rdf:type |
|
lifeskim:mentions |
|
pubmed:issue |
3
|
pubmed:dateCreated |
2002-1-29
|
pubmed:abstractText |
Various 3-cyclopropanecarbonyloxy-2-cyclohexen-1-one 1 derivatives have been synthesized and tested as inhibitors of 4-hydroxyphenylpyruvate dioxygenase (4-HPPD) from pig liver. The inhibition results indicated that well-positioned dicarbonyl groups as well as the cyclopropyl group of 1 were essential for potent inhibition. Substitution at the 2-position of the ring system has a significant effect on inhibitor potency, while the 5-position can undergo substantial variations and retain inhibitor potency. In the compounds examined, 2-chloro substituted 12 is the best inhibitor of all with IC(50) of 15 nM, the rest of the synthesized analogues were less potent inhibitors than the parent compound.
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pubmed:language |
eng
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pubmed:journal |
|
pubmed:citationSubset |
IM
|
pubmed:chemical |
|
pubmed:status |
MEDLINE
|
pubmed:month |
Mar
|
pubmed:issn |
0968-0896
|
pubmed:author |
|
pubmed:issnType |
Print
|
pubmed:volume |
10
|
pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
685-90
|
pubmed:dateRevised |
2006-11-15
|
pubmed:meshHeading |
pubmed-meshheading:11814856-4-Hydroxyphenylpyruvate Dioxygenase,
pubmed-meshheading:11814856-Animals,
pubmed-meshheading:11814856-Cyclohexanes,
pubmed-meshheading:11814856-Cyclohexanones,
pubmed-meshheading:11814856-Cyclohexenes,
pubmed-meshheading:11814856-Cyclopropanes,
pubmed-meshheading:11814856-Enzyme Inhibitors,
pubmed-meshheading:11814856-Inhibitory Concentration 50,
pubmed-meshheading:11814856-Liver,
pubmed-meshheading:11814856-Structure-Activity Relationship,
pubmed-meshheading:11814856-Swine
|
pubmed:year |
2002
|
pubmed:articleTitle |
SAR studies of 3-cyclopropanecarbonyloxy-2-cyclohexen-1-one as inhibitors of 4-hydroxyphenylpyruvate dioxygenase.
|
pubmed:affiliation |
Department of Chemistry, Tunghai University, 181, Taichung-Kang Rd. Sec. 3, Taichung, Taiwan 40704, ROC.
|
pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
|