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Synthesis and evaluation of novel amide amino-β-lactam derivatives as cholesterol absorption inhibitors.

Abstract：

:The β-lactam cholesterol absorption inhibitor ezetimibe is so far the only representative of this class of compounds on the market today. The goal of this work was to synthesize new amide ezetimibe analogs from trans-3-amino-(3R,4R)-β-lactam and to test their cytotoxicity and activity as cholesterol absorption inhibitors. We synthesized six new amide ezetimibe analogs. All new compounds exhibited low toxicity in MDCKIIwt, hNPC1L1/MDCKII and HepG2 cell lines and showed significant inhibition of cholesterol uptake in hNPC1L1/MDCKII cells. In addition, we determined the activity of the three compounds to inhibit cholesterol absorption in vivo. Our results demonstrate that these compounds considerably reduce cholesterol concentrations in liver and small intestine of mice. Thus, our newly synthesized amide ezetimibe analogs are cholesterol absorption inhibitors in vitro and in vivo.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Dražić T,Sachdev V,Leopold C,Patankar JV,Malnar M,Hećimović S,Levak-Frank S,Habuš I,Kratky D

doi

10.1016/j.bmc.2015.03.067

subject

Has Abstract

pub_date

2015-05-15 00:00:00

pages

2353-9

issue

10

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(15)00263-1

journal_volume

23

pub_type

杂志文章

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