Guo Yuying, Chen Jiabao, Ren Dan, Du Bo, Wu Lei, Zhang Yuanyuan, Wang Zhouyu, Qian Shan
Department of Pharmaceutical Engineering, College of Food and Bioengineering, Xihua University, Chengdu 610039, China.
Chengdu New Sun Crop Science CO., LTD., Chengdu 610041, China.
Bioorg Med Chem. 2021 Jun 15;40:116184. doi: 10.1016/j.bmc.2021.116184. Epub 2021 May 1.
Plant pathogenic fungi decrease the quality and productivity of plant production. The botanical fungicides have better biocompatibility and rapid biodegradation, little or no cross resistance, and the structural diversity, and thus are beneficial to deal with plant fungal diseases. Osthole has been widely used as the commercial botanical fungicide against powdery mildew in China. In this article, a series of osthole derivatives were synthesized, which respectively contain different substituents on the benzene ring, at the C8-position and pyrone ring. All the target compounds were evaluated in vitro for their antifungal activity against resistant phytopathogenic fungi. Colletotrichum fragariae, Strawberry Botrytis Cinerea, Kiwifruit Botrytis Cinerea, Kiwifruit brown Rots, which are common in fruit fungal diseases. The compound C was identified as the most promising candidate with the EC values at 38.7 µg/mL against Colletotrichum Fragariae, 14.5 µg/mL against Strawberry Botrytis Cinerea and 24.3 µg/mL against Kiwifruit Botrytis Cinerea, respectively, whereas the antifungal activity against resistant phytopathogenic fungi. of osthole is too low to be used (EC > 400 ppm). The results of mycelial relative conductivity determination, PI uptake and fluorescence spectroscopy indicated that the cell membrane of fungi is the key action site of C. Besides, C has the potent inhibitory activity against both of plant and human pathogenic bacteria. Our studies showed that C was worthy for further attention as a promising botanical fungicide candidate in crop protection.
植物病原真菌会降低植物生产的质量和产量。植物源杀菌剂具有更好的生物相容性、快速的生物降解性、很少或没有交叉抗性以及结构多样性，因此有利于应对植物真菌病害。蛇床子素在中国已被广泛用作防治白粉病的商业植物源杀菌剂。在本文中，合成了一系列蛇床子素衍生物，它们在苯环、C8位和吡喃酮环上分别含有不同的取代基。所有目标化合物均在体外评估了其对抗性植物病原真菌的抗真菌活性。草莓炭疽病菌、草莓灰霉病菌、猕猴桃灰霉病菌、猕猴桃褐腐病菌，这些都是水果真菌病害中常见的病菌。化合物C被确定为最有前景的候选物，其对草莓炭疽病菌的EC值为38.7 μg/mL，对草莓灰霉病菌的EC值为14.5 μg/mL，对猕猴桃灰霉病菌的EC值为24.3 μg/mL，而蛇床子素对抗性植物病原真菌的抗真菌活性太低以至于无法使用（EC>400 ppm）。菌丝体相对电导率测定、PI摄取和荧光光谱分析结果表明，真菌的细胞膜是化合物C的关键作用位点。此外，化合物C对植物病原菌和人类病原菌均具有较强的抑制活性。我们的研究表明，作为一种有前景的作物保护植物源杀菌剂候选物，化合物C值得进一步关注。
