C-8 Modifications of 3-alkyl-1,8-dibenzylxanthines as inhibitors of human cytosolic phosphoenolpyruvate carboxykinase.

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Pietranico SL, Foley LH, Huby N, Yun W, Dunten P, Vermeulen J, Wang P, Toth K, Ramsey G, Gubler ML, Wertheimer SJ

C-8 Modifications of 3-alkyl-1,8-dibenzylxanthines as inhibitors of human cytosolic phosphoenolpyruvate carboxykinase.

Bioorg Med Chem Lett. 2007 Jul 15;17(14):3835-9. Epub 2007 May 22.

PubMed ID

17532214 [ View in PubMed

]

Abstract

New modifications on the C-8 4-aminobenzyl unit of the previously reported 3-alkyl-1,8-dibenzylxanthine inhibitors of cPEPCK are presented. The most active compound reported here is the 5-chloro-1,3-dimethyl-1H-pyrazole-4-sulfonic acid amide derivative 2 with an IC(50) of 0.29+/-0.08 microM. An X-ray analysis of a heteroaromatic sulfonamide is presented showing a new pi-pi interaction.

DrugBank Data that Cites this Article

Polypeptides

Name	UniProt ID
Phosphoenolpyruvate carboxykinase, cytosolic [GTP]	P35558	Details

Binding Properties

Drug	Target	Property	Measurement	pH	Temperature (°C)
1-(2-Fluorobenzyl)-3-Butyl-8-(N-Acetyl-4-Aminobenzyl)-Xanthine	Phosphoenolpyruvate carboxykinase, cytosolic [GTP]	IC 50 (nM)	2110	N/A	N/A	Details