Functionalization of microspheres with malonates using Michael Addition as a pathway to create a drug delivery system for platinum drugs for the treatment of liver cancer

Wenfang Gu, Marianne Gaborieau, Vien The Huynh, Paul L. De Souza, Martina H. Stenzel

    Research output: Contribution to journalArticlepeer-review

    11 Citations (Scopus)

    Abstract

    Microspheres have been modified post-polymerization via Michael Addition to suit the requirement of these beads as a drug delivery carrier for platinum drugs. Ethyleneglycol dimethacrylate (EGDMA) was polymerized in a suspension system leading to microspheres with an excess of vinyl functionalities. Solid state NMR was employed to determine the amount of repeating groups with unreacted vinyl groups and a molar ratio of 28% was obtained. The percentage of vinyl groups was approximately confirmed using FT-Raman (34%). Subsequent Michael Addition of these vinyl functionalities with diethyl malonate leads to modification of almost half of the vinyl groups. Ester hydrolysis and reaction with cisplatin (cis-diammineplatinum(II) dichloride) lead to microspheres with a loading of around 9 wt% of platinum. The platinum drug was slowly released at a rate of 20% in 10 days making these microspheres suitable for the treatment of liver cancer via transarterial chemoembolization. Indeed, the drug-loaded carrier was found to be highly toxic to liver cancer cells (ATCC, HepG2) while the empty carrier is non-toxic.
    Original languageEnglish
    Pages (from-to)5993-6002
    Number of pages10
    JournalPolymer
    Volume52
    Issue number26
    DOIs
    Publication statusPublished - 2011

    Keywords

    • Michael Addition
    • cancer
    • cisplatin
    • drug delivery systems
    • drugs
    • microspheres
    • nuclear magnetic resonance spectroscopy
    • platinum

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