Synthesis of 3'-ureidoadenosines and their high binding affinity at the mutant A3 adenosine receptor.
For the purpose of developing optimal neoceptor-neoagonist pair, 3'-ureidoadenosine derivatives were synthesized. Among compounds tested, 2-chloro-3'-ureido-N6-(3-iodobenzyl)adenosine (10b) showed the best binding affinity (Ki = 0.20 microM) at the H272E mutant A3 AR, but was inactive at the natural A3 AR.
Kim
Ae Yil
AY
Laboratory of Medicinal Chemistry, College of Pharmacy, Ewha Womans University, Seoul 120-750, Korea.
Kim
Hea Ok
HO
Kim
Myoung Jung
MJ
Chun
Moon Woo
MW
Lee
Kang Man
KM
Jacobson
Kenneth A
KA
Jeong
Lak Shin
LS
D000241:Adenosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism; D058909:Adenosine A3 Receptor Agonists; D009154:Mutation; D043684:Receptor, Adenosine A3 / Q000235:genetics; D014508:Urea / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism
C520190:2-chloro-3'-ureido-N(6)-(3-iodobenzyl)adenosine; D058909:Adenosine A3 Receptor Agonists; D043684:Receptor, Adenosine A3; D014508:Urea; D000241:Adenosine