title: Conformational search for the N6-substituted adenosine analogues and related adenosine A1 receptor antagonists.
abstract: The search for 3-D requirements for the adenosine A1 receptor affinity is useful to aid in the design of more potent and/or novel ligands as pharmacological tools and therapeutics for the receptor. To emboss 3-D requirements for adenosine A1 receptor affinity among adenosine receptor antagonists, adenosine and xanthine analogs, conformations for the N6-substituted adenosine analogues and related adenosine A1 receptor antagonists were thoroughly searched by semi-empirical quantum mechanics calculations. Newly established global minima for these compounds (C1'-N6-C6-N1 torsion: 10 degrees) are consistent with retrieved structures from the Cambridge Structural Database and previously published NMR data on the solution conformation of N6-substituted adenosine analogues. However, these newly studied global minima for adenosine analogues are found to be different from those previously reported (C1'-N6-C6-N1 torsion: +/-75 degrees).
authors.affiliation: Pharmaceutical Research Laboratories, Kyowa Hakko Kogyo Co. Ltd, Shizuoka-ken, Japan.
authors.forename: M J
authors.initials: MJ
authors.lastname: Dooley
authors.forename: M
authors.initials: M
authors.lastname: Kono
authors.forename: F
authors.initials: F
authors.lastname: Suzuki
mesh_terms: D000241:Adenosine / Q000031:analogs & derivatives* / Q000737:chemistry; D018360:Crystallography, X-Ray; D009682:Magnetic Resonance Spectroscopy; D009690:Nucleic Acid Conformation; D058915:Purinergic P1 Receptor Antagonists
chemical_list: D058915:Purinergic P1 Receptor Antagonists; D000241:Adenosine