Synthesis of neosaponins having an alpha-L-rhamnopyranosyl(1 -> 4)-[alpha-L-rhamnopyranosyl-(1 -> 2)]D-glucopyranosyl glyco-linkage

Authors
Ikeda, T Miyashita, H Kajimoto, T Nohara, T
Citation
T. Ikeda et al., Synthesis of neosaponins having an alpha-L-rhamnopyranosyl(1 -> 4)-[alpha-L-rhamnopyranosyl-(1 -> 2)]D-glucopyranosyl glyco-linkage, TETRAHEDR L, 42(12), 2001, pp. 2353-2356
Citations number
17
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
12
Year of publication
2001
Pages
2353 - 2356
Database
ISI
SICI code
0040-4039(20010318)42:12<2353:SONHAA>2.0.ZU;2-O
Abstract
To verify the role of the alpha -L-rhamnopyranosyl-(1 --> 4)-[alpha -L-rham nopyranosyl-( 1 -->2)]-beta -D-glucopyranosyl (chacotriosyl) moiety of ster oidal glycosides from Solaum plants in their antitumor and antivirus activi ties, chacotriosides of diosgenin, cholesterol, and glycrrhetic acid were s ynthesized by developing our trans-oligoglycosidation. The chacotriosyl tri chloroacetimidate was linked to the aglycones to afford neoglycosides as a mixture of alpha and beta anomers, that was easily separated with ODS chrom atography. (C) 2001 Elsevier Science Ltd. All rights reserved.