
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, P.H.S.
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