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Current Organic Synthesis

Editor-in-Chief

ISSN (Print): 1570-1794
ISSN (Online): 1875-6271

Carbohydrate Scaffolds for the Production of Bioactive Compounds

Author(s): L. Cipolla, F. Peri, B. La Ferla, C. Redaelli and F. Nicotra

Volume 2, Issue 2, 2005

Page: [153 - 173] Pages: 21

DOI: 10.2174/1570179053545341

Price: $65

Abstract

Recent efforts in the use of carbohydrates as scaffolds for the production of bioactive compounds are reported. Orthogonally protected and solid phase supported monosaccharides for the production of libraries, exploiting the combinatorial approach by derivatisation of each hydroxyl group with different pharmacophores, are described. Example of peptidomimetics synthesised on a carbohydrate skeleton orienting proper amino acid residues, are also reported. In order to increase the conformational rigidity of the sugar templates, a variety of original bicyclic or policyclic polyfunctionalised structures have been synthesised from carbohydrates. Same of them have spiro or condensed bicyclic structures, others include one or more sugars in a macrocyclic framework or in cyclopeptides in order to induce bioactive peptide loops.

Keywords: carbohydrate, solid phase, libraries of compounds, sugar amino acid, bicyclic compounds

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