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Synthesis and antiproliferative activity of sulfonamide-based peptidomimetic calpain inhibitors.

Abstract：

:The calpains are a conserved family of cysteine proteases that includes several isoforms of which µ-calpain and m-calpain are the most widely distributed in mammalian cells. Calpains have been implicated in normal physiological processes as well as cellular abnormalities such as neurodegenerative disorders, cataract, and cancer. Therefore, calpain inhibitors are of interest as potential therapeutic agents. We have synthesized four new sulfonamide-based peptidomimetic compounds 2-5 as inhibitors of μ-calpain that incorporate (E)-1-(phenyl)-2-phenyldiazene and (E)-1-(phenyl)-2-phenylethene functionalities as the N-terminal capping groups of the inhibitors. Compound 5 with Ki value of 9 nM versus μ-calpain was the most potent member of the group. The compounds were predicted to be more lipophilic compared to MDL28170 based on CLogP estimation. They displayed moderate to good antiproliferative activity versus melanoma cell lines (A-375 and B-16F1) and PC-3 prostate cancer cells in vitro. Additionally, one member of the group (compound 3) inhibited DU-145 cell invasion by 80% at 2 μM concentration in the Matrigel cell invasion assay.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Donkor IO,Xu J,Liu J,Cameron K

doi

10.1016/j.bmc.2020.115433

subject

Has Abstract

pub_date

2020-05-01 00:00:00

pages

115433

issue

9

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(20)30243-1

journal_volume

28

pub_type

杂志文章

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