Studies On The Synthesis Of New Isonucleosides From D-xylose

In this thesis, C10 higher carbon sugar was designed and synthesized from D-xylose. In addition, a series of novel higher carbon sugar nucleosides and xylofuranose sugar nucleosides were designed and synthesized. The activity experiments of these nucleoside compounds in vitro have been tested. The corresponding work was described as follows:1. C10 higher carbon sugar was selectively synthesized via an oxidation reaction of D-xylose derivative 3 with PDC in one-pot. Several higher carbon sugar derivatives have been synthesized from compound 4 and characterized by ¹H NMR, ¹³C NMR, HR MS and IR spectra. And two xylose derivatives were synthesized from D-xylose.2. Ten xylofuranose sugar nucleosides and five C10 higher carbon sugar nucleosides were designed and synthesized from 1, 2 and 8. All of them were characterized by ¹H NMR, ¹³C NMR, HR MS and IR spectra. 3. All of the synthesised compounds were evaluated for their anti-tumor activities in vitro. Compound 18 show a certain anti-tumor activity in the compounds tested against nasopharyngeal carcinoma CNE cells, as IC₅₀=53.55μg/ml to CNE cells.Others are in progress.In conclusion, C10 higher carbon sugar and its derivatives were synthesized, a series of novel C10 higher carbon sugar and xylofuranose nucleoside analogues were designed, synthesized and characterized by ¹H NMR, ¹³C NMR, HR MS and IR spectra. Compound 18 show a certain anti-tumor activitiy.