Use este identificador para citar ou linkar para este item: https://locus.ufv.br//handle/123456789/21825
Tipo: Artigo
Título: Tetraphenylphosphonium allyldithiocarbimates derived from Morita- Baylis-Hillman adducts: Synthesis, characterization, crystal structure and antifungal activity
Autor(es): Tavares, Eder C.
Rubinger, Mayura M. M.
V. Filho, Eclair
Oliveira, Marcelo R. L.
Piló-Veloso, Dorila
Ellena, Javier
Guilardi, Silvana
Souza, Rafael A. C.
Zambolim, Laércio
Abstract: Botrytis blight is a very destructive disease caused by Botrytis spp., infecting flowers, trees, vegetables and fruits. Twelve new compounds were prepared by the reaction of potassium N-aryl-sulfonyldithiocarbimates with Morita-Baylis-Hillman derivatives bearing phenyl and furyl groups. These are the first examples of allyldithiocarbimate anions and were isolated as tetraphenylphosphonium salts. The new compounds were characterized by HRMS, NMR and Infrared spectroscopy. Further, the structures of three allyldithiocarbimates were determined by single crystal X-ray diffraction. The compounds are isostructural and crystallize in the space group P21/c of the monoclinic system, and the allyldithiocarbimate anions present Z configuration. All the compounds were active against Botrytis cinerea. The best results were achieved with the tetraphenylphosphonium (Z)-3-(furan-2-yl)-2-(methoxycarbonyl)allyl-(4-chlorophenylsulfonyl)dithiocarbimate (IC50 38 μM).
Palavras-chave: Dithiocarbimates
Morita-Baylis-Hillman adducts
Antifungal activity
Botrytis cinerea
Crystal structure of allyldithiocarbimates
Editor: Journal of Molecular Structure
Tipo de Acesso: Elsevier B.V.
URI: https://doi.org/10.1016/j.molstruc.2015.10.097
http://www.locus.ufv.br/handle/123456789/21825
Data do documento: 15-Fev-2016
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