Novel Guanidine Compound against Multidrug-Resistant Cystic Fibrosis-Associated Bacterial Species
- Autores
- Saeed, Aamer; Bosch, María Alejandra; Bettiol, Marisa; Nossa González, Diana L.; Erben, Mauricio Federico; Lamberti, Yanina Andrea
- Año de publicación
- 2018
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- Chronic pulmonary infection is a hallmark of lung disease in cystic fibrosis (CF). Infections dominated by non-fermentative Gram-negative bacilli are particularly difficult to treat and highlight an urgent need for the development of new class of agents to combat these infections. In this work, a small library comprising thiourea and guanidine derivatives with low molecular weight was designed; these derivatives were studied as antimicrobial agents against Gram-positive, Gram-negative, and a panel of drug-resistant clinical isolates recovered from patients with CF. One novel compound, a guanidine derivative bearing adamantane-1-carbonyl and 2-bromo-4,6-difluouro-phenyl substituents (H-BDF), showed potent bactericidal activity against the strains tested, at levels generally higher than those exhibited by tobramycin, ceftazimide and meropenem. The role that different substituents exert in the antimicrobial activity has been determined, highlighting the importance of the halo-phenyl group in the guanidine moiety. The new compound displays low levels of cytotoxicity against THP-1 and A549 cells with a selective index (SI) > 8 (patent application PCT/IB2017/054870, August 2017). Taken together, our results indicate that H-BDF can be considered as a promising antimicrobial agent.
Centro de Química Inorgánica (CEQUINOR)
Centro de Investigación y Desarrollo en Fermentaciones Industriales (CINDEFI)
Facultad de Ciencias Exactas - Materia
-
Química
antimicrobials
thioureas
guanidines
drug-resistant
cystic fibrosis - Nivel de accesibilidad
- acceso abierto
- Condiciones de uso
- http://creativecommons.org/licenses/by/4.0/
- Repositorio
- Institución
- Universidad Nacional de La Plata
- OAI Identificador
- oai:sedici.unlp.edu.ar:10915/81365
Ver los metadatos del registro completo
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Novel Guanidine Compound against Multidrug-Resistant Cystic Fibrosis-Associated Bacterial SpeciesSaeed, AamerBosch, María AlejandraBettiol, MarisaNossa González, Diana L.Erben, Mauricio FedericoLamberti, Yanina AndreaQuímicaantimicrobialsthioureasguanidinesdrug-resistantcystic fibrosisChronic pulmonary infection is a hallmark of lung disease in cystic fibrosis (CF). Infections dominated by non-fermentative Gram-negative bacilli are particularly difficult to treat and highlight an urgent need for the development of new class of agents to combat these infections. In this work, a small library comprising thiourea and guanidine derivatives with low molecular weight was designed; these derivatives were studied as antimicrobial agents against Gram-positive, Gram-negative, and a panel of drug-resistant clinical isolates recovered from patients with CF. One novel compound, a guanidine derivative bearing adamantane-1-carbonyl and 2-bromo-4,6-difluouro-phenyl substituents (H-BDF), showed potent bactericidal activity against the strains tested, at levels generally higher than those exhibited by tobramycin, ceftazimide and meropenem. The role that different substituents exert in the antimicrobial activity has been determined, highlighting the importance of the halo-phenyl group in the guanidine moiety. The new compound displays low levels of cytotoxicity against THP-1 and A549 cells with a selective index (SI) > 8 (patent application PCT/IB2017/054870, August 2017). Taken together, our results indicate that H-BDF can be considered as a promising antimicrobial agent.Centro de Química Inorgánica (CEQUINOR)Centro de Investigación y Desarrollo en Fermentaciones Industriales (CINDEFI)Facultad de Ciencias Exactas2018-05info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfhttp://sedici.unlp.edu.ar/handle/10915/81365enginfo:eu-repo/semantics/altIdentifier/issn/1420-3049info:eu-repo/semantics/altIdentifier/doi/10.3390/molecules23051158info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by/4.0/Creative Commons Attribution 4.0 International (CC BY 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-09-29T11:15:07Zoai:sedici.unlp.edu.ar:10915/81365Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-09-29 11:15:07.627SEDICI (UNLP) - Universidad Nacional de La Platafalse |
dc.title.none.fl_str_mv |
Novel Guanidine Compound against Multidrug-Resistant Cystic Fibrosis-Associated Bacterial Species |
title |
Novel Guanidine Compound against Multidrug-Resistant Cystic Fibrosis-Associated Bacterial Species |
spellingShingle |
Novel Guanidine Compound against Multidrug-Resistant Cystic Fibrosis-Associated Bacterial Species Saeed, Aamer Química antimicrobials thioureas guanidines drug-resistant cystic fibrosis |
title_short |
Novel Guanidine Compound against Multidrug-Resistant Cystic Fibrosis-Associated Bacterial Species |
