Monosaccharides scaffolds

Bioactive Compounds Based on Monosaccharide Scaffolds that are not SAAs 1009... 

Q., Rohrer, S., and Smith, A. B. (1998) Modulation of receptor and receptor sub-type affinities using diastereomeric and enantiomeric monosaccharide scaffolds as a means to structural and biological diversity. A new route to ether synthesis. J. Med. Chem. 41, 1382-1391. 

In contrast, the diastereoselectivity of the dendritic host increases. This indicates that on shielding of the chiral core unit with sterically more demanding dendrons in higher-generation dendroclefts the monosaccharide guests are no longer bound in the immediate vicinity of the chiral core unit instead, a less specific host/guest interaction takes place with the dendrimer scaffold. 

Polycyclic Scaffolds and Bioactive Compounds Based on Monosaccharides.. 1018... 

The purpose of this chapter is to provide an overview of the application of monosaccharides for the synthesis of novel compounds, and in particular we have focused on bioactive compounds that target protein-protein or peptide-protein interactions. We have not reviewed extensively the application of monosaccharides as scaffolds that modulate carbohydrate-protein interactions (glycomimetics or inhibitors of glycoprocessing enzymes) as these are considered elsewhere. Also it has not been possible to detail all of the work of those groups who have contributed to this area. The review is divided into two main sections synthesis and application of monosaccharides that are SAAs and synthesis and application of monosaccharides that are not SAAs. The structures and applications of the monosaccharide building blocks are considered as are the synthesis and properties of target compounds. 

The generation of polycyclic systems from a monosaccharide (hybrid scaffolds) is a means of further increasing structural diversity [8,83,84,85,86,87,88,89,90,91,92,93,94,95,96]. Hirschmann, Smith and co-workers, for example, synthesised chimeric scaffolds such as 145 and 146 (O Fig. 12) that are hybrids of -D-glucopyranose and benzodiazepines and... 

For other applications of monosaccharides as scaffolds in synthesis of multivalent compounds see Patel A, Lindhorst TK (2001) J Org Chem 66 2674... 

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