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Synthesis of New Prodrugs Based on ß-CD as the Natural Compounds Containing ß-lactam Antibiotics

Laboratory of Carbohydrates and Biopolymers, Faculty of Chemistry, University of Tabriz, Tabriz, P.O. Box 5166616471, Tabriz, Iran and Research Institute for Fundamental Sciences, Tabriz, P.O. Box 5154916371, Iran, namazi{at}tabrizu.ac.ir

Asghar Kanani

Laboratory of Carbohydrates and Biopolymers, Faculty of Chemistry, University of Tabriz, Tabriz, P.O. Box 5166616471, Iran

Synthesis of telechelic polymer of ß-CD-poly(ethylene glycol) using poly(ethylene glycol) and mono-6-O-tosyl-ß-CD is described. Three ß-lactam antibiotics: ampicillin (Amp), amoxicillin (Amo), and cephalexin (Ceph) were attached to ß-CD-poly(ethylene glycol) and to unmodified ß-CD as the carrier agents. Structures of these prodrugs were confirmed using spectroscopic methods. The profiles of drug’s release indicated that the isolated pro-drugs could have potential applications for controlled drug release as oral drug delivery systems.

Key Words: ß-cyclodextrin • ß-lactam antibiotic • prodrugs • ampicillin • amoxicillin • cephalexin

Journal of Bioactive and Compatible Polymers, Vol. 22, No. 1, 77-88 (2007)
DOI: 10.1177/0883911507073362


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