Pentafluorosulfanyl-containing Triclocarban Analogs with Potent Antimicrobial Activity
| Autor: | Pujol, Eugènia, Blanco-Cabra, Núria, Julián, Esther, Leiva Martínez, Rosana, Torrents Serra, Eduard, Vázquez Cruz, Santiago |
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| Přispěvatelé: | Universitat de Barcelona |
| Jazyk: | angličtina |
| Rok vydání: | 2018 |
| Předmět: |
Síntesi orgànica
Staphylococcus aureus Catheters Estafilococs Staphylococcus Organic synthesis Pentafluorosulfanyl Microbial Sensitivity Tests Drug design Article lcsh:QD241-441 Cell-mediated cytotoxicity Gram-positive Structure-Activity Relationship triclocarban lcsh:Organic chemistry Anti-Infective Agents Mutation Rate Humans Medicaments antibacterians pentafluorosulfanyl Disseny de medicaments Molecular Structure N N0-diarylureas Triclocarban Anti-Bacterial Agents Citotoxicitat per mediació cel·lular Antibacterial N N′-diarylureas antibacterial Antibacterial agents Biofilms Carbanilides |
| Zdroj: | Molecules Dipòsit Digital de Documents de la UAB Universitat Autònoma de Barcelona Recercat. Dipósit de la Recerca de Catalunya instname Molecules, Vol 23, Iss 11, p 2853 (2018) Volume 23 Issue 11 Dipòsit Digital de la UB Universidad de Barcelona |
| ISSN: | 1420-3049 |
| Popis: | Concerns have been raised about the long-term accumulating effects of triclocarban, a polychlorinated diarylurea widely used as an antibacterial soap additive, in the environment and in human beings. Indeed, the Food and Drug Administration has recently banned it from personal care products. Herein, we report the synthesis, antibacterial activity and cytotoxicity of novel N,N&prime diarylureas as triclocarban analogs, designed by reducing one or more chlorine atoms of the former and/or replacing them by the novel pentafluorosulfanyl group, a new bioisostere of the trifluoromethyl group, with growing importance in drug discovery. Interestingly, some of these pentafluorosulfanyl-bearing ureas exhibited high potency, broad spectrum of antimicrobial activity against Gram-positive bacterial pathogens, and high selectivity index, while displaying a lower spontaneous mutation frequency than triclocarban. Some lines of evidence suggest a bactericidal mode of action for this family of compounds. |
| Databáze: | OpenAIRE |
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