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

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• 作者：Amine Garci ; Jean-Pierre Mbakidi ; Vincent Chaleix ; Vincent Sol ; Ersin Orhan ; Bruno Therrien
• 刊名：Organometallics
• 出版年：2015
• 出版时间：August 24, 2015
• 年：2015
• 卷：34
• 期：16
• 页码：4138-4146
• 全文大小：512K
• ISSN：1520-6041

文摘

Three neutral dinuclear p-cymene ruthenium complexes (1a鈥?b>1c) of the general formula (p-cymene)₂Ru₂(渭₄-L)Cl₂, bridged by substituted hydroxybenzoquinonato spacers (L^a = 2,5-dihydroxy-3-phenyl-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)₂Ru₂(渭₄-L)}₃(tpt)₂][CF₃SO₃]₆ (2a鈥?b>2c), were obtained by mixing in methanol the neutral dinuclear complexes 1a鈥?b>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鈥揼uest systems [porphin鈯倇(p-cymene)₂Ru₂(渭₄-L)}₃(tpt)₂][CF₃SO₃]₆ ([porphin鈯?b>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 渭M). 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鈯?b>2c][CF₃SO₃]₆.