2013 Fiscal Year Final Research Report

Preparation of various xylose derivatives as glycosaminoglycan biosynthesis inhibitor

Research Project

Project/Area Number	23590005
Research Category	Grant-in-Aid for Scientific Research (C)
Allocation Type	Multi-year Fund
Section	一般
Research Field	Chemical pharmacy
Research Institution	Gifu University
Principal Investigator	KOKETSU Mamoru 岐阜大学, 工学部, 教授 (50178208)
Project Period (FY)	2011 – 2013
Keywords	グルコサミノグリカン / 阻害剤 / キシロース / クリックケミストリー
Research Abstract	This study investigated the development of various GAG biosynthesis inhibitors introducing hydrophobic moieties into xylose. The current study demonstrates that fluoro-xylosides are effective inhibitors of endothelial tube formation in vitro using a matrigel based assay to simulate tumor-associated angiogenesis. In addition, various xylose derivatives were prepared for development of GAG biosynthesis inhibitor. 1,5-Disubstituted-1,2,3-triazole derivatives were synthesized by click chemistry using a ruthenium complex. The reaction of xylose thiourea derivatives with bromide propyne gave 1,3-thiazole derivatives. The reaction with hydrazine gave 1,2,4-triazole derivatives. And the reaction with sodium azide yielded 1,2,3,4-tetrazole derivatives, respectively. Currently, GAG biosynthesis inhibitory ability of these obtained xylose derivatives are carrying out.