Synthesis of neosaponins carrying oligosaccharides from natural products

Citation
T. Ikeda et al., Synthesis of neosaponins carrying oligosaccharides from natural products, HETEROCYCLE, 52(2), 2000, pp. 775-798
Citations number
41
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
52
Issue
2
Year of publication
2000
Pages
775 - 798
Database
ISI
SICI code
0385-5414(20000201)52:2<775:SONCOF>2.0.ZU;2-C
Abstract
The natural oligosaccharide moieties, alpha-L-rhamnopyranosyl-(1 --> 2)-bet a-D-galactopyranosyl-(1 --> 2)-beta-D-glucuronopyranose (fabatriose) and al pha-L-arabinofuranosyl-(1 --> 4)-[beta-D-glucopyranosyl-(1 --> 3)]-alpha-L- rhamnopyranosyl-(1 --> 2)-beta-D-glucopyranose (mimosatetraose), were respe ctively cleaved from soyasaponin I and julibrosides, and were linked to app ropriate aglycones to give neosaponins. The cytotoxicity and hepatoprotecti ve activity of the obtained neosaponins were assayed. The transglycosidatio n method developed here could be applied to synthesize novel bioactive glyc osides.