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Towards “drug-like” indole-based transmembrane anion transporters

Gale, Philip A, Pérez Tomás, Ricardo, Wenzel, Marco, Light, Mark E., Morley, Rebeka, Bradberry, Samuel, Soto Cerrato, Vanessa and Gomez Iglesias, Patricia (2012) Towards “drug-like” indole-based transmembrane anion transporters Chemical Science (doi:10.1039/C2SC20551C).

Record type: Article


A series of mono-ureas and mono-thioureas, some incorporating a trifluoromethyl group, have been synthesised and their ability to facilitate ion transport assessed using a combination of ion selective electrode and fluorescence techniques. Chloride/nitrate and chloride/bicarbonate antiport and HCl symport processes were examined using phospholipid vesicles as a model system. In general, the trifluoromethyl functionalised receptors showed greater transport activity than unfluorinated analogous systems, corresponding with increased clogP. The most active transporter facilitated chloride efflux from phospholipid vesicles at receptor to lipid ratios as low as 1:20,000. In addition, in vitro fluorescence and viability assays indicated that the most potent anion transporters induced apoptosis in human cancer cell lines.

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Published date: 1 June 2012
Organisations: Organic Chemistry: Synthesis, Catalysis and Flow


Local EPrints ID: 340034
ISSN: 1478-6524
PURE UUID: 3b48e2c4-975e-4e1a-9404-cab2b50f1d15
ORCID for Philip A Gale: ORCID iD
ORCID for Mark E. Light: ORCID iD

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Date deposited: 07 Jun 2012 12:42
Last modified: 18 Jul 2017 05:50

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Author: Philip A Gale ORCID iD
Author: Ricardo Pérez Tomás
Author: Marco Wenzel
Author: Mark E. Light ORCID iD
Author: Rebeka Morley
Author: Samuel Bradberry
Author: Vanessa Soto Cerrato
Author: Patricia Gomez Iglesias

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