Soluble camptothecin derivatives prepared by click cycloaddition chemistry on functional aliphatic polyesters.
Aliphatic polyesters are of interest as biomaterials and drug-delivery vehicles, as their ability to degrade under physiological conditions provides a mechanism for both drug release and clearance of the polymer from the body. Presented here is the synthesis of a polyester-drug graft copolymer conjugate, enabled by click cycloaddition of azide-functionalized camptothecin derivatives with alkyne-functionalized aliphatic polyesters. Further grafting of residual alkyne groups with azide-terminated poly(ethylene oxide) gave a water-soluble polyester-camptothecin conjugate. Control over PEGylation and drug loading, inherent to the graft copolymer design, opens versatile routes to new materials with potential utility in polymer therapeutics.
Parrish
Bryan
B
Polymer Science & Engineering Department, University of Massachusetts, Conte Center for Polymer Research, Amherst, Massachusetts 01003, USA.
Emrick
Todd
T
D001386:Azides / Q000737:chemistry; D002166:Camptothecin / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D002850:Chromatography, Gel; D057927:Hydrophobic and Hydrophilic Interactions; D015394:Molecular Structure; D011091:Polyesters / Q000737:chemistry*; D012995:Solubility
D001386:Azides; D011091:Polyesters; D002166:Camptothecin