N , N '-Dimethylsquaramide as a central scaffold for anionophore design

The , '-dimethylation of a diphenylsquaramide induces a conformational change in the orientation of the phenyl rings. This has been exploited to create a series of bis-urea, -thiourea and -squaramide anionophores. The compounds were shown to bind to Cl using proton NMR titration techniques and...

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Veröffentlicht in:	Organic & biomolecular chemistry 2024-06, Vol.22 (24), p.4868-4876
Hauptverfasser:	McNaughton, Daniel A, York, Edward, Rawling, Tristan, Gale, Philip A
Format:	Artikel
Sprache:	eng
Schlagworte:	Cell viability Lipid bilayers Lipids Methylation NMR Nuclear magnetic resonance Titration Urea
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description	The , '-dimethylation of a diphenylsquaramide induces a conformational change in the orientation of the phenyl rings. This has been exploited to create a series of bis-urea, -thiourea and -squaramide anionophores. The compounds were shown to bind to Cl using proton NMR titration techniques and to transport H /Cl through the lipid bilayers, whereas a non-methylated analogue displayed limited transport activity. Despite their potency in transport studies, the series had a negligible impact on cancer cell viability.
doi_str_mv	10.1039/d4ob00703d
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source	Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects	Cell viability Lipid bilayers Lipids Methylation NMR Nuclear magnetic resonance Titration Urea
title	N , N '-Dimethylsquaramide as a central scaffold for anionophore design
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