Synthetic carbohydrate chemistry

DENV

The research encompasses the design and synthesis of a variety of iminosugars, glycolipid analogues, glycosphingolipids, and stereochemically defined glycosides, which are significant for applications in antiviral, immunomodulatory, and anti-infective fields. The recent body of work in this area includes the creation of anti-dengue 2-aza-indolizidines derived from D-glucose, the synthesis of 2-hydroxy analogues of castanospermine, 1-epi-castanospermine, and related iminooctitols from sugar-derived lactams, as well as the development of a synthetic strategy for polyhydroxylated indolizidine iminosugars using sugar-derived Horner-Wadsworth-Emmons precursors. In addition to these targeted studies, advancements have been made in stereoselective glycosylation methodologies that enhance the ability to control carbohydrate assembly, including α/β-stereo- and diastereoselective glycosylation using n-pentenyl glycoside donors, as well as PCCP Brønsted acid-catalyzed glycosidation of orthoesters derived from D-glucose and D-galactose. Further research has explored KRN7000 analogues as agents that disrupt biofilms, new nojirimycin analogues with potential immunopotentiating effects, and glycolipids for immunomodulation. Together, these efforts establish a cohesive program that connects carbohydrate-based synthesis with molecular functions relevant to biological applications and translational research.

  • Research Area :Chemical Sciences & Technology Division (CSTD)