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Synthesis, antibacterial and antifungal activities of naphthoquinone derivatives: a structure–activity relationship study

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URI: http://hdl.handle.net/10498/20350

DOI: 10.1007/s00044-016-1550-x

ISSN: 1054-2523

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2016-Synthesis, antibacterial and antifungal activities of naphthoquinone derivatives, a structure-activity relationship study.pdf (606.4Kb)
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Author/s
Sánchez Calvo, Juan ManuelAuthority UCA; R. Barbero, Gara; Guerrero Vásquez, Guillermo A; García Durán, AlexandraAuthority UCA; Macías, Mariola; Rodríguez Iglesias, Manuel AntonioAuthority UCA; González Molinillo, José MaríaAuthority UCA; Macías Domínguez, Francisco AntonioAuthority UCA
Date
2016-04
Department
Anatomía Patológica, Biología Celular, Histología, Historia de la Ciencia, Medicina Legal...; Química Orgánica
Source
Med Chem Res (2016) 25:1274–1285
Abstract
The synthesis of 1,4-naphthoquinone derivatives is of great interest since these compounds exhibit strong activity as antimalarial, antibacterial, antifungal and anticancer agents. A series of 50 naphthoquinone derivatives was synthesized and evaluated for antibacterial and antifungal activity against Escherichia coli, Pseudomonas aeruginosa, Enterococcus faecalis, Staphylococcus aureus, Candida krusei, Candida parapsilosis and Cryptococcus neoformans using the broth microdilution method. The Candida species were the most susceptible microorganisms. Halogen derivatives of 1,4-naphthoquinone presented strong activity, e.g., 2-bromo-5-hydroxy-1,4-naphthoquinone, which exhibited inhibition at an MIC of 16 lg/ mL in S. aureus, and 2-chloro-5,8-dihydroxy-1,4-naphthoquinone, with an MIC of 2 lg/mL in C. krusei. These compounds showed higher activity against fungi, but the antibacterial activities were very low. The study of structure–activity relationships is very important in the search for new antimicrobial drugs due to the limited therapeutic arsenal.
Subjects
napthoquinone; antifungal; antibacterial; minimum inhibitory concentration; Structure–activity relationship
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  • Artículos Científicos [4846]
  • Articulos Científicos Anat. Pat. [37]
  • Artículos Científicos INBIO [264]
  • Articulos Científicos Quim. Org. [174]
info:eu-repo/semantics/openAccess
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