Stereo-defined synthesis of 5'-(Z)-substituted 4',5'-unsaturated adenosines and evaluation of their inhibitory activity against S-adenosyl homocysteine hydrolase

Hiroki Kumamoto; Sayoko Onuma; Hiromichi Tanaka; Yukio Kitade

doi:10.1093/nass/3.1.13

Stereo-defined synthesis of 5'-(Z)-substituted 4',5'-unsaturated adenosines and evaluation of their inhibitory activity against S-adenosyl homocysteine hydrolase

Nucleic Acids Res Suppl. 2003:(3):13-4. doi: 10.1093/nass/3.1.13.

Authors

Hiroki Kumamoto¹, Sayoko Onuma, Hiromichi Tanaka, Yukio Kitade

Affiliation

¹ School of Pharmaceutical Sciences, Showa University, 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan.

PMID: 14510356
DOI: 10.1093/nass/3.1.13

Abstract

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.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Adenosine / analogs & derivatives
Adenosine / chemical synthesis*
Adenosine / pharmacology*
Adenosylhomocysteinase
Drug Evaluation, Preclinical
Enzyme Inhibitors / chemical synthesis*
Enzyme Inhibitors / pharmacology*
Hydrolases / antagonists & inhibitors*

Substances

Enzyme Inhibitors
Hydrolases
Adenosylhomocysteinase
Adenosine