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Issue 43, 2015
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An acyclic enediyne with a furyl tethering group for efficient inhibition of tumor cell viability

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Abstract

An acyclic enediyne with a furyl tethering group and two pH-sensitive orthoester groups at the alkynyl termini was synthesized. The enediyne compound yielded free radicals, which can be further trapped by other atoms, under acidic conditions at ambient temperature. It exhibited high cytotoxicity towards tumor cells, and affected normal cells much less, while showing very low cytotoxicity to both types of cells once the furan group was reacted with a dienophile, 4-phenyl-1,2,4-triazoline-3,5-dione. Confocal laser scanning microscopy experiments showed that the derivation of the furan group dictated the cytosis of the enediyne molecules. The cytotoxicity of the enediyne molecules disappeared when cytosis was hindered. The introduction of a furyl tethering group into enediyne represents a new design strategy of “intelligent” antitumor antibiotics that can distinguish tumor and normal cells.

Graphical abstract: An acyclic enediyne with a furyl tethering group for efficient inhibition of tumor cell viability

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Publication details

The article was received on 09 Sep 2015, accepted on 21 Sep 2015 and first published on 21 Sep 2015


Article type: Paper
DOI: 10.1039/C5TB01867F
Citation: J. Mater. Chem. B, 2015,3, 8584-8588
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    An acyclic enediyne with a furyl tethering group for efficient inhibition of tumor cell viability

    D. Song, Y. Tian, S. Huang, B. Li, Y. Yuan and A. Hu, J. Mater. Chem. B, 2015, 3, 8584
    DOI: 10.1039/C5TB01867F

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