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Molecules ; 23(10)2018 Oct 12.
Artículo en Inglés | MEDLINE | ID: mdl-30322037

RESUMEN

Due to the emergence of multidrug-resistant pathogenic microorganisms, the search for new antimicrobial compounds plays an important role in current medicinal chemistry research. Inspired by lichen antimicrobial xanthones, a series of novel chlorinated xanthones was prepared using five chlorination methods (Methods A⁻E) to obtain different patterns of substitution in the xanthone scaffold. All the synthesized compounds were evaluated for their antimicrobial activity. Among them, 3-chloro-4,6-dimethoxy-1-methyl-9H-xanthen-9-one 15 showed promising antibacterial activity against E. faecalis (ATCC 29212 and 29213) and S. aureus ATCC 29213. 2,7-Dichloro-3,4,6-trimethoxy-1-methyl-9H-xanthen-9-one 18 revealed a potent fungistatic and fungicidal activity against dermatophytes clinical strains (T. rubrum, M. canis, and E. floccosum (MIC = 4⁻8 µg/mL)). Moreover, when evaluated for its synergistic effect for T. rubrum, compound 18 exhibited synergy with fluconazole (ΣFIC = 0.289). These results disclosed new hit xanthones for both antibacterial and antifungal activity.


Asunto(s)
Antiinfecciosos/síntesis química , Antiinfecciosos/farmacología , Líquenes/química , Xantonas/síntesis química , Xantonas/farmacología , Antibacterianos/síntesis química , Antibacterianos/química , Antibacterianos/farmacología , Antiinfecciosos/química , Antifúngicos/síntesis química , Antifúngicos/química , Antifúngicos/farmacología , Enterococcus faecalis/efectos de los fármacos , Epidermophyton/efectos de los fármacos , Halogenación , Pruebas de Sensibilidad Microbiana , Microsporum/efectos de los fármacos , Estructura Molecular , Extractos Vegetales/química , Staphylococcus aureus/efectos de los fármacos , Trichophyton/efectos de los fármacos , Xantonas/química
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