Scholarlink

<p>Twenty-eight novel phthalide derivatives incorporating thiazole, 1,3,4-oxadiazole, and oxime ether moieties were designed and synthesized using a pharmacophore hybridization strategy. Bioactivity assays demonstrated that compounds <b>1b</b>, <b>1c</b>, <b>4a</b>, <b>4b</b> and <b>4c</b> exhibited moderate to excellent inhibitory activity against several specific fungi. Notably, compound <b>1b</b> displayed superior antifungal efficacy against <i>F. solani</i>, <i>F. oxysporum</i>, <i>B. dothidea</i>, and <i>V. mali</i> compared to the commercial fungicides hymexazol and boscalid<i>,</i> with EC<sub>50</sub> values of 15.0&#xa0;<i>μ</i>g/mL<i>,</i> 10.0&#xa0;<i>μ</i>g/mL, 6.1&#xa0;<i>μ</i>g/mL, and 11.4&#xa0;<i>μ</i>g/mL, respectively. Additionally, compound <b>1b</b> provided superior protective efficacy against <i>B. dothidea-</i>infected apples compared to boscalid. Preliminary mechanistic studies revealed that compound <b>1b</b> could exert its antifungal activity by compromising the integrity of the hyphal cell membrane. This study highlights the potential of phthalide derivatives bearing dihalocarbonyl and oxime moieties as effective antifungal agents for controlling plant pathogenic fungi, warranting further investigation in the future.</p> Graphical Abstract <p></p>

错误：搜索内容不能为空，请输入英文关键词
错误：关键词超出字数限制，请精简
高级检索

Synthesis of novel phthalide bearing thiazole, 1,3,4-oxadiazole, and oxime ether groups as potential antifungal agents

  • 期刊论文

  • 发表日期：

    2025年9月12日

查看全文
  • Yong Li,
  • Taotao Wu,
  • Guobin Chen,
  • Jian He,
  • Yong Zhang,
  • Qin Zhang,
  • Pengfei Zhou,
  • Wenzhang Chen,
  • Lingling Fan

摘要

Twenty-eight novel phthalide derivatives incorporating thiazole, 1,3,4-oxadiazole, and oxime ether moieties were designed and synthesized using a pharmacophore hybridization strategy. Bioactivity assays demonstrated that compounds 1b, 1c, 4a, 4b and 4c exhibited moderate to excellent inhibitory activity against several specific fungi. Notably, compound 1b displayed superior antifungal efficacy against F. solani, F. oxysporum, B. dothidea, and V. mali compared to the commercial fungicides hymexazol and boscalid, with EC50 values of 15.0 μg/mL, 10.0 μg/mL, 6.1 μg/mL, and 11.4 μg/mL, respectively. Additionally, compound 1b provided superior protective efficacy against B. dothidea-infected apples compared to boscalid. Preliminary mechanistic studies revealed that compound 1b could exert its antifungal activity by compromising the integrity of the hyphal cell membrane. This study highlights the potential of phthalide derivatives bearing dihalocarbonyl and oxime moieties as effective antifungal agents for controlling plant pathogenic fungi, warranting further investigation in the future.

Graphical Abstract