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Insights into the mechanism of streptonigrin-induced protein arginine deiminase inactivation.

Abstract：

:Protein citrullination is just one of more than 200 known PTMs. This modification, catalyzed by the protein arginine deiminases (PADs 1-4 and PAD6 in humans), converts the positively charged guanidinium group of an arginine residue into a neutral ureido-group. Given the strong links between dysregulated PAD activity and human disease, we initiated a program to develop PAD inhibitors as potential therapeutics for these and other diseases in which the PADs are thought to play a role. Streptonigrin which possesses both anti-tumor and anti-bacterial activity was later identified as a highly potent PAD4 inhibitor. In an effort to understand why streptonigrin is such a potent and selective PAD4 inhibitor, we explored its structure-activity relationships by examining the inhibitory effects of several analogues that mimic the A, B, C, and/or D rings of streptonigrin. We report the identification of the 7-amino-quinoline-5,8-dione core of streptonigrin as a highly potent pharmacophore that acts as a pan-PAD inhibitor.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Dreyton CJ,Anderson ED,Subramanian V,Boger DL,Thompson PR

doi

10.1016/j.bmc.2013.12.064

subject

Has Abstract

pub_date

2014-02-15 00:00:00

pages

1362-9

issue

4

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(13)01072-9

journal_volume

22

pub_type

杂志文章

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