期刊
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
卷 18, 期 20, 页码 5594-5597出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2008.08.100
关键词
resveratrol; mitochondria; triphenylphosphonium; anti-oxidants; pro-oxidants; reactive oxygen species
资金
- Italian Association for Cancer Research (AIRC)
- Italian Foundation for Basic Research (FIRB)
- Fondazione Cassa di Risparmio di Padova e Rovigo
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. (C) 2008 Elsevier Ltd. All rights reserved.
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