Synthesis and study of a lipophilic α-keto amide inhibitor of pancreatic lipase

被引：84

作者：

Chiou, A

Markidis, T

Constantinou-Kokotou, V

Verger, R

Kokotos, G ^{[1
]}

机构：

[1] Univ Athens, Dept Chem, GR-15771 Athens, Greece

[2] Agr Univ Athens, Chem Labs, Athens 11855, Greece

[3] CNRS, UPR 9025, Lab Lipolyse Enzymat, F-13402 Marseille 20, France

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 03期

关键词：

D O I：

10.1021/ol991295s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A lipophilic a 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 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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页码：347 / 350

页数：4

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