Müller C E, Sandoval-Ramírez J, Schobert U, Geis U, Frobenius W, Klotz K N
Institut für Pharmazie und Lebensmittelchemie, Julius-Maximilians-Universität Würzburg, Pharmazeutische Chemie, Germany.
Bioorg Med Chem. 1998 Jun;6(6):707-19. doi: 10.1016/s0968-0896(98)00025-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.
