Characterization of the Fungitoxic Activity on <i>Botrytis cinerea</i> of <i>N</i>-phenyl-driman-9-carboxamides

A total of 12 compounds were synthesized from the natural sesquiterpene (-) drimenol (compounds 4 to 15). The synthesized compounds corresponded to <i>N</i>-phenyl-driman-9-carboxamide derivatives, similar to some fungicides that inhibit the electron-transport chain. Their structures wer...

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Autores principales: Ricardo Melo, Verónica Armstrong, Freddy Navarro, Paulo Castro, Leonora Mendoza, Milena Cotoras
Formato: article
Lenguaje:EN
Publicado: MDPI AG 2021
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Acceso en línea:https://doaj.org/article/1c10ed143e854a7990a0f7d72c8bf72b
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Sumario:A total of 12 compounds were synthesized from the natural sesquiterpene (-) drimenol (compounds 4 to 15). The synthesized compounds corresponded to <i>N</i>-phenyl-driman-9-carboxamide derivatives, similar to some fungicides that inhibit the electron-transport chain. Their structures were characterized and confirmed by <sup>1</sup>H NMR, <sup>13</sup>C NMR spectroscopy, and mass spectrometry. Compounds 5 to 15 corresponded to novel compounds. The effect of the compounds on the mycelial growth of <i>Botrytis cinerea</i> was evaluated. Methoxylated and chlorinated compounds in the aromatic ring (compounds 6, 7, 12, and 13) exhibited the highest antifungal activity with IC<sub>50</sub> values between 0.20 and 0.26 mM. On the other hand, the effect on conidial germination of <i>B. cinerea</i> of one methoxylated compound (6) and one chlorinated compound (7) was analyzed, and no inhibition was observed. Additionally, compound 7 decreased 36% the rate of oxygen consumption by germinating conidia.