%0 Journal Article %1 Muller1998 %A Muller, C. E. %A Sandoval-Ramirez, J. %A Schobert, U. %A Geis, U. %A Frobenius, W. %A Klotz, K. N. %D 1998 %J Bioorg Med Chem %K & A2A Acids/*chemical Adenosine Animals Arylsulfonic Assay CHO Central Cerebral Concentration Cortex/metabolism Cricetinae Humans Hydrogen-Ion Magnetic Nervous P1/*antagonists Proteins/antagonists Purinergic Radioligand Rats Recombinant Relationship Resonance Solubility Spectroscopy Stimulants/*chemical Structure-Activity Styrenes/*chemical System Xanthines/*chemical inhibitors/biosynthesis synthesis/chemistry/metabolism/pharmacology Receptor Cell %N 6 %P 707-19 %T 8-(Sulfostyryl)xanthines: water-soluble A2A-selective adenosine receptor antagonists %U http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&dopt=Citation&list_uids=9681137 %V 6 %X 8-(Sulfostyryl)xanthine derivatives were synthesized as water-soluble A2A-selective adenosine receptor (AR) antagonists. meta- and para-sulfostyryl-DMPX (3,7-dimethyl-1-propargylxanthine) derivatives 11a and 11b exhibited high affinity to rat A2A-AR in submicromolar concentrations, and were 20- to 30-fold selective versus rat A1-AR. Styryl-DMPX derivatives were inactive at human A2B- and A3-AR. 1,3-Dipropyl-8-p-sulfostyrylxanthine (13) or only a 7-methyl derivative (14) showed similar (13) or higher (14) A2A affinity than 11a and 11b but showed no (13) or only a low degree (14) of selectivity versus A1-, A2B-, and A3-AR. The A2A-selective sulfostyryl-DMPX derivatives exhibit high water-solubility and may be useful research tools for in vivo studies.

@article{Muller1998, abstract = {8-(Sulfostyryl)xanthine derivatives were synthesized as water-soluble A2A-selective adenosine receptor (AR) antagonists. meta- and para-sulfostyryl-DMPX (3,7-dimethyl-1-propargylxanthine) derivatives 11a and 11b exhibited high affinity to rat A2A-AR in submicromolar concentrations, and were 20- to 30-fold selective versus rat A1-AR. Styryl-DMPX derivatives were inactive at human A2B- and A3-AR. 1,3-Dipropyl-8-p-sulfostyrylxanthine (13) or only a 7-methyl derivative (14) showed similar (13) or higher (14) A2A affinity than 11a and 11b but showed no (13) or only a low degree (14) of selectivity versus A1-, A2B-, and A3-AR. The A2A-selective sulfostyryl-DMPX derivatives exhibit high water-solubility and may be useful research tools for in vivo studies.}, added-at = {2010-12-14T18:12:02.000+0100}, author = {Muller, C. E. and Sandoval-Ramirez, J. and Schobert, U. and Geis, U. and Frobenius, W. and Klotz, K. N.}, biburl = {https://www.bibsonomy.org/bibtex/2e766b5c0ae2f5e10cb31e62c4e2f46f4/pharmawuerz}, endnotereftype = {Journal Article}, interhash = {435dcf05b9c795e90a14c6d07c0a5341}, intrahash = {e766b5c0ae2f5e10cb31e62c4e2f46f4}, issn = {0968-0896 (Print) 0968-0896 (Linking)}, journal = {Bioorg Med Chem}, keywords = {& A2A Acids/*chemical Adenosine Animals Arylsulfonic Assay CHO Central Cerebral Concentration Cortex/metabolism Cricetinae Humans Hydrogen-Ion Magnetic Nervous P1/*antagonists Proteins/antagonists Purinergic Radioligand Rats Recombinant Relationship Resonance Solubility Spectroscopy Stimulants/*chemical Structure-Activity Styrenes/*chemical System Xanthines/*chemical inhibitors/biosynthesis synthesis/chemistry/metabolism/pharmacology Receptor Cell}, month = Jun, note = {Muller, C E Sandoval-Ramirez, J Schobert, U Geis, U Frobenius, W Klotz, K N England Bioorganic \& medicinal chemistry Bioorg Med Chem. 1998 Jun;6(6):707-19.}, number = 6, pages = {707-19}, shorttitle = {8-(Sulfostyryl)xanthines: water-soluble A2A-selective adenosine receptor antagonists}, timestamp = {2010-12-14T18:20:40.000+0100}, title = {8-(Sulfostyryl)xanthines: water-soluble A2A-selective adenosine receptor antagonists}, url = {http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&dopt=Citation&list_uids=9681137}, volume = 6, year = 1998 }