Jeong Lak Shin, Jin Dong Zhe, Kim Hea Ok, Shin Dae Hong, Moon Hyung Ryong, Gunaga Prashantha, Chun Moon Woo, Kim Yong-Chul, Melman Neli, Gao Zhan-Guo, Jacobson Kenneth A
Laboratory of Medicinal Chemistry, College of Pharmacy, Ewha Womans University, Seoul 120-750, Korea.
J Med Chem. 2003 Aug 28;46(18):3775-7. doi: 10.1021/jm034098e.
4'-Thio analogues 3-5 of Cl-IB-MECA (2) (K(i) = 1.0 +/- 0.2 nM at the human A(3) adenosine receptor) were synthesized from d-gulono-gamma-lactone via 4-thioribosyl acetate 14 as the key intermediate. All synthesized 4'-thionucleosides exhibited higher binding affinity to the human A(3) adenosine receptor than Cl-IB-MECA, among which 4 showed the most potent binding affinity (K(i) = 0.28 +/- 0.09 nM). 4 was also selective for A(3) vs human A(1) and human A(2A) receptors by 4800- and 36000-fold, respectively.
Cl-IB-MECA(2)(在人A3腺苷受体上的K(i)=1.0±0.2 nM)的4'-硫代类似物3-5以4-硫代核糖乙酸酯14作为关键中间体,由d-古洛糖酸-γ-内酯合成。所有合成的4'-硫代核苷对人A3腺苷受体的结合亲和力均高于Cl-IB-MECA,其中4表现出最强的结合亲和力(K(i)=0.28±0.09 nM)。与人类A1和人类A2A受体相比,4对A3的选择性分别为4800倍和36000倍。