Synthesis of N6-substituted 3'-ureidoadenosine derivatives as highly potent agonists at the mutant A3 adenosine receptor.
Several N6-substituted 3 '-ureidoadenosine derivatives were efficiently synthesized starting from D-glucose for the development of H272E mutant A3 adenosine receptor (AR) agonists. Among compounds tested, 3 '-ureido-N6-(3-iodobenzyl)adenosine (2c) exhibited the highest binding affinity (Ki = 0.22 micro M) at the H272E mutant A3 AR without binding to the natural A3AR.
Jeong
Lak Shin
LS
College of Pharmacy, Ewha Womans University, Seoul, Korea. lakjeong@ewha.ac.kr
Choe
Seung Ah
SA
Kim
Ae Yil
AY
Kim
Hea Ok
HO
Gao
Zhan-Guo
ZG
Jacobson
Kenneth A
KA
Chun
Moon Woo
MW
Moon
Hyung Ryong
HR
D058909:Adenosine A3 Receptor Agonists; D003839:Deoxyadenosines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015195:Drug Design; D050505:Mutant Proteins / Q000819:agonists*; D009584:Nitrogen / Q000737:chemistry*; D013329:Structure-Activity Relationship
D058909:Adenosine A3 Receptor Agonists; D003839:Deoxyadenosines; D050505:Mutant Proteins; D009584:Nitrogen