Identification, synthesis and biological activity of alkyl-guanidine oligomers as potent antibacterial agents

Abstract In the last two decades, the repertoire of clinically effective antibacterials is shrinking due to the rapidly increasing of multi-drug-resistant pathogenic bacteria. New chemical classes with innovative mode of action are required to prevent a return to the pre-antibiotic era. We have rece...

Descripción completa

Guardado en:

Detalles Bibliográficos
Autores principales:	C. Zamperini, G. Maccari, D. Deodato, C. Pasero, I. D’Agostino, F. Orofino, F. De Luca, E. Dreassi, J. D. Docquier, M. Botta
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2017
Materias:	Medicine R Science Q
Acceso en línea:	https://doaj.org/article/1bb4259c9b7640c9a32a6b86733d74b8
Etiquetas:	Agregar Etiqueta Sin Etiquetas, Sea el primero en etiquetar este registro!

id	oai:doaj.org-article:1bb4259c9b7640c9a32a6b86733d74b8
record_format	dspace
spelling	oai:doaj.org-article:1bb4259c9b7640c9a32a6b86733d74b82021-12-02T15:04:52ZIdentification, synthesis and biological activity of alkyl-guanidine oligomers as potent antibacterial agents10.1038/s41598-017-08749-62045-2322https://doaj.org/article/1bb4259c9b7640c9a32a6b86733d74b82017-08-01T00:00:00Zhttps://doi.org/10.1038/s41598-017-08749-6https://doaj.org/toc/2045-2322Abstract In the last two decades, the repertoire of clinically effective antibacterials is shrinking due to the rapidly increasing of multi-drug-resistant pathogenic bacteria. New chemical classes with innovative mode of action are required to prevent a return to the pre-antibiotic era. We have recently reported the identification of a series of linear guanidine derivatives and their antibacterial properties. A batch of a promising candidate for optimization studies (compound 1) turned out to be a mixture containing two unknown species with a better biological activity than the pure compound. This serendipitous discovery led us to investigate the chemical nature of the unknown components of the mixture. Through MS analysis coupled with design and synthesis we found that the components were spontaneously generated oligomers of the original compound. Preliminary biological evaluations eventually confirmed the broad-spectrum antibacterial activity of this new family of molecules. Interestingly the symmetric dimeric derivative (2) exhibited the best profile and it was selected as lead compound for further studies.C. ZamperiniG. MaccariD. DeodatoC. PaseroI. D’AgostinoF. OrofinoF. De LucaE. DreassiJ. D. DocquierM. BottaNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 7, Iss 1, Pp 1-11 (2017)
institution	DOAJ
collection	DOAJ
language	EN
topic	Medicine R Science Q
spellingShingle	Medicine R Science Q C. Zamperini G. Maccari D. Deodato C. Pasero I. D’Agostino F. Orofino F. De Luca E. Dreassi J. D. Docquier M. Botta Identification, synthesis and biological activity of alkyl-guanidine oligomers as potent antibacterial agents
description	Abstract In the last two decades, the repertoire of clinically effective antibacterials is shrinking due to the rapidly increasing of multi-drug-resistant pathogenic bacteria. New chemical classes with innovative mode of action are required to prevent a return to the pre-antibiotic era. We have recently reported the identification of a series of linear guanidine derivatives and their antibacterial properties. A batch of a promising candidate for optimization studies (compound 1) turned out to be a mixture containing two unknown species with a better biological activity than the pure compound. This serendipitous discovery led us to investigate the chemical nature of the unknown components of the mixture. Through MS analysis coupled with design and synthesis we found that the components were spontaneously generated oligomers of the original compound. Preliminary biological evaluations eventually confirmed the broad-spectrum antibacterial activity of this new family of molecules. Interestingly the symmetric dimeric derivative (2) exhibited the best profile and it was selected as lead compound for further studies.
format	article
author	C. Zamperini G. Maccari D. Deodato C. Pasero I. D’Agostino F. Orofino F. De Luca E. Dreassi J. D. Docquier M. Botta
author_facet	C. Zamperini G. Maccari D. Deodato C. Pasero I. D’Agostino F. Orofino F. De Luca E. Dreassi J. D. Docquier M. Botta
author_sort	C. Zamperini
title	Identification, synthesis and biological activity of alkyl-guanidine oligomers as potent antibacterial agents
title_short	Identification, synthesis and biological activity of alkyl-guanidine oligomers as potent antibacterial agents
title_full	Identification, synthesis and biological activity of alkyl-guanidine oligomers as potent antibacterial agents
title_fullStr	Identification, synthesis and biological activity of alkyl-guanidine oligomers as potent antibacterial agents
title_full_unstemmed	Identification, synthesis and biological activity of alkyl-guanidine oligomers as potent antibacterial agents
title_sort	identification, synthesis and biological activity of alkyl-guanidine oligomers as potent antibacterial agents
publisher	Nature Portfolio
publishDate	2017
url	https://doaj.org/article/1bb4259c9b7640c9a32a6b86733d74b8
work_keys_str_mv	AT czamperini identificationsynthesisandbiologicalactivityofalkylguanidineoligomersaspotentantibacterialagents AT gmaccari identificationsynthesisandbiologicalactivityofalkylguanidineoligomersaspotentantibacterialagents AT ddeodato identificationsynthesisandbiologicalactivityofalkylguanidineoligomersaspotentantibacterialagents AT cpasero identificationsynthesisandbiologicalactivityofalkylguanidineoligomersaspotentantibacterialagents AT idagostino identificationsynthesisandbiologicalactivityofalkylguanidineoligomersaspotentantibacterialagents AT forofino identificationsynthesisandbiologicalactivityofalkylguanidineoligomersaspotentantibacterialagents AT fdeluca identificationsynthesisandbiologicalactivityofalkylguanidineoligomersaspotentantibacterialagents AT edreassi identificationsynthesisandbiologicalactivityofalkylguanidineoligomersaspotentantibacterialagents AT jddocquier identificationsynthesisandbiologicalactivityofalkylguanidineoligomersaspotentantibacterialagents AT mbotta identificationsynthesisandbiologicalactivityofalkylguanidineoligomersaspotentantibacterialagents
_version_	1718389001994371072

Identification, synthesis and biological activity of alkyl-guanidine oligomers as potent antibacterial agents

Ejemplares similares