Sterically Hindered Triacylglycerol Analogues as Potent Inhibitors of Human Digestive Lipases
Citation:
Constantinou-Kokotou V, Magrioti V, Verger R. Sterically Hindered Triacylglycerol Analogues as Potent Inhibitors of Human Digestive Lipases. Chemistry - A European Journal. 2004;10(5):1133-1140.
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.
Contact Details
Laboratory of Organic Chemistry Department of Chemistry National and Kapodistrian University of Athens Athens 15771 Greece (+30) 210-7274497 vmagriot@chem.uoa.gr
