Characterization of potent ABCG2 inhibitor derived from chromone: from the mechanism of inhibition to human extracellular vesicles for drug delivery
| Autor(a) principal: | |
|---|---|
| Data de Publicação: | 2023 |
| Outros Autores: | , , , , , , , , , , , , , , , , , |
| Tipo de documento: | Artigo |
| Idioma: | por |
| Título da fonte: | Repositório Institucional da FIOCRUZ (ARCA) |
| Texto Completo: | https://www.arca.fiocruz.br/handle/icict/58551 https://doi.org/10.3390/ pharmaceutics15041259 |
Resumo: | Universidade Federal do Paraná. Programa de Pós-Graduação em Ciências Farmacêuticas. Curitiba, PR, Brasil. / Universidade Federal do Paraná. Laboratório de Neoplasias Resistentes a Drogas. Curitiba, PR, Brasil. |
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Valdameri, GlaucioKita, Diogo HenriqueDutra, Julia de PaulaGomes, Diego LimaTonduru, Arun KumarKronenberger, ThalesGavinho, BrunoRossi, Izadora VolpatoCarvalho, Mariana Mazetto dePérès, BasileZattoni, Ingrid FatimaRego, Fabiane Gomes de MoraesPicheth, GeraldoFreitas, Rilton Alves dePoso, AnttiAmbudkar, Suresh V.Ramírez, Marcel IvanBoumendjel, AhcèneMoure, Vivian Rotuno2023-05-22T15:13:32Z2023-05-22T15:13:32Z2023VALDAMERI, Glaucio et al. Characterization of potent ABCG2 inhibitor derived from chromone: from the mechanism of inhibition to human extracellular vesicles for drug delivery. Pharmaceutics, v. 15, n. 1259, p. 1-17, 2023.1999-4923https://www.arca.fiocruz.br/handle/icict/58551https://doi.org/10.3390/ pharmaceutics15041259porMDPIMembro 2 da Subfamília G de Transportadores de Cassetes de Ligação de ATPInibiçãoATP Binding Cassette Transporter, Subfamily G, Member 2ChromonesInhibitionExtracellular VesiclesDrug DeliveryTransportador de Casetes de Unión a ATP, Subfamilia G, Miembro 2CromonasInhibiciónVesículas ExtracelularesLiberación de MedicamentosMembre-2 de la sous-famille G des transporteurs à cassette liant l'ATP4H-1-Benzopyran-4-onesInhibitionVésicules extracellulairesDélivrance de médicamentsProteína ABCG2CromonasVesículas ExtracelularesLiberação de MedicamentosCharacterization of potent ABCG2 inhibitor derived from chromone: from the mechanism of inhibition to human extracellular vesicles for drug deliveryinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleUniversidade Federal do Paraná. Programa de Pós-Graduação em Ciências Farmacêuticas. Curitiba, PR, Brasil. / Universidade Federal do Paraná. Laboratório de Neoplasias Resistentes a Drogas. Curitiba, PR, Brasil.Universidade Federal do Paraná. Programa de Pós-Graduação em Ciências Farmacêuticas. Curitiba, PR, Brasil. / Universidade Federal do Paraná. Laboratório de Neoplasias Resistentes a Drogas. Curitiba, PR, Brasil. / Laboratory of Cell Biology. Center for Cancer Research. National Cancer Institute. National Institutes of Health. Bethesda, Maryland, USA.Universidade Federal do Paraná. Programa de Pós-Graduação em Ciências Farmacêuticas. Curitiba, PR, Brasil. / Universidade Federal do Paraná. Laboratório de Neoplasias Resistentes a Drogas. Curitiba, PR, Brasil.Universidade Federal do Paraná. Programa de Pós-Graduação em Ciências Farmacêuticas. Curitiba, PR, Brasil. / Universidade Federal do Paraná. Laboratório de Neoplasias Resistentes a Drogas. Curitiba, PR, Brasil.School of Pharmacy. Faculty of Health Sciences. University of Eastern Finland. Kuopio, Finland.School of Pharmacy. Faculty of Health Sciences. University of Eastern Finland. Kuopio, Finland. / Institute