title: Synthesis and purine receptor affinity of 6-oxopurine nucleosides and nucleotides containing (N)-methanocarba-pseudoribose rings.
abstract: 6-Oxopurine derivatives containing a northern (N) methanocarba modification (i.e., fused cyclopropane and cyclopentane rings in place of the ribose) were synthesized and the adenosine receptor affinity measured. Guanine or hypoxanthine was coupled at the 7-position, or 1,3-dibutylxanthine was coupled at the 9-position. The pseudoribose ring was also substituted at the 5'-position with an N-methyluronamide or with phosphate groups.
authors.affiliation: Molecular Recognition Section, LBC, NIDDK, National Institutes of Health, Bethesda, MD 20892, USA.
authors.forename: G
authors.initials: G
authors.lastname: Ravi
authors.forename: K
authors.initials: K
authors.lastname: Lee
authors.forename: X
authors.initials: X
authors.lastname: Ji
authors.forename: H S
authors.initials: HS
authors.lastname: Kim
authors.forename: K A
authors.initials: KA
authors.lastname: Soltysiak
authors.forename: V E
authors.initials: VE
authors.lastname: Marquez
authors.forename: K A
authors.initials: KA
authors.lastname: Jacobson
mesh_terms: D002118:Calcium / Q000378:metabolism; D004353:Drug Evaluation, Preclinical / Q000379:methods; D006147:Guanine / Q000737:chemistry; D018922:HL-60 Cells / Q000187:drug effects / Q000378:metabolism; D006801:Humans; D019271:Hypoxanthine / Q000737:chemistry; D009705:Nucleosides / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D009711:Nucleotides / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D058906:Purinergic P1 Receptor Agonists; D043705:Receptor, Adenosine A2A; D043684:Receptor, Adenosine A3; D018047:Receptors, Purinergic P1 / Q000187:drug effects / Q000378:metabolism*; D013329:Structure-Activity Relationship
chemical_list: D009705:Nucleosides; D009711:Nucleotides; D058906:Purinergic P1 Receptor Agonists; D043705:Receptor, Adenosine A2A; D043684:Receptor, Adenosine A3; D018047:Receptors, Purinergic P1; D019271:Hypoxanthine; D006147:Guanine; D002118:Calcium