title_full |
Novel Guanidine Compound against Multidrug-Resistant Cystic Fibrosis-Associated Bacterial Species |
title_fullStr |
Novel Guanidine Compound against Multidrug-Resistant Cystic Fibrosis-Associated Bacterial Species |
title_full_unstemmed |
Novel Guanidine Compound against Multidrug-Resistant Cystic Fibrosis-Associated Bacterial Species |
title_sort |
Novel Guanidine Compound against Multidrug-Resistant Cystic Fibrosis-Associated Bacterial Species |
dc.creator.none.fl_str_mv |
Saeed, Aamer Bosch, María Alejandra Bettiol, Marisa Nossa González, Diana L. Erben, Mauricio Federico Lamberti, Yanina Andrea |
author |
Saeed, Aamer |
author_facet |
Saeed, Aamer Bosch, María Alejandra Bettiol, Marisa Nossa González, Diana L. Erben, Mauricio Federico Lamberti, Yanina Andrea |
author_role |
author |
author2 |
Bosch, María Alejandra Bettiol, Marisa Nossa González, Diana L. Erben, Mauricio Federico Lamberti, Yanina Andrea |
author2_role |
author author author author author |
dc.subject.none.fl_str_mv |
Química antimicrobials thioureas guanidines drug-resistant cystic fibrosis |
topic |
Química antimicrobials thioureas guanidines drug-resistant cystic fibrosis |
dc.description.none.fl_txt_mv |
Chronic pulmonary infection is a hallmark of lung disease in cystic fibrosis (CF). Infections dominated by non-fermentative Gram-negative bacilli are particularly difficult to treat and highlight an urgent need for the development of new class of agents to combat these infections. In this work, a small library comprising thiourea and guanidine derivatives with low molecular weight was designed; these derivatives were studied as antimicrobial agents against Gram-positive, Gram-negative, and a panel of drug-resistant clinical isolates recovered from patients with CF. One novel compound, a guanidine derivative bearing adamantane-1-carbonyl and 2-bromo-4,6-difluouro-phenyl substituents (H-BDF), showed potent bactericidal activity against the strains tested, at levels generally higher than those exhibited by tobramycin, ceftazimide and meropenem. The role that different substituents exert in the antimicrobial activity has been determined, highlighting the importance of the halo-phenyl group in the guanidine moiety. The new compound displays low levels of cytotoxicity against THP-1 and A549 cells with a selective index (SI) > 8 (patent application PCT/IB2017/054870, August 2017). Taken together, our results indicate that H-BDF can be considered as a promising antimicrobial agent. Centro de Química Inorgánica (CEQUINOR) Centro de Investigación y Desarrollo en Fermentaciones Industriales (CINDEFI) Facultad de Ciencias Exactas |
description |
Chronic pulmonary infection is a hallmark of lung disease in cystic fibrosis (CF). Infections dominated by non-fermentative Gram-negative bacilli are particularly difficult to treat and highlight an urgent need for the development of new class of agents to combat these infections. In this work, a small library comprising thiourea and guanidine derivatives with low molecular weight was designed; these derivatives were studied as antimicrobial agents against Gram-positive, Gram-negative, and a panel of drug-resistant clinical isolates recovered from patients with CF. One novel compound, a guanidine derivative bearing adamantane-1-carbonyl and 2-bromo-4,6-difluouro-phenyl substituents (H-BDF), showed potent bactericidal activity against the strains tested, at levels generally higher than those exhibited by tobramycin, ceftazimide and meropenem. The role that different substituents exert in the antimicrobial activity has been determined, highlighting the importance of the halo-phenyl group in the guanidine moiety. The new compound displays low levels of cytotoxicity against THP-1 and A549 cells with a selective index (SI) > 8 (patent application PCT/IB2017/054870, August 2017). Taken together, our results indicate that H-BDF can be considered as a promising antimicrobial agent. |
publishDate |
2018 |
dc.date.none.fl_str_mv |
2018-05 |
dc.type.none.fl_str_mv |
info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion Articulo http://purl.org/coar/resource_type/c_6501 info:ar-repo/semantics/articulo |
format |
article |
status_str |
publishedVersion |
dc.identifier.none.fl_str_mv |
http://sedici.unlp.edu.ar/handle/10915/81365 |
url |
http://sedici.unlp.edu.ar/handle/10915/81365 |
dc.language.none.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
info:eu-repo/semantics/altIdentifier/issn/1420-3049 info:eu-repo/semantics/altIdentifier/doi/10.3390/molecules23051158 |
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info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/4.0/ Creative Commons Attribution 4.0 International (CC BY 4.0) |
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openAccess |
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http://creativecommons.org/licenses/by/4.0/ Creative Commons Attribution 4.0 International (CC BY 4.0) |
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