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dc.contributor.authorDíaz Cabrera, Sandra
dc.contributor.authorCarreira Barral, Israel 
dc.contributor.authorGarcía Valverde, María 
dc.contributor.authorQuesada Pato, Roberto 
dc.date.accessioned2024-01-16T13:22:05Z
dc.date.available2024-01-16T13:22:05Z
dc.date.issued2022
dc.identifier.issn1061-0278
dc.identifier.urihttp://hdl.handle.net/10259/8354
dc.description.abstractRoseophilin is an alkaloid structurally related to prodiginines . The intriguing pharmacological properties of these derivatives have prompted us to prepare synthetic compounds 1–3 inspired by their structure and to explore their transmembrane anion transport activity. The methoxyfuran heterocycle impacts the anionophoric activity of the compounds as a result of the reduced hydrogen-bonding ability and electrostatic repulsions between the oxygen in the furan ring and the anions. The position of the furan was also found to be crucial for determining their anion transport activity. Overall, replacement of the characteristic methoxypyrrole moiety of prodiginines and tambjamines by the methoxyfuran found in roseophilin is detrimental to their ability as anion carriers, suggesting that the biological activity of roseophilin is likely not related to their potential activity as anion carriers. Compound 2, bearing a furan ring attached to a dipyrromethene moiety, was found to be the most active anion carrier.en
dc.description.sponsorshipWe would like to thank funding from Consejería de Educación de la Junta de Castilla y León and ERDF (project BU067P20) and MCIN/AEI/10.13039/501100011033 (grant PID2020-117610RB-100). S.D.-C. and I. C.-B. thank Consejería de Educación de la Junta de Castilla y León, ERDF (European Regional Development Fund) and European Social Fund for their predoctoral (S. D.-C.) and postdoctoral (I. C.-B.) contracts.en
dc.format.mimetypeapplication/pdf
dc.language.isoenges
dc.publisherTaylor and Francises
dc.relation.ispartofSupramolecular Chemistry. 2022, V. 33, n. 9, p. 550-558es
dc.rightsAtribución-NoComercial 4.0 Internacional*
dc.rights.urihttp://creativecommons.org/licenses/by-nc/4.0/*
dc.subjectSupramolecular chemistryen
dc.subjectIonophoresen
dc.subjectAlkaloidsen
dc.subjectRoseophilinen
dc.subjectVesiclesen
dc.subjectAnion transporten
dc.subject.otherQuímica orgánicaes
dc.subject.otherChemistry, Organicen
dc.titleRoseophilin-inspired derivatives as transmembrane anion carriersen
dc.typeinfo:eu-repo/semantics/articlees
dc.rights.accessRightsinfo:eu-repo/semantics/openAccesses
dc.relation.publisherversionhttps://doi.org/10.1080/10610278.2022.2099277es
dc.identifier.doi10.1080/10610278.2022.2099277
dc.identifier.essn1029-0478
dc.journal.titleSupramolecular Chemistryes
dc.volume.number33es
dc.issue.number9es
dc.page.initial550es
dc.page.final558es
dc.type.hasVersioninfo:eu-repo/semantics/acceptedVersiones


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