Duan Xinying, Zhang Li, Si Hongyan, Song Jie, Wang Peng, Chen Shangxing, Luo Hai, Rao Xiaoping, Wang Zongde, Liao Shengliang
East China Woody Fragrance and Flavor Engineering Research Center of National Forestry and Grassland Administration, Camphor Engineering Research Center of National Forestry and Grassland Administration, College of Forestry, Jiangxi Agricultural University, Nanchang 330045, China.
Department of Natural Sciences, University of Michigan-Flint, 303E Kearsley, Flint, MI 48502, USA.
J Fungi (Basel). 2022 Jul 22;8(8):762. doi: 10.3390/jof8080762.
Control of fungal phytopathogens affecting crops and woodlands is an important goal in environmental management and the maintenance of food security. This work describes the synthesis of 37 camphor derivatives, of which 27 were new compounds. Their antifungal effects on six fungi were evaluated in vitro. Compounds , and showed strong antifungal activity against , with EC values of 0.43, 6.80 and 4.86 mg/L, respectively, which were better than that of tricyclazole (EC 118.20 mg/L) and close to or better than that of carbendazim (EC 1.20 mg/L). The most potent compound, , exhibited broad-spectrum antifungal activity towards six fungi with EC values within the range of 0.43-40.18 mg/L. Scanning electron microscopy demonstrated that compounds , and gave irregular growth and shriveling of the mycelia. In vitro cytotoxicity evaluation revealed that the tested camphor derivatives had mild or no cytotoxicity for LO and HEK293T cell lines. Quantitative structure-activity relationship (QSAR) analysis revealed that the number of F atoms, relative molecular weight, the atomic orbital electronic population and total charge on the positively charged surfaces of the molecules of camphor derivatives have effects on antifungal activity. The present study may provide a theoretical basis for a high-value use of camphor and could be helpful for the development of novel potential antifungals.
控制影响农作物和林地的真菌植物病原体是环境管理和维护粮食安全的重要目标。这项工作描述了37种樟脑衍生物的合成，其中27种是新化合物。在体外评估了它们对六种真菌的抗真菌作用。化合物 、 和 对 表现出较强的抗真菌活性，其EC值分别为0.43、6.80和4.86 mg/L，优于三环唑（EC 118.20 mg/L），接近或优于多菌灵（EC 1.20 mg/L）。最有效的化合物 对六种真菌表现出广谱抗真菌活性，EC值在0.43-40.18 mg/L范围内。扫描电子显微镜表明，化合物 、 和 使菌丝体生长不规则并萎缩。体外细胞毒性评估显示，所测试的樟脑衍生物对LO和HEK293T细胞系具有轻度细胞毒性或无细胞毒性。定量构效关系（QSAR）分析表明，樟脑衍生物分子中F原子的数量、相对分子量、原子轨道电子布居和带正电表面的总电荷对抗真菌活性有影响。本研究可为樟脑的高值利用提供理论依据，并有助于开发新型潜在抗真菌剂。
