Abstract
Novel methanocarba adenosine analogues, having the pseudo-ribose northern (N) conformation preferred at adenosine receptors (ARs), were synthesized and tested in binding assays. The 5'-uronamide modification preserved [N6-(3-iodobenzyl)] or enhanced (N6-methyl) affinity at A3ARs, while the 2'-deoxy modification reduced affinity and efficacy in a functional assay.
MeSH terms
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Adenine / analogs & derivatives*
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Adenine / chemical synthesis*
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Adenine / metabolism
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Adenine / pharmacology
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Adenosine / analogs & derivatives*
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Adenosine / chemical synthesis*
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Adenosine / metabolism
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Adenosine / pharmacology
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Animals
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Binding, Competitive
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Brain / ultrastructure
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CHO Cells
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Cell Line
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Cell Membrane / chemistry
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Cricetinae
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Cyclopentanes / chemical synthesis*
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Cyclopentanes / metabolism
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Cyclopentanes / pharmacology
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Humans
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Nucleosides / pharmacology*
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Protein Binding
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Purinergic P1 Receptor Agonists*
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Rats
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Receptors, Purinergic P1 / metabolism
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Structure-Activity Relationship
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Transfection
Substances
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Cyclopentanes
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Nucleosides
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Purinergic P1 Receptor Agonists
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Receptors, Purinergic P1
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carbocyclic deoxyadenosine
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aristeromycin
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Adenine
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Adenosine