A convenient synthesis of N-linked diglycose derivatives based on one-pot tandem Staudinger/aza-Wittig/reduction and biological evaluation

A series of novel N-linked diglycose derivatives 9 and 10 were conveniently and directly synthesized based on the key step of one-pot tandem Staudinger/aza-Wittig/reduction reaction from the azido sugar and sugar-derived aldehyde followed by deprotection. The biological activities against glycosidases (α-amylase, α-glucosidase, and β-glucosidase) and HIV-RT and antitumor activity of these compounds were preliminarily evaluated.

Graphical abstractA series of novel N-linked diglycose derivatives were conveniently and directly synthesized based on the key step of one-pot tandem Staudinger/aza-Wittig/reduction reaction followed by deprotection. Some compounds exhibited good cytotoxicity to A-549.Figure optionsDownload full-size imageDownload as PowerPoint slide