Synthesis and study of a lipophilic alpha-keto amide inhibitor of pancreatic lipase |
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Authors: | Chiou A Markidis T Constantinou-Kokotou V Verger R Kokotos G |
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Affiliation: | Department of Chemistry, University of Athens, Greece. |
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Abstract: | [reaction: see text] A lipophilic alpha-keto amide, inhibitor of pancreatic lipase, was synthesized using a lipidic 2-amino alcohol as backbone. The chiral key intermediate 2-(tert-butyloxycarbonylamino)-D-undecen-5-ol was synthesized starting from D-glutamic acid. The inhibitor formed a stable monomolecular film at the air/water interface as shown by a force/area curve. Inhibition studies using the monomolecular film technique with mixed films of 1,2-dicaprin containing variable proportions of the inhibitor showed a 50% decrease in lipase activity at a 0.14 molar fraction. |
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