Products Cited in Publications Worldwide Synthesis of fluorinated triphenylphosphonium analogs that improve cancer cell selectivity and in vivo detection

Synthesis of fluorinated triphenylphosphonium analogs that improve cancer cell selectivity and in vivo detection

Keyes, Robert F.; McAllister, Donna; Dwinell, Michael B.; Smith, Brian C.

DOI: PMID:

Abstract

Triphenylphosphonium (TPP+) compounds like mito-metformin (MMe) target cancer cells by exploiting their hyperpolarized mitochondrial membrane potential. Here, we present a protocol for synthesizing TPP+ analogs with selectivity for mammalian cancer cells, reduced toxicity, and quantifiability using fluorine-19 NMR (19F-NMR). We describe steps for treating mammalian cells with mitochondria-targeted compounds, treating and preparing mouse tissue with these compounds, and 19F-NMR detection of MMe analogs in cells and tissue. TPP+-conjugated metformin analogs include para-methoxy (pMeO-MMe) and para-trifluoromethyl MMe (pCF3-MMe) and meta-trifluoromethyl MMe (mCF3-MMe).

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