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Published December 28, 2010 | Accepted Version + Supplemental Material
Journal Article Open

Drug-Loaded, Bivalent-Bottle-Brush Polymers by Graft-through ROMP


Graft through ring-opening metathesis polymerization (ROMP) using ruthenium N heterocyclic carbene catalysts has enabled the synthesis of bottle-brush polymers with unprecedented ease and control Here we report the first bivalent-brush polymers, these materials were prepared by graft through ROMP of drug-loaded poly(ethylene glycol) (PEG) based macromonomers (MMs) Anticancer drugs doxorubicin (DOX) and camptothecin (CT) were attached to a norbornene alkyne-PEG MM via a photocleavable linker ROMP of either or both drug loaded MMs generated brush homo and copolymers with low polydispersities and defined molecular weights. Release of free DOX and CT from these materials was initiated by exposure to 365 nm light All of the CT and DOX polymers were at least 10 fold more toxic to human cancer cells after photoinitiated drug release while a copolymer carrying both CT and DOX displayed 30-fold increased toxicity upon irradiation Graft through ROMP of drug loaded macromonomers provides a general method for the systematic study of structure function relationships for stimuli responsive polymers in biological systems.

Additional Information

© 2010 American Chemical Society. Received: September 15, 2010; Revised: November 08, 2010. Article ASAP December 02, 2010. Published In Issue December 28, 2010. We thank Dr. S. Virgil for helpful discussion and advice. We also thank the Beckman Institute for a postdoctoral fellowship for JAJ. UV-vis experiments were performed in the Beckman Institute Laser Center. This work was supported by the National Institutes of Health (NIH, R01-GM31332), the MRSEC program of the National Science Foundation (NSF) under award number DMR-0520565, and the NSF Center for Chemical Innovation (Powering the Planet, CHE-0802907 and CHE-0947829).

Attached Files

Accepted Version - nihms255854.pdf

Supplemental Material - ma1021506_si_001.pdf


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