Tunable Arene Ruthenium Metallaprisms to Transport, Shield, and Release Porphin in Cancer Cells

Abstract : Three neutral dinuclear p-cymene ruthenium complexes (1a–1c) of the general formula (p-cymene)2Ru2(μ4-L)Cl2, bridged by substituted hydroxybenzoquinonato spacers (La = 2,5-dihydroxy-3-phenyl-1,4-benzoquinonato; Lb = 2,5-dihydroxy-3,6-diphenyl-1,4-benzoquinonato; Lc = 2,5-dihydroxy-3,6-(3,5-dimethylphenyl)-1,4-benzoquinonato) have been synthesized and characterized. The corresponding p-cymene ruthenium metallaprisms, [{(p-cymene)2Ru2(μ4-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⊂{(p-cymene)2Ru2(μ4-L)}3(tpt)2][CF3SO3]6 ([porphin⊂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 μM). On the other hand, the phototoxicity of the porphin-in-the-cage systems under standard irradiation conditions (20 J/cm2) is quite spectacular, being in the lower nanomolar range for [porphin⊂2c][CF3SO3]6.
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https://hal.archives-ouvertes.fr/hal-01199671
Contributeur : Vincent Sol <>
Soumis le : mardi 15 septembre 2015 - 18:41:44
Dernière modification le : mercredi 28 novembre 2018 - 14:48:22

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Amine Garci, Jean-Pierre Mbakidi, Vincent Chaleix, Vincent Sol, Ersin Orhan, et al.. Tunable Arene Ruthenium Metallaprisms to Transport, Shield, and Release Porphin in Cancer Cells. Organometallics, American Chemical Society, 2015, 34 (16), pp.4138-4146. ⟨10.1021/acs.organomet.5b00555⟩. ⟨hal-01199671⟩

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