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    Tunable Arene Ruthenium Metallaprisms to Transport, Shield, and Release Porphin in Cancer Cells
    (Amer Chemical Soc, 2015) Garcı, Amine; Mbakidi, Jean-Pierre; Chaleix, Vincent; Sol, Vincent; Orhan, Ersin; Therrien, Bruno
    Three neutral dinuclear p-cymene ruthenium complexes (1a-1c) of the general formula (p-cymene)(2)Ru-2(mu(4)-L)Cl-2, bridged by substituted hydroxybenzoquinonato spacers (L-a = 2,5-dihydroxy-3-pheny1-1,4-benzoquinonato; L-b = 2,5-dihydroxy-3,6-diphenyl-1,4-benzoquinonato; L-c = 2,5-dihydroxy-3,6-(3,5-dimethylphenyl)-1,4-benzoquinonato) have been synthesized and characterized. The corresponding p-cymene ruthenium metallaprisms, [{(p-cymene)(2)Ru-2(mu(4)-L)}(3)(tpt)(2)][CF3SO3](6) (2a-2c), were obtained by mixing in methanol the neutral dinuclear complexes 1a-1c, AgCF3SO3, and 2,4,6-tri(pyridin-4-yl)-1,3,5-triazine (tpt). In a similar fashion, addition of porphin during the formation of the metallaprisms afforded the host guest systems [porphin subset of{(p-cymene)(2)Ru-2(mu(4)-L)}(3)(tpt)(2)][CF3SO3](6) ([porphin subset of 2][CF3SO3](6)). The biological activity of all complexes was estimated on the colon cancer cell line HT-29, showing low cytotoxicity in the dark (IC50 > 5 mu M). On the other hand, the phototoxicity of the porphin-in-the-cage systems under standard irradiation conditions (20 J/cm(2)) is quite spectacular, being in the lower nanomolar range for [porphin subset of 2c] [CF3SO3](6).