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

Johnson, Jeremiah A. and Lu, Ying Y. and Burts, Alan O. and Xia, Yan and Durrell, Alec C. and Tirrell, David A. and Grubbs, Robert H. (2010) Drug-Loaded, Bivalent-Bottle-Brush Polymers by Graft-through ROMP. Macromolecules, 43 (24). pp. 10326-10335. ISSN 0024-9297. PMCID PMC3083120. http://resolver.caltech.edu/CaltechAUTHORS:20110329-095607608

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Abstract

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.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ma1021506 DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ma1021506PublisherArticle
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3083120/PubMed CentralArticle
ORCID:
AuthorORCID
Tirrell, David A.0000-0003-3175-4596
Grubbs, Robert H.0000-0002-0057-7817
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).
Group:CCI Solar Fuels
Funders:
Funding AgencyGrant Number
Caltech Beckman InstituteUNSPECIFIED
NIHR01-GM31332
NSFDMR-0520565
NSFCHE-0802907
NSFCHE-0947829
PubMed Central ID:PMC3083120
Record Number:CaltechAUTHORS:20110329-095607608
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20110329-095607608
Official Citation:Drug-Loaded, Bivalent-Bottle-Brush Polymers by Graft-through ROMP Jeremiah A. Johnson, Ying Y. Lu, Alan O. Burts, Yan Xia, Alec C. Durrell, David A. Tirrell, Robert H. Grubbs Macromolecules 2010 43 (24), 10326-10335
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:23151
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:29 Mar 2011 17:15
Last Modified:08 Dec 2016 21:56

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