Redox-Responsive Coordination Polymers of Dopamine-Modified Hyaluronic Acid with Copper and 6-Mercaptopurine for Targeted Drug Delivery and Improvement of Anticancer Activity against Cancer Cells
Open Access
- 13 May 2020
- Vol. 12 (5), 1132
- https://doi.org/10.3390/polym12051132
Abstract
Dopamine-modified hyaluronic acid (HA-DOP) was chosen as the drug carrier in this study, and Cu2+ was selected from among Cu2+, Zn2+, Fe2+, and Ca2+ as the central atom. 6-Mercaptopurine (6-MP) was conjugated with HA through a coordination reaction. HA-DOP-copper-MP (HA-DOP-Cu-MP), a redox-responsive coordination polymer prodrug, was prepared. The drug loading was 49.5 mg/g, the encapsulation efficiency was 70.18%, and the particle size was 173.5 nm. HA-DOP-Cu-MP released rapidly in the release medium containing reduced glutathione (GSH), and the accumulated release exceeded 94% in 2 h. In the release medium without GSH, the drug release rate was slow, with only 15% of the 6-MP released in 24 h. Cell uptake experiments revealed the CD44 targeting of HA. Cell viability assays showed that the cytotoxicity of HA-DOP-Cu-MP was higher than that of free 6-MP. Indeed, HA-DOP-Cu-MP is very toxic to cancer cells. In this paper, the redox-responsive drug delivery system was synthesized by a coordination reaction. The tumour targeting and tumour cytotoxicity of 6-MP were improved.Funding Information
- National Natural Science Foundation of China (81373338)
This publication has 54 references indexed in Scilit:
- Role of Glutathione in Cancer Progression and ChemoresistanceOxidative Medicine and Cellular Longevity, 2013
- The Inflammation-associated Protein TSG-6 Cross-links Hyaluronan via Hyaluronan-induced TSG-6 OligomersJournal of Biological Chemistry, 2011
- Preparation, characterization, and in vitro drug release behavior of 6-mercaptopurine-carboxymethyl chitosanCarbohydrate Polymers, 2011
- pH-induced metal-ligand cross-links inspired by mussel yield self-healing polymer networks with near-covalent elastic moduliProceedings of the National Academy of Sciences of the United States of America, 2011
- A fast ruthenium polypyridine cage complex photoreleases glutamate with visible or IR light in one and two photon regimesJournal of Inorganic Biochemistry, 2010
- DDSolver: An Add-In Program for Modeling and Comparison of Drug Dissolution ProfilesThe AAPS Journal, 2010
- Target specific and long-acting delivery of protein, peptide, and nucleotide therapeutics using hyaluronic acid derivativesJournal of Controlled Release, 2010
- Bioreductive activation and drug chaperoning in cobalt pharmaceuticalsDalton Transactions, 2007
- Proton NMR Studies on the Conformation of the Pterin Cofactor Bound at the Active Site of Recombinant Human Tyrosine HydroxylasePteridines, 1998
- DOPAMINE IS AN IMPORTANT NEUROTRANSMITTER IN THE AUTONOMIC NERVOUS SYSTEMThe Lancet, 1975