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A new reactive oxygen species (ROS)-sensitive, self-immolative biodegradable polyoxalate prodrug based on the anticancer chemotherapeutic hormone analog diethylstilbestrol was synthesized via one-pot step-growth polymerization. The nanoparticles prepared from this prodrug undergo self-immolative degradation releasing the chemotherapeutic drug in ROS-rich environments, e.g., in cancer cells. This new ROS self-immolative polyprodrug backbone eliminates the need for a linker between polymer chain and drug, resulting in a more specific drug release and minimized toxic side effects to non-ROS-producing cells as proven by in vitro experiments. The strategy enables re-utilization of a successful chemotherapeutic agent that has been clinically under-utilized due to dose-related side effects.
Bibliographical noteFunding Information:
The financial support of the Ministry of Education, Youth and Sports (grants # LH14079, POLYMAT #LO1507), the Czech Science Foundation (grant # 16-02870S, 15-13853S and 17-09998S), and the National Science Foundation through the University of Minnesota MRSEC, Award DMR-1420013 is gratefully appreciated.
© 2017 The Royal Society of Chemistry.
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