5 documents found, page 1 of 1
Binding and transport properties of a benzo[b]thiophene‐based mono‐(thio)urea l...
Moiteiro, Cristina; Marques, Igor; Ryder, William G.; Cachatra, Vasco; Carvalho, Sílvia; Chen, Li‐Jun; Goodfellow, Brian J.; Gale, Philip A.Using the chemical versatility of the benzo[b]thiophene motif, an extensive library of 24 (thio)urea receptors, with different binding properties and lipophilicities, was prepared and included α,α-, α,β-, β,β-, β,γ-, α,γ-, and γ,γ-benzo[b]thiophene positional isomers, as well as β- or γ-benzo[b]thiophene-based molecules decorated with aliphatic chains or aryl moieties with different fluorination degrees. 1H NMR...
Acylthioureas as anion transporters: the effect of intramolecular hydrogen bonding
Haynes, Cally J. E.; Busschaert, Nathalie; Kirby, Isabelle L.; Herniman, Julie; Light, Mark E.; Wells, Neil J.; Marques, Igor; Felix, VitorSmall molecule synthetic anion transporters may have potential application as therapeutic agents for the treatment of diseases including cystic fibrosis and cancer. Understanding the factors that can dictate the anion transport activity of such transporters is a crucial step towards their application in biological systems. In this study a series of acylthiourea anion transporters were synthesised and their anio...
Tris-thiourea tripodal-based molecules as chloride transmembrane transporters: ...
Marques, Igor; Colaco, Ana R.; Costa, Paulo J.; Busschaert, Nathalie; Gale, Philip A.; Felix, VitorThe interaction of six tripodal synthetic chloride transmembrane transporters with a POPC bilayer was investigated by means of molecular dynamics simulations using the general Amber force field (GAFF) for the transporters and the LIPID11 force field for phospholipids. These transporters are structurally simple molecules, based on the tris(2-aminoethyl) amine scaffold, containing three thiourea binding units cou...
Towards predictable transmembrane transport: QSAR analysis of anion binding and...
Busschaert, Nathalie; Bradberry, Samuel J.; Wenzel, Marco; Haynes, Cally J. E.; Hiscock, Jennifer R.; Kirby, Isabelle L.; Karagiannidis, Louise E.The transport of anions across biological membranes by small molecules is a growing research field due to the potential therapeutic benefits of these compounds. However, little is known about the exact mechanism by which these drug-like molecules work and which molecular features make a good transporter. An extended series of 1-hexyl-3-phenylthioureas were synthesized, fully characterized (NMR, mass spectrometr...
Chloride, carboxylate and carbonate transport by ortho-phenylenediamine-based b...
Moore, Stephen J.; Haynes, Cally J. E.; Gonzalez, Jorge; Sutton, Jennifer L.; Brooks, Simon J.; Light, Mark E.; Herniman, Julie; Langley, G. JohnHighly potent but structurally simple transmembrane anion transporters are reported that function at receptor to lipid ratios as low as 1 : 1 000 000. The compounds, based on the simple ortho-phenylenediamine-based bisurea scaffold, have been studied for their ability to facilitate chloride/nitrate and chloride/bicarbonate antiport, and HCl symport processes using a combination of ion selective electrode and fl...