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Ring-opening polymerization of ε-caprolactone initiated by the antitumor agent doxifluridine

Paper ID Volume ID Publish Year Pages File Format Full-Text
1510 85 2009 7 PDF Available
Title
Ring-opening polymerization of ε-caprolactone initiated by the antitumor agent doxifluridine
Abstract

A novel 5′-deoxy-5-fluorouridine–poly(ε-caprolactone) (5′-DFUR–PCL) polymer was synthesized from the antitumor agent doxifluridine (5′-DFUR) by the ring-opening polymerization of ε-caprolactone (ε-CL) using Sn(II) 2-ethylhexanoate (Sn(Oct)2) as the catalyst. The structure and molecular weight of these polymers were further elucidated by proton nuclear magnetic resonance and gel-permeation chromatography. The results revealed that the molecular weights of the 5′-DFUR–PCL polymers were close to the theoretical values calculated from the ε-CL to 5′-DFUR molar ratios and their recovery yields were as high as 90%. Two mechanisms of ε-CL polymerization initiated by Sn(Oct)2 were proposed involving either a single or two 5′-DFUR molecules. This study has provided an efficient method for the preparation of 5′-DFUR–PCL polymers. These novel 5′-DFUR–PCL polymers can be applied as drugs on carriers without the need for the coating or grafting processes associated with drugs in drug delivery and have great potential for cancer therapy.

Keywords
5′-Deoxy-5-fluorouridine; Poly(ε-caprolactone); Ring-open polymerization; Antitumor agent; Drug delivery
First Page Preview
Ring-opening polymerization of ε-caprolactone initiated by the antitumor agent doxifluridine
Publisher
Database: Elsevier - ScienceDirect
Journal: Acta Biomaterialia - Volume 5, Issue 4, May 2009, Pages 1075–1081
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering