title: Synthesis of 3'-ureidoadenosine analogues and their binding affinity to the A3 adenosine receptor.
abstract: Novel 3'-ureidoadenosine analogues were synthesized from 1,2:5, 6-di-O-isopropylidene-D-glucose in order to lead to stronger hydrogen bonding at the A3 adenosine receptor than the corresponding 3'-aminoadenosine derivatives. However, all synthesized 3'-ureidoadenosine analogues have lost their binding affinities to the all subtypes of adenosine receptors, indicating that bulky 3'-urea moiety led to conformational distortion.
authors.affiliation: Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul, Korea.
authors.forename: Moon Woo
authors.initials: MW
authors.lastname: Chun
authors.forename: Hyouk Woo
authors.initials: HW
authors.lastname: Lee
authors.forename: Ae Yil
authors.initials: AY
authors.lastname: Kim
authors.forename: Myong Jung
authors.initials: MJ
authors.lastname: Kim
authors.forename: Hea Ok
authors.initials: HO
authors.lastname: Kim
authors.forename: Zhan-Guo
authors.initials: ZG
authors.lastname: Gao
authors.forename: Kenneth A
authors.initials: KA
authors.lastname: Jacobson
authors.forename: Lak Shin
authors.initials: LS
authors.lastname: Jeong
mesh_terms: D000241:Adenosine / Q000737:chemistry*; D001665:Binding Sites; D015195:Drug Design; D005947:Glucose / Q000737:chemistry; D006801:Humans; D006860:Hydrogen Bonding; D008956:Models, Chemical; D008967:Molecular Biology / Q000379:methods*; D008968:Molecular Conformation; D009690:Nucleic Acid Conformation; D009705:Nucleosides / Q000737:chemistry; D011485:Protein Binding; D043684:Receptor, Adenosine A3 / Q000737:chemistry* / Q000378:metabolism; D014508:Urea / Q000737:chemistry
chemical_list: D009705:Nucleosides; D043684:Receptor, Adenosine A3; D014508:Urea; D005947:Glucose; D000241:Adenosine