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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 |
Aparece nas coleções: | Artigos |
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artigo.pdf Until 2100-12-31 | texto completo | 1,88 MB | Adobe PDF | Visualizar/Abrir ACESSO RESTRITO |
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