Source:http://linkedlifedata.com/resource/pubmed/id/11128286
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
22
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pubmed:dateCreated |
2000-12-20
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pubmed:abstractText |
A general method for the synthesis of chiral 2-oxo amide triacylglycerol analogues, from (R)- or (S)-3-aminopropane-1,2-diol, was developed. These novel inhibitors of digestive lipases are analogues of the triacylglycerol molecule, a natural substrate of lipases, and they were designed to contain the 2-oxo amide functionality in place of the scissile ester bond at the sn-1 or sn-3 position and nonhydrolysable ether bonds instead of ester bonds at the other two remaining positions. The 2-oxo amide derivatives synthesised were tested for their ability to form stable monomolecular films at the air/water interface by recording their surface pressure/molecular area compression isotherms. The inhibition of porcine pancreatic and human gastric lipases by the 2-oxo amides was studied by means of the monolayer technique with mixed films of 1,2-dicaprin and with variable proportions of each inhibitor. The alpha50 values of these triacylglycerol analogues for PPL and HGL varied between 4.4 to 7.0% and 5.6 to 15.9%, respectively. The chirality at the sn-2 position of 2-oxo amide triacylglycerol analogues affected the alpha50 value for HGL, but not for PPL.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:month |
Nov
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pubmed:issn |
0947-6539
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
17
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pubmed:volume |
6
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
4211-7
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pubmed:dateRevised |
2009-8-4
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pubmed:meshHeading |
pubmed-meshheading:11128286-Enzyme Inhibitors,
pubmed-meshheading:11128286-Lipase,
pubmed-meshheading:11128286-Magnetic Resonance Spectroscopy,
pubmed-meshheading:11128286-Mass Spectrometry,
pubmed-meshheading:11128286-Pancreas,
pubmed-meshheading:11128286-Stomach,
pubmed-meshheading:11128286-Triglycerides
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pubmed:year |
2000
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pubmed:articleTitle |
Synthesis of 2-Oxo amide triacylglycerol analogues and study of their inhibition effect on pancreatic and gastric lipases.
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pubmed:affiliation |
Department of Chemistry, University of Athens, Greece. gkokotos@cc.uoa.gr
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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