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

Sá, Marcus MandolesiFerreira, MisaelLima, Emerson SilvaSantos, Ivanildes dosOrlandi, Patrícia PuccinelliFernandes, Luciano

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.

1. Allylic thiocyanate
2. Morita-Baylis-Hillman reaction
3. Antimicrobial
4. MRSA