Development of mitochondria-targeted derivatives of resveratrol |
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Authors: | Biasutto Lucia Mattarei Andrea Marotta Ester Bradaschia Alice Sassi Nicola Garbisa Spiridione Zoratti Mario Paradisi Cristina |
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Affiliation: | Department of Chemical Sciences, Università di Padova, via Marzolo 1, 35131 Padova, Italy. |
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Abstract: | To target natural polyphenols to the subcellular site where their redox properties might be exploited at best, that is, mitochondria, we have synthesised new proof-of-principle derivatives by linking resveratrol (3,4',5-trihydroxy-trans-stilbene) to the membrane-permeable lipophilic triphenylphosphonium cation. The new compounds, (4-triphenylphosphoniumbutyl)-4'-O-resveratrol iodide and its bis-acetylated derivative, the latter intended to provide transient protection against metabolic conjugation, accumulate into energized mitochondria as expected and are cytotoxic for fast-growing but not for slower-growing cells. They provide a powerful potential tool to intervene on mitochondrial and cellular redox processes of pathophysiological relevance. |
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