𝔖 Bobbio Scriptorium
✦   LIBER   ✦

A Short and Flexible Route to Aza-β-(1→6)-C-disaccharides: Selective α-Glycosidase Inhibitors

✍ Scribed by Michiel A. Leeuwenburgh; Sylviane Picasso; Herman S. Overkleeft; Gijsbert A. van der Marel; Pierre Vogel; Jacques H. van Boom

Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
276 KB
Volume
1999
Category
Article
ISSN
1434-193X

No coin nor oath required. For personal study only.

✦ Synopsis

The syntheses of azaMan-β-(1Ǟ6)-C-Glc (4), azaGlc-β-resulting diol. Ensuing double reductive amination and hydrogenolysis affords the target compounds in reasonable (1Ǟ6)-C-Glc (5), and azaGal-β-(1Ǟ6)-C-Glc (6) based upon double reductive amination of acetylenic carbohydrate-to good yields. Enzyme inhibition tests show that neither of the three compounds 4, 5, and 6 inhibit β-glycosidases, while derived diketones is described. The required diketones are obtained by addition of the acetylenic sugar anion derived moderate to good inhibitory activities were found on αglycosidases, the most active being 6 (α-galactosidase: K i = from dibromoolefin 7 to benzyl-protected mannopyranolactone, glucopyranolactone, or galactopyranolactone, 0.092 µM). followed by reduction of the ketose and oxidation of the linked to a second monosaccharide unit by a C-glycosidic P.

📜 SIMILAR VOLUMES

ChemInform Abstract: A Short and Flexibl
ChemInform Abstract: A Short and Flexible Route to Aza-β-(1→6)-C-disaccharides: Selective α-Glycosidase Inhibitors.
✍ Michiel A. Leeuwenburgh; Sylviane Picasso; Herman S. Overkleeft; Gijsbert A. van 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 35 KB

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v

ChemInform Abstract: An Olefin Metathesi
ChemInform Abstract: An Olefin Metathesis Route for the Preparation of (1→6)-Linked C-Disaccharide Glycals. A Convergent and Flexible Approach to C-Saccharide Synthesis.
✍ Maarten H. D. Postema; Daniel Calimente; Lei Liu; Tonja L. Behrmann 📂 Article 📅 2001 🏛 John Wiley and Sons ⚖ 36 KB 👁 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v