Synthesis of hybrid analogues of caffeine and eudistomin D and its affinity for adenosine receptors

…, H Nakajima, H Nakata, J Kobayashi

Index: Ishiyama, Haruaki; Nakajima, Hikaru; Nakata, Hiroyasu; Kobayashi, Jun'ichi Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 13 p. 4280 - 4284

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Citation Number: 5

Abstract

Four bis-Nn-propyl analogues (3–6) in the uracil ring of two hybrid molecules (1 and 2) of caffeine and eudistomin D, a β-carboline alkaloid from a marine tunicate, were synthesized, and their affinity and selectivity for adenosine receptors A1, A2A, and A3 were examined. All the compounds (3–6) showed better potency as adenosine receptor ligands than caffeine. Bis-Nn-propylation (3 and 4, respectively) of the uracil ring in 1 and 2 resulted in higher ...