N6-(Arylalkyl)adenosines. Identification of N6-(9-fluorenylmethyl)adenosine as a highly potent agonist for the adenosine A2 receptor

• Published in: Journal of medicinal chemistry Vol. 31; no. 1; pp. 271 - 273
• Main Authors: Trivedi, B. K, Bristol, J. A, Bruns, R. F, Haleen, S. J, Steffen, R. P
• Format: Journal Article
• Language: English
• Published: Washington, DC American Chemical Society 01.01.1988
• Subjects: Adenosine - analogs & derivatives; Adenosine - chemical synthesis; Adenosine - metabolism; Animals; Brain - metabolism; Carbohydrates. Nucleosides and nucleotides; Cell Membrane - metabolism; Chemistry; Coronary Circulation - drug effects; Exact sciences and technology; Fluorenes - chemical synthesis; Fluorenes - metabolism; Heart Rate - drug effects; In Vitro Techniques; Indicators and Reagents; Kinetics; Nucleosides, nucleotides and oligonucleotides; Organic chemistry; Preparations and properties; Rats; Receptors, Purinergic - metabolism; Structure-Activity Relationship; Purine nucleoside; Ribonucleoside; Biological activity; Biological receptor

Several N6-(arylalkyl)adenosines related to N6-benzyladenosine were synthesized, and their A1 and A2 adenosine receptor binding affinities were determined. The annulated derivative N6-(1-naphthylmethyl)adenosine resulted in a very potent A2 agonist (A1 Ki = 24 nM, A2 Ki = 9.1 nM), whereas N6-(9-anth...