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Nucleic Acids Symposium Series 2003 3(1):13-14; doi:10.1093/nass/3.1.13
© 2003 by Oxford University Press
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Stereo-defined synthesis of 5'-(Z)-substituted 4',5'-unsaturated adenosines and evaluation of their inhibitory activity against S-adenosyl homocysteine hydrolase

Hiroki Kumamoto1, Sayoko Onuma1, Hiromichi Tanaka1 and Yukio Kitade2

1 School of Pharmaceutical Sciences, Showa University, 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan, 2 Department of Biomolecular Sciences, Faculty of Engineering, Gifu University, Yanagido 1-1, Gifu 501-1193, Japan

A new approach was developed for the synthesis of 5'-(Z)-substituted 4',5'-unsaturated adenosines, potential inhibitors against S-adenosyl-L-homocysteine hydrolase (SAHase). A highly stereoselective radical-mediated sulfur-extrusive stannylation was employed as a key step in the present approach. Inhibitory activity of the compounds against SAHase is also presented.


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