Preparation of various xylose derivatives as glycosaminoglycan biosynthesis inhibitor

本研究通过在木糖中引入疏水基团，开发了多种GAG生物合成抑制剂，并通过基质胶法模拟肿瘤血管生成，证实了氟代木糖苷在体外是有效的血管生成抑制剂。此外，我们还制备了多种木糖衍生物，用于开发GAG生物合成抑制剂。利用钌配合物通过点击化学合成了1，5-二取代-1，2，3-三唑衍生物。木糖硫脲衍生物与溴代丙炔反应生成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得到1，2，3，4-四唑衍生物。目前，正在对这些获得的木糖衍生物的GAG生物合成抑制能力进行研究。

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.