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Structure-guided design of selective inhibitors of neuronal nitric oxide synthase.

Abstract：

:Nitric oxide synthases (NOSs) comprise three closely related isoforms that catalyze the oxidation of L-arginine to L-citrulline and the important second messenger nitric oxide (NO). Pharmacological selective inhibition of neuronal NOS (nNOS) has the potential to be therapeutically beneficial in various neurodegenerative diseases. Here, we present a structure-guided, selective nNOS inhibitor design based on the crystal structure of lead compound 1 in nNOS. The best inhibitor, 7, exhibited low nanomolar inhibitory potency and good isoform selectivities (nNOS over eNOS and iNOS are 472-fold and 239-fold, respectively). Consistent with the good selectivity, 7 binds to nNOS and eNOS with different binding modes. The distinctly different binding modes of 7, driven by the critical residue Asp597 in nNOS, offers compelling insight to explain its isozyme selectivity, which should guide future drug design programs.

journal_name

J Med Chem

journal_title

Journal of medicinal chemistry

authors

Huang H,Li H,Martásek P,Roman LJ,Poulos TL,Silverman RB

doi

10.1021/jm4000984

subject

Has Abstract

pub_date

2013-04-11 00:00:00

pages

3024-32

issue

7

eissn

0022-2623

issn

1520-4804

journal_volume

56

pub_type

杂志文章

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