of Pharmacy. Pharmaceutical/Medicinal Chemistry and Tübingen Center for Academic Drug Discovery & Development. Eberhard Karls University Tübingen. Tübingen, Germany.Universidade Federal do Paraná. Programa de Pós-Graduação em Microbiologia, Parasitologia e Patologia. Curitiba, PR, Brasil.Universidade Federal do Paraná. Programa de Pós-Graduação em Biologia Celular e Molecular. Curitiba, PR, Brasil.Universidade Federal do Paraná. Programa de Pós-Graduação em Ciências Farmacêuticas. Laboratório de Biopolímeros. Curitiba, PR, Brasil.Département de Pharmacochimie Moléculaire. Université Grenoble Alpes. Grenoble, France.Universidade Federal do Paraná. Programa de Pós-Graduação em Ciências Farmacêuticas. Curitiba, PR, Brasil. / Universidade Federal do Paraná. Laboratório de Neoplasias Resistentes a Drogas. Curitiba, PR, Brasil.Universidade Federal do Paraná. Programa de Pós-Graduação em Ciências Farmacêuticas. Curitiba, PR, Brasil.Universidade Federal do Paraná. Programa de Pós-Graduação em Ciências Farmacêuticas. Curitiba, PR, Brasil.Universidade Federal do Paraná. Programa de Pós-Graduação em Ciências Farmacêuticas. Laboratório de Biopolímeros. Curitiba, PR, Brasil.School of Pharmacy. Faculty of Health Sciences. University of Eastern Finland. Kuopio, Finland. / Institute of Pharmacy. Pharmaceutical/Medicinal Chemistry and Tübingen Center for Academic Drug Discovery & Development. Eberhard Karls University Tübingen. Tübingen, Germany.Laboratory of Cell Biology. Center for Cancer Research. National Cancer Institute. National Institutes of Health. Bethesda, Maryland, USAFundação Oswaldo Cruz. Instituto Carlos Chagas. Laboratório de Biologia Celular. Curitiba, PR, Brasil.Université Grenoble Alpes. INSERM. Grenoble, France.Universidade Federal do Paraná. Programa de Pós-Graduação em Ciências Farmacêuticas. Curitiba, PR, Brasil. / Universidade Federal do Paraná. Laboratório de Neoplasias Resistentes a Drogas. Curitiba, PR, Brasil.Inhibition of ABC transporters is a promising approach to overcome multidrug resistance in cancer. Herein, we report the characterization of a potent ABCG2 inhibitor, namely, chromone 4a (C4a). Molecular docking and in vitro assays using ABCG2 and P-glycoprotein (P-gp) expressing membrane vesicles of insect cells revealed that C4a interacts with both transporters, while showing selectivity toward ABCG2 using cell-based transport assays. C4a inhibited the ABCG2-mediated efflux of different substrates and molecular dynamic simulations demonstrated that C4a binds in the Ko143-binding pocket. Liposomes and extracellular vesicles (EVs) of Giardia intestinalis and human blood were used to successfully bypass the poor water solubility and delivery of C4a as assessed by inhibition of the ABCG2 function. Human blood EVs also promoted delivery of the well-known P-gp inhibitor, elacridar. Here, for the first time, we demonstrated the potential use of plasma circulating EVs for drug delivery of hydrophobic drugs targeting membrane proteins.info:eu-repo/semantics/openAccessreponame:Repositório Institucional da FIOCRUZ (ARCA)instname:Fundação Oswaldo Cruz (FIOCRUZ)instacron:FIOCRUZLICENSElicense.txtlicense.txttext/plain; charset=utf-82991https://www.arca.fiocruz.br/bitstream/icict/58551/1/license.txt5a560609d32a3863062d77ff32785d58MD51ORIGINALpharmaceutics-15-01259OK.pdfpharmaceutics-15-01259OK.pdfapplication/pdf4216166https://www.arca.fiocruz.br/bitstream/icict/58551/2/pharmaceutics-15-01259OK.pdf77c122427e5b92b33ecde62d2a821202MD52icict/585512023-05-22 12:40:15.715oai:www.arca.fiocruz.br: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ório InstitucionalPUBhttps://www.arca.fiocruz.br/oai/requestrepositorio.arca@fiocruz.bropendoar:21352023-05-22T15:40:15Repositório Institucional da FIOCRUZ (ARCA) - Fundação Oswaldo Cruz (FIOCRUZ)false |
