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
Current Organic Synthesis
Title: Carbohydrate Scaffolds for the Production of Bioactive Compounds
Volume: 2 Issue: 2
Author(s): L. Cipolla, F. Peri, B. La Ferla, C. Redaelli and F. Nicotra
Affiliation:
Keywords: carbohydrate, solid phase, libraries of compounds, sugar amino acid, bicyclic compounds
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.
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Cite this article as:
Cipolla L., Peri F., Ferla La B., Redaelli C. and Nicotra F., Carbohydrate Scaffolds for the Production of Bioactive Compounds, Current Organic Synthesis 2005; 2 (2) . https://dx.doi.org/10.2174/1570179053545341
DOI https://dx.doi.org/10.2174/1570179053545341 |
Print ISSN 1570-1794 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6271 |
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