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Fluorinated conformationally restricted gamma-aminobutyric acid aminotransferase inhibitors. | LitMetric

Fluorinated conformationally restricted gamma-aminobutyric acid aminotransferase inhibitors.

J Med Chem

Department of Chemistry, Center for Drug Discovery and Chemical Biology, Northwestern University, Evanston, Illinois 60208-3113, USA.

Published: December 2006

AI Article Synopsis

Article Abstract

On the basis of the structures of several potent inhibitor molecules for gamma-aminobutryric acid aminotransferase (GABA-AT) that were previously reported, six modified fluorine-containing conformationally restricted analogues were designed, synthesized, and tested as GABA-AT inhibitors. The syntheses of all six molecules followed from a readily synthesized ketone intermediate. Three of the molecules were found to be irreversible inhibitors of GABA-AT with comparable or larger k(inact)/K(I) values than that of vigabatrin, a clinically used antiepilepsy drug, and the other three were reversible inhibitors. A possible mechanism for inactivation by one of the inactivators is proposed.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2577068PMC
http://dx.doi.org/10.1021/jm0608715DOI Listing

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