| dc.title.en_US.fl_str_mv |
Characterization of potent ABCG2 inhibitor derived from chromone: from the mechanism of inhibition to human extracellular vesicles for drug delivery |
| title |
Characterization of potent ABCG2 inhibitor derived from chromone: from the mechanism of inhibition to human extracellular vesicles for drug delivery |
| spellingShingle |
Characterization of potent ABCG2 inhibitor derived from chromone: from the mechanism of inhibition to human extracellular vesicles for drug delivery Valdameri, Glaucio Membro 2 da Subfamília G de Transportadores de Cassetes de Ligação de ATP Inibição ATP Binding Cassette Transporter, Subfamily G, Member 2 Chromones Inhibition Extracellular Vesicles Drug Delivery Transportador de Casetes de Unión a ATP, Subfamilia G, Miembro 2 Cromonas Inhibición Vesículas Extracelulares Liberación de Medicamentos Membre-2 de la sous-famille G des transporteurs à cassette liant l'ATP 4H-1-Benzopyran-4-ones Inhibition Vésicules extracellulaires Délivrance de médicaments Proteína ABCG2 Cromonas Vesículas Extracelulares Liberação de Medicamentos |
| title_short |
Characterization of potent ABCG2 inhibitor derived from chromone: from the mechanism of inhibition to human extracellular vesicles for drug delivery |
| title_full |
Characterization of potent ABCG2 inhibitor derived from chromone: from the mechanism of inhibition to human extracellular vesicles for drug delivery |
| title_fullStr |
Characterization of potent ABCG2 inhibitor derived from chromone: from the mechanism of inhibition to human extracellular vesicles for drug delivery |
| title_full_unstemmed |
Characterization of potent ABCG2 inhibitor derived from chromone: from the mechanism of inhibition to human extracellular vesicles for drug delivery |
| title_sort |
Characterization of potent ABCG2 inhibitor derived from chromone: from the mechanism of inhibition to human extracellular vesicles for drug delivery |
| author |
Valdameri, Glaucio |
| author_facet |
Valdameri, Glaucio Kita, Diogo Henrique Dutra, Julia de Paula Gomes, Diego Lima Tonduru, Arun Kumar Kronenberger, Thales Gavinho, Bruno Rossi, Izadora Volpato Carvalho, Mariana Mazetto de Pérès, Basile Zattoni, Ingrid Fatima Rego, Fabiane Gomes de Moraes Picheth, Geraldo Freitas, Rilton Alves de Poso, Antti Ambudkar, Suresh V. Ramírez, Marcel Ivan Boumendjel, Ahcène Moure, Vivian Rotuno |
| author_role |
author |
| author2 |
Kita, Diogo Henrique Dutra, Julia de Paula Gomes, Diego Lima Tonduru, Arun Kumar Kronenberger, Thales Gavinho, Bruno Rossi, Izadora Volpato Carvalho, Mariana Mazetto de Pérès, Basile Zattoni, Ingrid Fatima Rego, Fabiane Gomes de Moraes Picheth, Geraldo Freitas, Rilton Alves de Poso, Antti Ambudkar, Suresh V. Ramírez, Marcel Ivan Boumendjel, Ahcène Moure, Vivian Rotuno |
| author2_role |
author author author author author author author author author author author author author author author author author author |
| dc.contributor.author.fl_str_mv |
