2026-06-18T05:33:50Zhttps://riubu.ubu.es/oai/requestoai:riubu.ubu.es:10259/83542024-01-16T13:29:03Zcom_10259_3592com_10259_3591com_10259.4_106com_10259_2604com_10259_3924com_10259_5086col_10259_3930col_10259_3925
Repositorio Institucional de la Universidad de Burgos
author
Díaz Cabrera, Sandra
author
Carreira Barral, Israel
author
García Valverde, María
author
Quesada Pato, Roberto
2024-01-16T13:22:05Z
2024-01-16T13:22:05Z
2022
1061-0278
http://hdl.handle.net/10259/8354
10.1080/10610278.2022.2099277
1029-0478
Roseophilin 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.
eng
Atribución-NoComercial 4.0 Internacional
Supramolecular chemistry
Ionophores
Alkaloids
Roseophilin
Vesicles
Anion transport
Roseophilin-inspired derivatives as transmembrane anion carriers
info:eu-repo/semantics/article
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URL
https://riubu.ubu.es/bitstream/10259/8354/1/D%c3%adaz-sc_2022.docx
File
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application/vnd.openxmlformats-officedocument.wordprocessingml.document
Díaz-sc_2022.docx