Preparation of various xylose derivatives as glycosaminoglycan biosynthesis inhibitor

本研究考察了在木糖中引入疏水基团的各种木糖生物合成抑制剂的研究进展。目前的研究表明，含氟木糖苷类化合物是一种有效的血管内皮细胞形成的体外抑制剂。此外，还制备了各种木糖衍生物，用于开发木糖生物合成抑制剂。采用点击化学的方法合成了1，5-二取代-1，2，3-三氮唑衍生物。木糖硫脲类化合物与溴丙炔反应生成1，3-噻唑类化合物。与肼反应生成1，2，4-三氮唑衍生物。与叠氮化钠反应生成1，2，3，4-四唑类化合物。目前，这些木糖衍生物的GAG生物合成抑制能力正在进行中。

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.