Preparation of various xylose derivatives as glycosaminoglycan biosynthesis inhibitor

本研究研究了在木糖中引入疏水基团的各种GAG生物合成抑制剂的开发。目前的研究表明，氟木糖苷是体外内皮管形成的有效抑制剂，使用基于基质的实验来模拟肿瘤相关的血管生成。此外，还制备了多种木糖衍生物，用于开发GAG生物合成抑制剂。采用络合钌合成了1,5-二取代-1,2,3-三唑衍生物。木糖硫脲衍生物与溴丙基反应得到1,3-噻唑衍生物。与肼反应得到1,2,4-三唑衍生物。与叠氮化钠反应分别生成1,2,3,4-四唑衍生物。目前，这些获得的木糖衍生物的GAG生物合成抑制能力正在进行研究。

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.