synthesis and structural analysis of polyester prodrugs of norfloxacin诺氟沙星的聚酯高活性化合物的合成和结构分析.pdf

Molecules 2008, 13, 96-106 molecules ISSN 1420-3049 © 2008 by MDPI /molecules Full Paper Synthesis and Structural Analysis of Polyester Prodrugs of Norfloxacin Marcin Sobczak*, Ewa Witkowska, Ewa Olędzka and Waclaw Kolodziejski Medical University of Warsaw, Faculty of Pharmacy, Department of Inorganic and Analytical Chemistry, ul. Banacha 1, 02-097 Warsaw, Poland; E-mails: dr.witt@wp.pl (E. Witkowska), eoledzka@wp.pl (E. Olędzka), waclaw@.pl (W. Kolodziejski) * Author to whom correspondence should be addressed; E-mail: marcin.sobczak@wp.pl; Tel.: +48 22 572 07 55; Fax: +48 22 572 07 84. Received: 14 December 2007; in revised form: 16 January 2008 / Accepted: 16 January 2008 / Published: 18 January 2008 Abstract: Two-, three- and four-arm, star-shaped poly(ε-caprolactone) and poly(D,L-lactide) homopolymers, and copolymers of ε-caprolactone with D,L-lactide were synthesized via ring-opening polymerization of cyclic esters in the presence of glycerol, penthaerythritol and poly(ethylene glycol) as initiators and stannous octoate as a catalyst. Thus obtained oligomers were successfully used in the synthesis of novel macromolecular prodrugs of norfloxacin. The structures of the polymers and prodrugs were elucidated by means of MALDI-TOF MS, NMR and IR studies. Keywords: aliphatic polyesters, ring-opening polymerization, macromolecular prodrugs, prodrugs of norfloxacin. Introduction Pharmacy is one of the most important areas of application of polymers. They are used as active macromolecular pharm