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https://locus.ufv.br//handle/123456789/19088
Tipo: | Artigo |
Título: | Synthetic analogues of the natural compound cryphonectric acid interfere with photosynthetic machinery through two different mechanisms |
Autor(es): | Teixeira, Róbson Ricardo Pereira, Wagner Luiz Tomaz, Deborah Campos Oliveira, Fabrício Marques de Giberti, Samuele Forlani, Giuseppe |
Abstract: | A series of isobenzofuran-1(3H)-ones (phthalides), analogues of the naturally occurring phytotoxin cryphonectric acid, were designed, synthesized, and fully characterized by NMR, IR, and MS analyses. Their synthesis was achieved via condensation, aromatization, and acetylation reactions. The measurement of the electron transport chain in spinach chloroplasts showed that several derivatives are capable of interfering with the photosynthetic apparatus. Few of them were found to inhibit the basal rate, but a significant inhibition was brought about only at concentrations exceeding 50 μM. Some other analogues acted as uncouplers or energy transfer inhibitors, with a remarkably higher effectiveness. Isobenzofuranone addition to the culture medium inhibited the growth of the cyanobacterium Synechococcus elongatus, with patterns consistent with the effects measured in vitro upon isolated chloroplasts. The most active derivatives, being able to completely suppress algal growth at 20 μM, may represent structures to be exploited for the design of new active ingredients for weed control. |
Palavras-chave: | Herbicides Isobenzofuran-1(3H)-ones Photosynthetic electron transport Phtalides Uncouplers |
Editor: | Journal of Agricultural and Food Chemistry |
Tipo de Acesso: | American Chemical Society |
URI: | https://www.ncbi.nlm.nih.gov/pubmed/23678958 http://www.locus.ufv.br/handle/123456789/19088 |
Data do documento: | 17-Mai-2013 |
Aparece nas coleções: | Artigos |
Arquivos associados a este item:
Arquivo | Descrição | Tamanho | Formato | |
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artigo.pdf Until 2100-12-31 | texto completo | 2,63 MB | Adobe PDF | Visualizar/Abrir ACESSO RESTRITO |
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