Sterically Hindered Triacylglycerol Analogues as Potent Inhibitors of Human Digestive Lipases

dc.contributor.author	Constantinou-Kokotou, V	en
dc.contributor.author	Magrioti, V	en
dc.contributor.author	Verger, R	en
dc.date.accessioned	2014-06-06T06:46:08Z
dc.date.available	2014-06-06T06:46:08Z
dc.date.issued	2004	en
dc.identifier.issn	09476539	en
dc.identifier.uri	http://dx.doi.org/10.1002/chem.200305573	en
dc.identifier.uri	http://62.217.125.90/xmlui/handle/123456789/2802
dc.subject	Enzyme inhibitors	en
dc.subject	Enzymes	en
dc.subject	Lipids	en
dc.subject	Monolayers	en
dc.subject	Triacylglycerol analogues	en
dc.subject.other	Fatty acids	en
dc.subject.other	Glycerol	en
dc.subject.other	Interfaces (materials)	en
dc.subject.other	Isotherms	en
dc.subject.other	Monolayers	en
dc.subject.other	Surface phenomena	en
dc.subject.other	Synthesis (chemical)	en
dc.subject.other	Human digestive lipases	en
dc.subject.other	Surface pressure	en
dc.subject.other	Enzyme inhibition	en
dc.subject.other	enzyme inhibitor	en
dc.subject.other	fatty acid derivative	en
dc.subject.other	glycerol derivative	en
dc.subject.other	glycerol didecanoate	en
dc.subject.other	methyl group	en
dc.subject.other	oleic acid	en
dc.subject.other	triacylglycerol	en
dc.subject.other	triacylglycerol derivative	en
dc.subject.other	triacylglycerol lipase	en
dc.subject.other	triacylglycerol lipase inhibitor	en
dc.subject.other	triolein	en
dc.subject.other	unclassified drug	en
dc.subject.other	article	en
dc.subject.other	compression	en
dc.subject.other	concentration response	en
dc.subject.other	controlled study	en
dc.subject.other	drug design	en
dc.subject.other	drug potency	en
dc.subject.other	drug structure	en
dc.subject.other	drug synthesis	en
dc.subject.other	enzyme activity	en
dc.subject.other	enzyme assay	en
dc.subject.other	enzyme inhibition	en
dc.subject.other	film	en
dc.subject.other	human	en
dc.subject.other	molecular stability	en
dc.subject.other	parameter	en
dc.subject.other	stereospecificity	en
dc.subject.other	surface property	en
dc.subject.other	technique	en
dc.subject.other	Enzyme Inhibitors	en
dc.subject.other	Humans	en
dc.subject.other	Lipase	en
dc.subject.other	Membranes, Artificial	en
dc.subject.other	Surface Properties	en
dc.subject.other	Triglycerides	en
dc.title	Sterically Hindered Triacylglycerol Analogues as Potent Inhibitors of Human Digestive Lipases	en
heal.type	journalArticle	en
heal.identifier.primary	10.1002/chem.200305573	en
heal.publicationDate	2004	en
heal.abstract	A novel class of inhibitors of human digestive lipases have been developed. Various sterically hindered triacylglycerols based on 2-methyl- and 2-butylglycerol, and/or 2-methyl fatty acids were synthesized. The triacylglycerol analogues 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 human pancreatic and gastric lipases by the sterically hindered triacylglycerol analogues was studied by using the monolayer technique with mixed films of 1,2-dicaprin, which contained variable proportions of each inhibitor. Triolein analogues that contain a butyl group at the 2-position of the glycerol backbone or methyl groups both at the 2-position of glycerol, and the α-position of each oleic acid residue were potent inhibitors; this caused a 50% decrease in HPL activity at 0.003 molar fraction.	en
heal.journalName	Chemistry - A European Journal	en
dc.identifier.issue	5	en
dc.identifier.volume	10	en
dc.identifier.doi	10.1002/chem.200305573	en
dc.identifier.spage	1133	en
dc.identifier.epage	1140	en