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Structure-activity studies of cyclic ketone inhibitors of the serine protease plasmin: design, synthesis, and biological activity.

Abstract：

:Three series of cyclic ketone inhibitors were synthesized and evaluated against the serine protease plasmin. Peptide inhibitors that incorporated 3-oxotetrahydrofuran and 3-oxotetrahydrothiophene 1,1-dioxide groups had the highest activities. Alkylamino substituents, which were designed to bind in the S1 subsite of plasmin, were attached to the inhibitors. Compounds 5c and 5g, which incorporated 6-aminohexyl substituents, were found to be optimal and demonstrated IC(50) values in the low micromolar range. Incorporating conformationally constrained peptide segments into the inhibitors did not improve their activities.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Xue F,Seto CT

doi

10.1016/j.bmc.2006.08.040

subject

Has Abstract

pub_date

2006-12-15 00:00:00

pages

8467-87

issue

24

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(06)00713-9

journal_volume

14

pub_type

杂志文章

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