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rdf:type |
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lifeskim:mentions |
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pubmed:issue |
6
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pubmed:dateCreated |
1999-9-9
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pubmed:abstractText |
The seco-acid of the natural macrolactone, tuckolide (decarestrictin D) and the C-7 epimer have been prepared in enantiomerically pure form from D-gluconolactone and poly(3-hydroxy butyric acid). The key steps are Horner Emmons olefination and stereoselective reduction of the resulting enone to provide both epimers at C-7. None of the seco-acids inhibit microsomal HMGCoA reductase of pea or rat liver. It may be concluded that the cholesterol biosynthesis inhibiting effect of tuckolide is unlikely to proceed via HMGCoA reductase inhibition.
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
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pubmed:status |
MEDLINE
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pubmed:month |
Jun
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pubmed:issn |
0968-0896
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pubmed:author |
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pubmed:issnType |
Print
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pubmed:volume |
7
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
1049-57
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pubmed:dateRevised |
2003-11-14
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pubmed:meshHeading |
pubmed-meshheading:10428373-Aldehydes,
pubmed-meshheading:10428373-Angiosperms,
pubmed-meshheading:10428373-Animals,
pubmed-meshheading:10428373-Cells, Cultured,
pubmed-meshheading:10428373-Drug Evaluation, Preclinical,
pubmed-meshheading:10428373-Hydroxymethylglutaryl CoA Reductases,
pubmed-meshheading:10428373-Hydroxymethylglutaryl-CoA Reductase Inhibitors,
pubmed-meshheading:10428373-Lactones,
pubmed-meshheading:10428373-Microsomes, Liver,
pubmed-meshheading:10428373-Phosphonic Acids,
pubmed-meshheading:10428373-Plants,
pubmed-meshheading:10428373-Rats,
pubmed-meshheading:10428373-Stereoisomerism,
pubmed-meshheading:10428373-Structure-Activity Relationship
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pubmed:year |
1999
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pubmed:articleTitle |
Synthesis and biological testings as inhibitors of HMGCoA reductase of the seco-acid of tuckolide and its C-7 epimer.
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pubmed:affiliation |
Groupe SUCRES, UMR 7565 CNRS-Université Henri Poincaré-Nancy I, Nancy-Vandoeuvre, France.
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pubmed:publicationType |
Journal Article
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