2016
DOI: 10.1021/acsami.5b11846
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Preparation of Conjugated Polymer Grafted with H2O2-Sensitive Prodrug for Cell Imaging and Tumor Cell Killing

Abstract: In this work, a new conjugated polymer poly(fluorene-co-phenylene) derivative containing pendent quaternized chlormethine (PFP-Chl) was synthesized by covalent linking small molecular prodrug groups onto conjugated polymer side chains. H2O2-sensitive prodrug with an eight-member-cyclic boronate ester structure could suffer from H2O2-triggered nitrogen mustard release and further DNA cross-linking and alkylation. PFP-Chl combines therapeutic characteristic with excellent optical property of conjugated polymers.… Show more

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Cited by 50 publications
(27 citation statements)
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“…16,17 It is well recognized that ROS is usually elevated in various tumors, 18,19 and numerous stimuliresponsive delivery systems containing ROS-responsive groups, such as aryl boronic ester, ferrocenyl, selenium, and thioether groups, have been constructed for excellent controlled-release of drugs. 20 For instance, Li et al 21 have conjugated a nitrogen mustard onto a polymer via a cyclic boronate ester group and the polymeric nanoparticles have shown H 2 O 2 -induced DNA alkylation as well as enhancement of cell inhibition efficiency in A549 cells.…”
mentioning
confidence: 99%
“…16,17 It is well recognized that ROS is usually elevated in various tumors, 18,19 and numerous stimuliresponsive delivery systems containing ROS-responsive groups, such as aryl boronic ester, ferrocenyl, selenium, and thioether groups, have been constructed for excellent controlled-release of drugs. 20 For instance, Li et al 21 have conjugated a nitrogen mustard onto a polymer via a cyclic boronate ester group and the polymeric nanoparticles have shown H 2 O 2 -induced DNA alkylation as well as enhancement of cell inhibition efficiency in A549 cells.…”
mentioning
confidence: 99%
“…Furthermore, the luminescing and O 2 ‐supplying system could be used for the controlled release of anticancer prodrug, offering the possibility of simultaneous PDT and chemotherapy. We synthesized a prodrug with an ROS‐responsive moiety, and a possible release mechanism is proposed in Figure a. The prodrug was first oxidized at the C–B bond by ROS, followed by deboronation and chlormethine release.…”
Section: Figurementioning
confidence: 99%
“…Because anticancer drugs are covalently conjugated onto polymer backbones with responsive bonds, the polymer–drug conjugates can remain stable in the blood circulation for a long time. However, cargoes, including chemical drugs, therapeutic gases, targeting peptides, and other small functional molecules, can be instantly liberated from the nanosystem if the conjugates are exposed to endo‐/exogenous stimuli in the tumor sites …”
Section: Introductionmentioning
confidence: 99%