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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oai:doaj.org-article:1c10ed143e854a7990a0f7d72c8bf72b2021-11-25T18:05:34ZCharacterization of the Fungitoxic Activity on <i>Botrytis cinerea</i> of <i>N</i>-phenyl-driman-9-carboxamides10.3390/jof71109022309-608Xhttps://doaj.org/article/1c10ed143e854a7990a0f7d72c8bf72b2021-10-01T00:00:00Zhttps://www.mdpi.com/2309-608X/7/11/902https://doaj.org/toc/2309-608XA 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.Ricardo MeloVerónica ArmstrongFreddy NavarroPaulo CastroLeonora MendozaMilena CotorasMDPI AGarticle<i>Botrytis cinerea</i>antifungal activity<i>N</i>-phenyl-driman-9-carboxamidesmode of actionoxidative phosphorylation inhibitorsBiology (General)QH301-705.5ENJournal of Fungi, Vol 7, Iss 902, p 902 (2021) |
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DOAJ |
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DOAJ |
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EN |
| topic |
<i>Botrytis cinerea</i> antifungal activity <i>N</i>-phenyl-driman-9-carboxamides mode of action oxidative phosphorylation inhibitors Biology (General) QH301-705.5 |
| spellingShingle |
<i>Botrytis cinerea</i> antifungal activity <i>N</i>-phenyl-driman-9-carboxamides mode of action oxidative phosphorylation inhibitors Biology (General) QH301-705.5 Ricardo Melo Verónica Armstrong Freddy Navarro Paulo Castro Leonora Mendoza Milena Cotoras Characterization of the Fungitoxic Activity on <i>Botrytis cinerea</i> of <i>N</i>-phenyl-driman-9-carboxamides |
| description |
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. |
| format |
article |
| author |
Ricardo Melo Verónica Armstrong Freddy Navarro Paulo Castro Leonora Mendoza Milena Cotoras |
| author_facet |
Ricardo Melo Verónica Armstrong Freddy Navarro Paulo Castro Leonora Mendoza Milena Cotoras |
| author_sort |
Ricardo Melo |
| title |
Characterization of the Fungitoxic Activity on <i>Botrytis cinerea</i> of <i>N</i>-phenyl-driman-9-carboxamides |
| title_short |
Characterization of the Fungitoxic Activity on <i>Botrytis cinerea</i> of <i>N</i>-phenyl-driman-9-carboxamides |
| title_full |
Characterization of the Fungitoxic Activity on <i>Botrytis cinerea</i> of <i>N</i>-phenyl-driman-9-carboxamides |
| title_fullStr |
Characterization of the Fungitoxic Activity on <i>Botrytis cinerea</i> of <i>N</i>-phenyl-driman-9-carboxamides |
| title_full_unstemmed |
Characterization of the Fungitoxic Activity on <i>Botrytis cinerea</i> of <i>N</i>-phenyl-driman-9-carboxamides |
| title_sort |
characterization of the fungitoxic activity on <i>botrytis cinerea</i> of <i>n</i>-phenyl-driman-9-carboxamides |
| publisher |
MDPI AG |
| publishDate |
2021 |
| url |
https://doaj.org/article/1c10ed143e854a7990a0f7d72c8bf72b |
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