N6-substituted C5'-modified adenosines as A1 adenosine receptor agonists

Trent Damon Ashton, Stephen P Baker, Sally A Hutchinson, Peter John Scammells

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21 Citations (Scopus)


Adenosines bearing 5 -modification in conjunction with an N-6-substituent have previously been shown to act as partial agonists at the A(1) adenosine receptor. Our current work investigates the effect of modifying the 5 -position in conjunction with efficacious bicyclic and tricyclic N-6-substituents. Several highly potent agonists for the A(1) adenosine receptor were identified; however, all of these compounds behaved as full agonists. In keeping with previous reports, 5 -halogen and 5 -sulfide derivatives of N-6-(endo-norborn-2-yl) adenosine were, in general, low nanomolar agonists of the A(1) adenosine receptor. The known partial agonist, N-6-cyclopentyl-5 -deoxy-5 -ethylthioadenosine (2), also behaved as a full agonist in our assay. (C) 2007 Elsevier Ltd. All rights reserved.
Original languageEnglish
Pages (from-to)1861 - 1873
Number of pages13
JournalBioorganic & Medicinal Chemistry
Issue number4
Publication statusPublished - 2008

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