Synthetic chemistry for the development of oligosaccharide-type sialidase inhibitors

About this project

Japan Grant Number
JP18H02097
Funding Program
Grants-in-Aid for Scientific Research
Funding organization
Japan Society for the Promotion of Science
Project/Area Number
18H02097
Research Category
Grant-in-Aid for Scientific Research (B)
Allocation Type
  • Single-year Grants
Review Section / Research Field
  • Basic Section 37020:Chemistry and chemical methodology of biomolecules-related
Research Institution
  • Kyushu University
Project Period (FY)
2018-04-01 〜 2022-03-31
Project Status
Completed
Budget Amount*help
16,770,000 Yen (Direct Cost: 12,900,000 Yen Indirect Cost: 3,870,000 Yen)

Research Abstract

We have found that novel disaccharide analogues are effective inhibitors of sialidase despite their substrate structure. Conversion to oligosaccharide structure from these analogs is expected to be a more effective inhibitors for sialidases. Therefore, in this study, we worked to establish an efficient synthetic method. Although we could not achieve the site-selective C-H insertion reaction at the C3 position, we succeeded in introducing acetic acid or malonic acid units by oxidative radical coupling, and achieved the modification of C3-position of the sialic acid in only four steps. Furthermore, the results suggest that this route may also improve the efficiency of glycosylation, which was another problem.

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