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

Cipolla, L., Peri, F., LA FERLA, B., Redaelli, C., & Nicotra, F. (2005). Carbohydrate Scaffolds for the Production of Bioactive Compounds. CURRENT ORGANIC SYNTHESIS, 2, 153-173 [10.2174/1570179053545341].

Carbohydrate Scaffolds for the Production of Bioactive Compounds

CIPOLLA, LAURA FRANCESCA;PERI, FRANCESCO;LA FERLA, BARBARA;NICOTRA, FRANCESCO
2005

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
Articolo in rivista - Articolo scientifico
Scientifica
Bicyclic compounds; Carbohydrate; Libraries of compounds; Solid phase; Sugar amino acid
English
Article first published online on 9 JAN 2006 with DOI: 10.1002/chin.200604230
Cipolla, L., Peri, F., LA FERLA, B., Redaelli, C., & Nicotra, F. (2005). Carbohydrate Scaffolds for the Production of Bioactive Compounds. CURRENT ORGANIC SYNTHESIS, 2, 153-173 [10.2174/1570179053545341].
Cipolla, L; Peri, F; LA FERLA, B; Redaelli, C; Nicotra, F
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/10281/14436
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