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
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Zusammenfassung: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.
ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/d4ob00703d