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Title: C-8 Modifications of 3-alkyl-1,8-dibenzylxanthines as Inhibitors of Human Cytosolic Phosphoenolpyruvate Carboxykinase

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{sub 50} of 0.29 {+-} 0.08 {mu}M. An X-ray analysis of a heteroaromatic sulfonamide is presented showing a new {pi}-{pi} interaction.

Authors:
; ; ; ; ; ; ; ; ;
Publication Date:
Research Org.:
Brookhaven National Laboratory (BNL) National Synchrotron Light Source
Sponsoring Org.:
Doe - Office Of Science
OSTI Identifier:
930435
Report Number(s):
BNL-81179-2008-JA
Journal ID: ISSN 0960-894X; TRN: US200904%%541
DOE Contract Number:  
DE-AC02-98CH10886
Resource Type:
Journal Article
Resource Relation:
Journal Name: BioOrganic and Medicinal Chemistry Letters; Journal Volume: 17; Journal Issue: 14
Country of Publication:
United States
Language:
English
Subject:
59 BASIC BIOLOGICAL SCIENCES; AMIDES; ENZYMES; ENZYME INHIBITORS; MODIFICATIONS; PHOSPHOENOLPYRUVATE; SULFONAMIDES; national synchrotron light source

Citation Formats

Pietranico,S., Foley, L., Huby, N., Yun, W., Dunten, P., Vermeulen, J., Wang, P., Toth, K., Ramsey, G., and et al.. C-8 Modifications of 3-alkyl-1,8-dibenzylxanthines as Inhibitors of Human Cytosolic Phosphoenolpyruvate Carboxykinase. United States: N. p., 2007. Web. doi:10.1016/j.bmcl.2007.05.013.
Pietranico,S., Foley, L., Huby, N., Yun, W., Dunten, P., Vermeulen, J., Wang, P., Toth, K., Ramsey, G., & et al.. C-8 Modifications of 3-alkyl-1,8-dibenzylxanthines as Inhibitors of Human Cytosolic Phosphoenolpyruvate Carboxykinase. United States. doi:10.1016/j.bmcl.2007.05.013.
Pietranico,S., Foley, L., Huby, N., Yun, W., Dunten, P., Vermeulen, J., Wang, P., Toth, K., Ramsey, G., and et al.. Mon . "C-8 Modifications of 3-alkyl-1,8-dibenzylxanthines as Inhibitors of Human Cytosolic Phosphoenolpyruvate Carboxykinase". United States. doi:10.1016/j.bmcl.2007.05.013.
@article{osti_930435,
title = {C-8 Modifications of 3-alkyl-1,8-dibenzylxanthines as Inhibitors of Human Cytosolic Phosphoenolpyruvate Carboxykinase},
author = {Pietranico,S. and Foley, L. and Huby, N. and Yun, W. and Dunten, P. and Vermeulen, J. and Wang, P. and Toth, K. and Ramsey, G. and et al.},
abstractNote = {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{sub 50} of 0.29 {+-} 0.08 {mu}M. An X-ray analysis of a heteroaromatic sulfonamide is presented showing a new {pi}-{pi} interaction.},
doi = {10.1016/j.bmcl.2007.05.013},
journal = {BioOrganic and Medicinal Chemistry Letters},
number = 14,
volume = 17,
place = {United States},
year = {Mon Jan 01 00:00:00 EST 2007},
month = {Mon Jan 01 00:00:00 EST 2007}
}