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<p>Common bean (<i>Phaseolus vulgaris</i>), a key component of human nutrition, is highly susceptible to infection by <i>Colletotrichum lindemuthianum</i>, a fungus that rapidly develops fungicide resistance. Since this phytopathogen represents a challenge to common bean crops, new fungicides are needed&#xa0;to control it. Thus, curcuminoids have emerged as potential antifungal candidates. In this study, we synthesised 18 monoketone curcuminoids (MKCs) and evaluated their antifungal activity against <i>C. lindemuthianum</i>. We also employed in silico methods to identify the <i>C. lindemuthianum</i> protein targeted by the most active MKC. MKCs were synthesised via aldol condensations (yield = 38%–97%). Compound <b>9</b> (curcumin A or (1<i>E</i>,4<i>E</i>)-1,5-bis(4-hydroxy-3-methoxyphenyl)penta-1,4-dien-3-one) was the most active curcuminoid against <i>C. lindemuthianum in vitro</i>, with a minimum inhibitory concentration of 62.5 <i>μ</i>g/mL, which was similar to that of the commercial fungicide thiophanate-methyl (60.9&#xa0;<i>μ</i>g/mL) under the same conditions. In experiments conducted on <i>P. vulgaris</i> inoculated with <i>C. lindemuthianum</i>, curcumin A (<b>9</b>) reduced anthracnose severity from 7.31 to 2.13, similar to the severity with thiophanate-methyl application (2.59). In silico analysis showed that curcumin A and protein kinase inhibitors had similar three-dimensional structures and affinities for protein kinase, suggesting that curcumin A inhibits this type of enzyme in the fungus. These results show that compound <b>9</b> is a potentially useful lead compound for developing new fungicides to control <i>C. lindemuthianum</i> in common bean.</p>

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A curcuminoid reduces anthracnose severity caused by Colletotrichum lindemuthianum in common bean

  • 期刊论文

  • 出版模式：

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  • 发表日期：

    2026年5月7日

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  • Denilson Ferreira de Oliveira,
  • Tatiana Manzini Vieira,
  • Fernanda Aparecida Castro Pereira,
  • Elaine Aparecida de Souza,
  • Antônio Eduardo Miller Crotti

摘要

Common bean (Phaseolus vulgaris), a key component of human nutrition, is highly susceptible to infection by Colletotrichum lindemuthianum, a fungus that rapidly develops fungicide resistance. Since this phytopathogen represents a challenge to common bean crops, new fungicides are needed to control it. Thus, curcuminoids have emerged as potential antifungal candidates. In this study, we synthesised 18 monoketone curcuminoids (MKCs) and evaluated their antifungal activity against C. lindemuthianum. We also employed in silico methods to identify the C. lindemuthianum protein targeted by the most active MKC. MKCs were synthesised via aldol condensations (yield = 38%–97%). Compound 9 (curcumin A or (1E,4E)-1,5-bis(4-hydroxy-3-methoxyphenyl)penta-1,4-dien-3-one) was the most active curcuminoid against C. lindemuthianum in vitro, with a minimum inhibitory concentration of 62.5 μg/mL, which was similar to that of the commercial fungicide thiophanate-methyl (60.9 μg/mL) under the same conditions. In experiments conducted on P. vulgaris inoculated with C. lindemuthianum, curcumin A (9) reduced anthracnose severity from 7.31 to 2.13, similar to the severity with thiophanate-methyl application (2.59). In silico analysis showed that curcumin A and protein kinase inhibitors had similar three-dimensional structures and affinities for protein kinase, suggesting that curcumin A inhibits this type of enzyme in the fungus. These results show that compound 9 is a potentially useful lead compound for developing new fungicides to control C. lindemuthianum in common bean.