The antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivatives

作者：Souza Marina Azevedo; Johann Susana^*; Rodrigues dos Santos Lima Luciana Alves; Campos Fernanda Fraga; Mendes Isolda Castro; Beraldo Heloisa; de Souza Fagundes Elaine Maria; Cisalpino Patricia Silva; Rosa Carlos Augusto; de Almeida Alves Tania Maria; de Sa Nivea Pereira; Zani Carlos Leomar

来源：Memorias do Instituto Oswaldo Cruz, 2013, 108(3): 342-351.

DOI：10.1590/S0074-02762013000300013

• antimicrobial agents
• lapachol
• Paracoccidioides

Lapachol was chemically modified to obtain its thiosemicarbazone and semicarbazone derivatives. These compounds were tested for antimicrobial activity against several bacteria and fungi by the broth microdilution method. The thiosemicarbazone and semicarbazone derivatives of lapachol exhibited antimicrobial activity against the bacteria Enterococcus faecalis and Staphylococcus aureus with minimal inhibitory concentrations (MICs) of 0.05 and 0.10 mu mol/mL, respectively. The thiosemicarbazone and semicarbazone derivatives were also active against the pathogenic yeast Cryptococcus gattii (MICs of 0.10 and 0.20 mu mol/mL, respectively). In addition, the lapachol thiosemicarbazone derivative was active against 11 clinical isolates of Paracoccidioides brasiliensis, with MICs ranging from 0.01-0.10 mu mol/mL. The lapachol-derived thiosemicarbazone was not cytotoxic to normal cells at the concentrations that were active against fungi and bacteria. We synthesised, for the first time, thiosemicarbazone and semicarbazone derivatives of lapachol. The MICs for the lapachol-derived thiosemicarbazone against S. aureus, E. faecalis, C. gattii and several isolates of P. brasiliensis indicated that this compound has the potential to be developed into novel drugs to treat infections caused these microbes.

• 出版日期2013-5