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J Med Chem. 2009 May 28;52(10):3317-27. doi: 10.1021/jm900251a.

Design and synthesis of small molecule glycerol 3-phosphate acyltransferase inhibitors.

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  • 1Department of Chemistry, The Johns Hopkins University, Remsen Hall, 3400 North Charles Street, Baltimore, Maryland 21218, USA.


The incidence of obesity and other diseases associated with an increased triacylglycerol mass is growing rapidly, particularly in the United States. Glycerol 3-phosphate acyltransferase (GPAT) catalyzes the rate-limiting step of glycerolipid biosynthesis, the acylation of glycerol 3-phosphate with saturated long-chain acyl-CoAs. In an effort to produce small molecule inhibitors of this enzyme, a series of benzoic and phosphonic acids was designed and synthesized. In vitro testing of this series has led to the identification of several compounds, in particular 2-(nonylsulfonamido)benzoic acid (15g), possessing moderate GPAT inhibitory activity in an intact mitochondrial assay.

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