Synthesis and adenosine receptor affinity and potency of 8-alkynyl derivatives of adenosine

Nucleosides Nucleotides Nucleic Acids. 2001 Apr-Jul;20(4-7):1153-7. doi: 10.1081/NCN-100002509.

Abstract

Adenosine derivatives bearing different (ar)alkynyl chains at the 8-position were synthesized and tested at human adenosine receptors. Binding studies showed that all compounds possess affinity for the A3 subtype in the high nM range. Moreover, guanosine 5'-O-(3-[35S]thio)triphosphate binding assay indicated that the 8-alkynyl adenosines behaved as antagonists of NECA at A3 receptors.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adenosine / analogs & derivatives*
  • Adenosine / chemical synthesis
  • Adenosine / metabolism
  • Adenosine / pharmacology
  • Adenosine-5'-(N-ethylcarboxamide) / antagonists & inhibitors
  • Adenosine-5'-(N-ethylcarboxamide) / metabolism
  • Adenosine-5'-(N-ethylcarboxamide) / pharmacology
  • Alkylation
  • Animals
  • CHO Cells
  • Cricetinae
  • Guanosine 5'-O-(3-Thiotriphosphate) / metabolism
  • Humans
  • Purinergic P1 Receptor Agonists
  • Receptor, Adenosine A3
  • Receptors, Purinergic P1 / metabolism*

Substances

  • Purinergic P1 Receptor Agonists
  • Receptor, Adenosine A3
  • Receptors, Purinergic P1
  • Adenosine-5'-(N-ethylcarboxamide)
  • Guanosine 5'-O-(3-Thiotriphosphate)
  • Adenosine