Metallacarborane Assemblies as Effective Antimicrobial Agents, Including a Highly Potent Anti-MRSA Agent
The salts Na[ROC(O)Ph], Na[1-ROC(O)-1,12- C2B10H11], K2[1,4-(ROC(O))2-C6H4], and K2[1,12-(ROC(O))2- 1,12-C2B10H10], where R is the cobaltabis(dicarbollide)-diethylene glycol group [3,3′-Co(8-(OCH2CH2OCH2CH2)-1,2-C2B9H10)- (1′,2′-C2B9H11)]−, were synthesized from the corresponding carboxylate salt an...
| Autores: | , , , , , , , , |
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| Formato: | artículo |
| Estado: | Versión aceptada para publicación |
| Fecha de publicación: | 2020 |
| País: | España |
| Recursos: | Consejo Superior de Investigaciones Científicas (CSIC) |
| Repositorio: | DIGITAL.CSIC. Repositorio Institucional del CSIC |
| OAI Identifier: | oai:digital.csic.es:10261/231310 |
| Acesso em linha: | http://hdl.handle.net/10261/231310 |
| Access Level: | acceso abierto |
| Palavra-chave: | Antibacterial Antifungals Metallacarborane Cobaltabis(dicarbollide) MRSA |
| Resumo: | The salts Na[ROC(O)Ph], Na[1-ROC(O)-1,12- C2B10H11], K2[1,4-(ROC(O))2-C6H4], and K2[1,12-(ROC(O))2- 1,12-C2B10H10], where R is the cobaltabis(dicarbollide)-diethylene glycol group [3,3′-Co(8-(OCH2CH2OCH2CH2)-1,2-C2B9H10)- (1′,2′-C2B9H11)]−, were synthesized from the corresponding carboxylate salt and the zwitterion [3,3′-Co(8-(CH2CH2O)2-1,2- C2B9H10)(1′,2′-C2B9H11)]. The dianion in K2[1,12-(ROC(O))2- 1,12-C2B10H10] showed at least one K+ cation to be tightly bound to the dianion via K···O and K···H−B interactions with both pcarborane and cobaltabis(dicarbollide) clusters on the basis of NMR and MS data and support of hybrid-DFT computations. An evaluation of the antimicrobial properties of these compounds revealed all of the salts to be highly effective antibacterial agents for four Gram-positive bacteria strains (standard minimum inhibitory concentration, MIC, of 1 mg/L for Na[ROC(O)Ph]; Na[3]) and antifungal agents for three Candida albicans strains (MIC 4 mg/L for the salts K2[4] and K2[6]). One of the four Gram-positive bacteria strains tested was a life-threatening superbug methicillin-resistant Staphylococcus aureus (MRSA) isolate, which is resistant to many commercial antimicrobial drugs. The cobaltabis(dicarbollide) derivative Na[3] has a remarkable inhibitory effect on the MRSA strain with an MIC of only 1 mg/L and a minimum bactericidal concentration (MBC) of 2 mg/L, thus suggesting its potential as an antibacterial agent against MRSA. |
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