Valdameri, Glaucio Kita, Diogo Henrique Dutra, Julia de Paula Gomes, Diego Lima Tonduru, Arun Kumar Kronenberger, Thales Gavinho, Bruno Rossi, Izadora Volpato Carvalho, Mariana Mazetto de Pérès, Basile Zattoni, Ingrid Fatima Rego, Fabiane Gomes de Moraes Picheth, Geraldo Freitas, Rilton Alves de Poso, Antti Ambudkar, Suresh V. Ramírez, Marcel Ivan Boumendjel, Ahcène Moure, Vivian Rotuno |
| dc.subject.other.en_US.fl_str_mv |
Membro 2 da Subfamília G de Transportadores de Cassetes de Ligação de ATP Inibição |
| topic |
Membro 2 da Subfamília G de Transportadores de Cassetes de Ligação de ATP Inibição ATP Binding Cassette Transporter, Subfamily G, Member 2 Chromones Inhibition Extracellular Vesicles Drug Delivery Transportador de Casetes de Unión a ATP, Subfamilia G, Miembro 2 Cromonas Inhibición Vesículas Extracelulares Liberación de Medicamentos Membre-2 de la sous-famille G des transporteurs à cassette liant l'ATP 4H-1-Benzopyran-4-ones Inhibition Vésicules extracellulaires Délivrance de médicaments Proteína ABCG2 Cromonas Vesículas Extracelulares Liberação de Medicamentos |
| dc.subject.en.en_US.fl_str_mv |
ATP Binding Cassette Transporter, Subfamily G, Member 2 Chromones Inhibition Extracellular Vesicles Drug Delivery |
| dc.subject.es.en_US.fl_str_mv |
Transportador de Casetes de Unión a ATP, Subfamilia G, Miembro 2 Cromonas Inhibición Vesículas Extracelulares Liberación de Medicamentos |
| dc.subject.fr.en_US.fl_str_mv |
Membre-2 de la sous-famille G des transporteurs à cassette liant l'ATP 4H-1-Benzopyran-4-ones Inhibition Vésicules extracellulaires Délivrance de médicaments |
| dc.subject.decs.en_US.fl_str_mv |
Proteína ABCG2 Cromonas Vesículas Extracelulares Liberação de Medicamentos |
| description |
Universidade Federal do Paraná. Programa de Pós-Graduação em Ciências Farmacêuticas. Curitiba, PR, Brasil. / Universidade Federal do Paraná. Laboratório de Neoplasias Resistentes a Drogas. Curitiba, PR, Brasil. |
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2023 |
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2023-05-22T15:13:32Z |
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2023-05-22T15:13:32Z |
| dc.date.issued.fl_str_mv |
2023 |
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info:eu-repo/semantics/publishedVersion |
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info:eu-repo/semantics/article |
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article |
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| dc.identifier.citation.fl_str_mv |
VALDAMERI, Glaucio et al. Characterization of potent ABCG2 inhibitor derived from chromone: from the mechanism of inhibition to human extracellular vesicles for drug delivery. Pharmaceutics, v. 15, n. 1259, p. 1-17, 2023. |
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https://www.arca.fiocruz.br/handle/icict/58551 |
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1999-4923 |
| dc.identifier.doi.none.fl_str_mv |
https://doi.org/10.3390/ pharmaceutics15041259 |
| identifier_str_mv |
VALDAMERI, Glaucio et al. Characterization of potent ABCG2 inhibitor derived from chromone: from the mechanism of inhibition to human extracellular vesicles for drug delivery. Pharmaceutics, v. 15, n. 1259, p. 1-17, 2023. 1999-4923 |
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https://www.arca.fiocruz.br/handle/icict/58551 https://doi.org/10.3390/ pharmaceutics15041259 |
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MDPI |
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