Letters in Organic Chemistry

Author(s): Linsen Heng, Qianfei Zhao, Xiangdong Mei, Haibin Lv, Xiaohui Jiang and Jun Ning

DOI: 10.2174/157017807780414172

Synthesis of Alkyl β-D-Glcp-(1 3)-[ β-D-Glcp-(1 6)]-β-D-Glcp-(1 6)-β-DGlucopyranosides with Anti-Tumor Activity

Page: [142 - 145] Pages: 4

  • * (Excluding Mailing and Handling)

Abstract

Concise and effective synthesis of alkyl tetrasaccharides were achieved from the key intermediates alkyl 2,3,4-tri-benzoyl-β-D-glucopyranoside (5) and 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1→3)- [2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1→6)]-2,4-di-O-acetyl-α-D-glucopyranosyl trichloroacetimidate (6), followed by deacylation. Bioassay of the inhibition of S180 noumenal tumors showed that alkyl tetrasaccharides could be employed as potential agent for cancer treatment.

Keywords: Carbohydrate, synthesis, oligosaccharide, glycosylation, trichloroacetimidate, anti-tumor