Synthesis of 3'-ureidoadenosine analogues and their binding affinity to the A3 adenosine receptor.

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作者信息

Chun Moon Woo, Lee Hyouk Woo, Kim Ae Yil, Kim Myong Jung, Kim Hea Ok, Gao Zhan-Guo, Jacobson Kenneth A, Jeong Lak Shin

机构信息

Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul, Korea.

出版信息

Nucleosides Nucleotides Nucleic Acids. 2005;24(5-7):1119-21. doi: 10.1081/NCN-200060079.

DOI:10.1081/NCN-200060079

PMID:16248104

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.

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