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Oxidative stimuli-responsive nanoprodrug of camptothecin kills glioblastoma cells.

Abstract：

:The purpose of this study was to prepare and characterize nanometer-sized prodrug (nanoprodrug) of camptothecin. The camptothecin prodrug was synthesized using tetraethylene glycol spacer linked via carbonate bond to camptothecin and via ester bond to alpha-lipoic acid. The nanoprodrug was prepared through the spontaneous emulsification mechanism using the mixture of camptothecin prodrug and alpha-tocopherol which served as a structural matrix. The nanoprodrug was activated readily by porcine liver esterase and, with a much slower rate, by hydrolytic degradation. Upon longterm storage, the alpha-lipoic acid moiety of the camptothecin prodrug gradually oxidized without loss of structural integrity and therapeutic efficacy. Interestingly, the hydrolytic activation was negligible before the oxidation, but was significantly accelerated after the oxidation of the alpha-lipoic acid moiety, suggesting an oxidative stimuli-responsive activation of the prodrug. The camptothecin nanoprodrug was found to possess significant inhibitory effect on the proliferation of U87-MG glioma cells with an IC(50) of 20 nM.

journal_name

Bioorg Med Chem Lett

journal_title

Bioorganic & medicinal chemistry letters

authors

Lee BS,Nalla AK,Stock IR,Shear TC,Black KL,Yu JS

doi

10.1016/j.bmcl.2010.06.144

subject

Has Abstract

pub_date

2010-09-01 00:00:00

pages

5262-8

issue

17

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(10)00931-5

journal_volume

20

pub_type

杂志文章

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