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KMID : 0043320080310080973
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Archives of Pharmacal Research
2008 Volume.31 No. 8 p.973 ~ p.977
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Synthesis of 2-Alkynyl Substituted 4’-Thioadenosine Derivatives and Their Binding Affinities at the Adenosine Receptors
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Liang Cheng-Wu
Choi Won-Jun
Jeong Lak-Shin
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Abstract
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On the basis of high binding affinity of 2-hexynyl--methyladenosine and -substituted-4’-thioadenosine derivatives at the adenosine receptor (AR), novel 2-alkynyl-substituted--methyl-4’-thioadenosine derivatives, combining the characteristics of two classes of nucleosides were designed and synthesized from D-gulonic -lactone via palladium-catalyzed cross coupling reaction as a key step. Among compounds tested, only compound 3b showed moderate binding affinity at the human adenosine receptor without binding affinities at other subtypes.
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KEYWORD
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2-Alkynyl-substituted--methyl-4’-thioadenosine adenosine receptor, Palladium-catalyzed cross coupling, Binding affinity, Diazotization
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