Antimicrobial activity of allylic thiocyanates derived from the Morita-Baylis-Hillman reaction

被引:16
作者
Sa, Marcus Mandolesi [1 ]
Ferreira, Misael [1 ]
Lima, Emerson Silva [2 ]
Dos Santos, Ivanildes [3 ]
Orlandi, Patrcia Puccinelli [3 ]
Fernandes, Luciano [4 ]
机构
[1] Univ Fed Santa Catarina, Dept Quim, BR-88040900 Florianopolis, SC, Brazil
[2] Univ Fed Amazonas, Fac Ciencias Farmaceut, Manaus, Amazonas, Brazil
[3] Fundacao Oswaldo Cruz, Ctr Pesquisa Leonidas & Maria Deane, Coordenacao Biodiversidade Saude, Manaus, Amazonas, Brazil
[4] Univ Tecnol Fed Parana, Dept Engn Quim, Ponta Grossa, PR, Brazil
关键词
antimicrobial; allylic thiocyanate; Morita-Baylis-Hillman reaction; MRSA; BIOLOGICAL EVALUATION; ASSISTED SYNTHESIS; TRYPANOSOMA-CRUZI; AQUEOUS-MEDIUM; DERIVATIVES; INHIBITORS; AGENTS; ANTIBIOTICS; RESISTANCE; CHEMISTRY;
D O I
10.1590/S1517-83822014000300007
中图分类号
Q93 [微生物学];
学科分类号
071005 ; 100705 ;
摘要
Bacterial resistance to commonly used antibiotics has been recognized as a significant global health issue. In this study, we carried out the screening of a family of allylic thiocyanates for their action against a diversity of bacteria and fungi with a view to developing new antimicrobial agents. Allylic thiocyanates bearing halogenated aryl groups, which were readily obtained in two steps from the Morita-Baylis-Hillman adducts, showed moderate-to-high activity against selective pathogens, including a methicillin-resistant S. aureus (MRSA) strain. In particular cases, methyl (Z)-3-(2,4-dichlorophenyl)-2-(thiocyanomethyl)-2-propenoate exhibited antimicrobial activity comparable to the reference antibiotic Imipenem.
引用
收藏
页码:807 / 812
页数:6
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