2026-04-28T08:53:45Zhttps://riubu.ubu.es/oai/request

oai:riubu.ubu.es:10259/48732024-01-13T19:49:40Zcom_10259_3924com_10259_5086com_10259_2604col_10259_3925

Hernando Santa Cruz, Elsa 279 500 0000-0003-0400-7480 Capurro, Valeria 37ef7c40-0f16-4e31-92af-b126de551f1c 500 Cossu, Claudia db084be3-3963-4f39-97ff-e0bd2d0e8339 500 Fiore, Michele 9f0bca52-d64a-4bfc-acd6-89abfaed184e 500 García Valverde, María 222 500 0000-0002-3990-8388 Soto Cerrato, Vanessa 346bb3c7-0c69-4d62-9045-26b0b8d37a51 500 Pérez Tomás, Ricardo 3306d7a2-706a-47ab-8490-869a1b191c58 500 Moran, Óscar 15e8af37-0e8e-4441-8f3a-6a2a45cca302 500 Zegarra Moran, Olga 976ebdd7-aad0-45b2-941f-5663c1f18036 500 Quesada Pato, Roberto 458 500 0000-0003-2764-7157 2018-08-21T08:54:14Z 2018-08-21T08:54:14Z 2018-02 2045-2322 http://hdl.handle.net/10259/4873 10.1038/s41598-018-20708-3 Anion selective ionophores, anionophores, are small molecules capable of facilitating the transmembrane transport of anions. Inspired in the structure of natural product prodigiosin, four novel anionophores 1a-d, including a 1,2,3-triazole group, were prepared. These compounds proved highly efficient anion exchangers in model phospholipid liposomes. The changes in the hydrogen bond cleft modified the anion transport selectivity exhibited by these compounds compared to prodigiosin and suppressed the characteristic high toxicity of the natural product. Their activity as anionophores in living cells was studied and chloride efflux and iodine influx from living cells mediated by these derivatives was demonstrated. These compounds were shown to permeabilize cellular membranes to halides with efficiencies close to the natural anion channel CFTR at doses that do not compromise cellular viability. Remarkably, optimal transport efficiency was measured in the presence of pH gradients mimicking those found in the airway epithelia of Cystic Fibrosis patients. These results support the viability of developing small molecule anionophores as anion channel protein surrogates with potential applications in the treatment of conditions such as Cystic Fibrosis derived from the malfunction of natural anion transport mechanisms. European Union’s Horizon 2020 research and innovation programme under grant agreement No. 667079, La Marató de TV3 Foundation (20132730), Consejería de Educación de la Junta de Castilla y León (Projects BU340U13 and BU092U16) application/pdf eng Nature Research Scientific Reports. 2018, 8, art. 2608 https://doi.org/10.1038/s41598-018-20708-3 info:eu-repo/grantAgreement/EC/H2020/667079 info:eu-repo/grantAgreement/TV3Foundation/20132730 info:eu-repo/grantAgreement/JCyL/BU340U13 info:eu-repo/grantAgreement/JCyL/BU092U16 Attribution 4.0 International http://creativecommons.org/licenses/by/4.0/ info:eu-repo/semantics/openAccess Química orgánica Chemistry, Organic Small molecule anionophores promote transmembrane anion permeation matching CFTR activity info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion CC-LICENSE license_rdf license_rdf application/rdf+xml; charset=utf-8 908 https://riubu.ubu.es/bitstream/10259/4873/8/license_rdf 0175ea4a2d4caec4bbcc37e300941108 MD5 8 THUMBNAIL Hernando-SR_2018.pdf.jpg Hernando-SR_2018.pdf.jpg IM Thumbnail image/jpeg 5018 https://riubu.ubu.es/bitstream/10259/4873/7/Hernando-SR_2018.pdf.jpg 2704f1141e1be571e58022afd58cd5a2 MD5 7 ORIGINAL Hernando-SR_2018.pdf Hernando-SR_2018.pdf application/pdf 2236335 https://riubu.ubu.es/bitstream/10259/4873/1/Hernando-SR_2018.pdf 301125585c9d986bbfbf71f7dab5f8e2 MD5 1 LICENSE license.txt license.txt text/plain; charset=utf-8 999 https://riubu.ubu.es/bitstream/10259/4873/5/license.txt b295bcbce42e2caabeb0c623d3860c06 MD5 5 TEXT Hernando-SR_2018.pdf.txt Hernando-SR_2018.pdf.txt Extracted text text/plain 44612 https://riubu.ubu.es/bitstream/10259/4873/6/Hernando-SR_2018.pdf.txt 13f093e0db8e3c8a20bef61e53ed0bf4 MD5 6 10259/4873 oai:riubu.ubu.es:10259/4873 2024-01-13 20:49:40.71 Repositorio Institucional de la Universidad de Burgos bubrep@ubu.es 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