Triacylglycerols Based on 2-(N-tert-Butoxycarbonylamino)oleic Acid Are Potent Inhibitors of Pancreatic Lipase

Abstract

A novel class of potent human pancreatic lipase (HPL) inhibitors was developed. Triacylglycerol analogues containing 2-(N-tert-butoxycarbonylamino) fatty acids were synthesized, and their ability to form stable films at the air/water interface was studied. The inhibition of human digestive lipases by the compounds synthesized was studied by the monolayer technique, and the triesters of glycerol and 2-methylglycerol with 2-(N-tert-butoxycarbonylamino)oleic acid were found to be potent inhibitors of HPL.

Plant Oil Bodies: Novel Carriers to Deliver Lipophilic Molecules

“…Therefore, a simplistic view of OB disruption and formation of an adsorption layer of OB components has to be discarded although the increase in equilibrium surface pressure (see Fig. 3) is similar to the decrease in surface tension reported by other authors [9,10] for adsorption monolayers of caleosin, i.e. 15-25 mN/m.…”

“…The interfacial behaviour of the single components of OB has been studied in the past [9][10][11]. However, to our best knowledge, the behaviour and stability of OBs at air/ water interface or when patterned onto different surfaces have not yet been investigated.…”

Xanthones with pancreatic lipase inhibitory activity from the pericarps of Garcinia mangostana L. (Guttiferae)

“…Dietary lipid digestion undergoes several complex processes prior to mucosal absorption in the small intestine . Pancreatic lipase is a key enzyme in the enhancement of lipid absorption because lipolysis of pancreatic lipase is mainly carried out in the duodenum, through the hydrolysis of dietary lipid‐derived triacylglycerol into glycerol and fatty acids . Therefore, the inhibition of lipase activity has been recognized as an attractive approach to suppress the absorption of dietary fatty acid in the gastrointestinal tract.…”

Influence of temperature and alkyl chain length on phase behavior in Langmuir monolayers of some oxyethylenated nonionic surfactants

“…From the applied aspects, Langmuir monolayers are excellent model systems for membrane biophysics, since a biological membrane can be considered as two weakly coupled monolayers. Besides, they are used to study chemical [2] and biochemical reactions [3,4] in two dimensions and to fabricate LangmuirBlodgett films by layer-by-layer transfer from the water surface onto a solid substrate for specific applications in optical and electronic devices, as well as for the study of lubrication, friction, and wetting [5,6]. Although enormous complexity arises in studying the phase behavior of amphiphilic systems at the air-water interface because of a variety of intermolecular interactions, including those with subphase water, Langmuir monolayers provide a unique opportunity to gain insights into the physical properties of two-dimensionally organized molecules in a variety of phases.…”