Synthesis of water-soluble camptothecin-polyoxetane conjugates via click chemistry.
作者： Olga Yu. Zolotarskaya , Alison F. Wagner , Jason M. Beckta , Kristoffer Valerie , Kenneth J. Wynne
DOI: 10.1021/MP3005066
关键词:
摘要: Water-soluble camptothecin (CPT)–polyoxetane conjugates were synthesized using a clickable polymeric platform P(EAMO) that was made by polymerization of acetylene-functionalized 3-ethyl-3-(hydroxymethyl)oxetane (i.e., EAMO). CPT first modified with linker 6-azidohexanoic acid via an ester linkage to yield CPT-azide. CPT-azide then click coupled in dichloromethane bromotris(triphenylphosphine)copper(I)/N,N-diisopropylethylamine. For water solubility and cytocompatibility improvement, methoxypolyethylene glycol azide (mPEG-azide) from mPEG 750 g mol–1 grafted copper(II) sulfate sodium ascorbate P(EAMO)-g-CPT. 1H NMR spectroscopy confirmed synthesis all intermediates the final product P(EAMO)-g-CPT/PEG. found retain its therapeutically active lactone form. The resulting P(EAMO)-g-CPT/PEG water-soluble produced dose-dependent cytotoxicity human glioma cells increased γ-H2AX foci formation, indicating...
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