通过简化cryptolepine的结构,设计并合成了一系列喹啉衍生物,并评估了它们对六种植物病原真菌的杀菌活性。这些化合物中的大多数在体外对灰葡萄孢表现出显着的活性。其中,化合物A18和L01显示出优越的抗真菌活性。重要的是,与隐托利平相比,化合物A18对灰霉病菌具有广谱抑制活性,菌核病,solani根瘤菌,辣椒疫霉,稻瘟病菌,和镰刀菌,各自的EC50值为0.249、1.569、3.915、0.505、0.246和4.999μg/mL。化合物L01对灰芽孢杆菌表现出最佳的抗真菌活性,EC50值为0.156μg/mL。初步机理研究表明,化合物A18能抑制孢子萌发,影响细胞膜的通透性,增加活性氧的含量,并影响菌丝和细胞的形态。此外,化合物A18对灰霉病菌表现出优异的体内保护作用,比吡甲酰更有效,与隐托雷平相当。这些结果证明,化合物A18显示出优异的杀真菌活性,并且可能是针对植物真菌病的潜在杀真菌候选物。
A series of quinoline derivatives were designed and synthesized by the structural simplification of cryptolepine and evaluated for their fungicidal activity against six phytopathogenic fungi. Most of these compounds exhibited remarkable activities against Botrytis cinereain vitro. Among them, compounds A18 and L01 showed superior antifungal activity. Significantly, compared to cryptolepine, compound A18 exhibited broad-spectrum inhibitory activities against B. cinerea, Sclerotinia sclerotiorum, Rhizoctonia solani, Phytophthora capsica, Magnaporthe oryzae, and Fusarium graminearum with the respective EC50 values of 0.249, 1.569, 3.915, 0.505, 0.246, and 4.999 μg/mL. Compound L01 displayed the best antifungal activity against B. cinerea with an EC50 value of 0.156 μg/mL. Preliminary mechanistic studies showed that compound A18 could inhibit spore germination, affect the permeability of the cell membrane, increase the content of reactive oxygen species, and affect the morphology of hyphae and cells. Moreover, compound A18 showed excellent in vivo protective effect against B. cinerea, which was more potent than pyrimethanil and equitant to cryptolepine. These results evidenced that compound A18 displayed superior fungicidal activities and could be a potential fungicidal candidate against plant fungal diseases.