Encapsulation of Pyrene-Functionalized Poly(benzyl ether) Dendrons into a Water-Soluble Organometallic Cage

Authors

  • Anaïs Pitto-Barry,

    1. Institut de Chimie, Université de Neuchâtel, Ave de Bellevaux 51, CH-2000, Neuchâtel (Switzerland), Fax: (+41) 32-7182511
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  • Nicolas P. E. Barry,

    1. Institut de Chimie, Université de Neuchâtel, Ave de Bellevaux 51, CH-2000, Neuchâtel (Switzerland), Fax: (+41) 32-7182511
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  • Dr. Olivier Zava,

    1. Institut des Sciences et Ingénierie Chimique, Ecole Polytechnique Fédérale de Lausanne (EPFL), CH-1015 Lausanne (Switzerland)
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  • Prof. Robert Deschenaux,

    1. Institut de Chimie, Université de Neuchâtel, Ave de Bellevaux 51, CH-2000, Neuchâtel (Switzerland), Fax: (+41) 32-7182511
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  • Dr. Bruno Therrien

    Corresponding author
    1. Institut de Chimie, Université de Neuchâtel, Ave de Bellevaux 51, CH-2000, Neuchâtel (Switzerland), Fax: (+41) 32-7182511
    • Institut de Chimie, Université de Neuchâtel, Ave de Bellevaux 51, CH-2000, Neuchâtel (Switzerland), Fax: (+41) 32-7182511

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Abstract

Two generations of lipophilic pyrenyl functionalized poly(benzyl ether) dendrimers (P1 and P2) have been synthesized. The thermal properties of the two functionalized dendrimers have been investigated, and the pyrenyl group of the dendritic molecules encapsulated in the arene–ruthenium metalla-cage, [Ru6(p-cymene)6(tpt)2(donq)3]6+ ([1]6+) (tpt=2,4,6-tri(pyridin-4-yl)-1,3,5-triazine; donq=5,8-dioxydo-1,4-naphthoquinonato). The host–guest properties of [P11]6+ and [P21]6+ were studied in solution by NMR and UV/Vis spectroscopic methods, thus allowing the determination of the affinity constants. Moreover, the cytotoxicity of these water-soluble host–guest systems was evaluated on human ovarian cancer cells.

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