Synthesis, Antifungal Activity and 3D‐QSAR Study of Novel ( E )‐Longifolene‐Derived Tetralone Oxime Ethers
Synthesis, Antifungal Activity and 3D‐QSAR Study of Novel ( E )‐Longifolene‐Derived Tetralone Oxime Ethers
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DOI：
10.1002/slct.202100898
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发表时间：
2021-05
期刊：
影响因子：
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通讯作者：
Qianan Zhang;Guishan Lin;W. Duan;Shuyan Zhao;Jiamin He;Fu-hou Lei
中科院分区：
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作者：
Qianan Zhang;Guishan Lin;W. Duan;Shuyan Zhao;Jiamin He;Fu-hou Lei
为了从天然可再生生物质资源中寻找新型抗真菌剂，合成了22个（E）-长叶烯衍生的四氢萘酮肟醚类化合物。其结构经IR、1H-NMR、13 C-NMR、ESI-MS和元素分析确证。体外抑菌活性初步评价结果表明，在50μg/mL浓度下，8个目标化合物对玉米赤霉菌的抑菌活性均优于阳性对照商品杀菌剂百菌清，其中化合物5对尖孢镰刀菌的抑制率达85.6%。 sp. Cucumerinu），化合物5 d具有较好的广谱抗真菌活性。此外，采用CoMFA方法对含芳香R取代基的目标化合物对G的抑制活性进行了初步的三维定量构效关系（3D-QSAR）研究.建立了合理有效的3D-QSAR模型（r2= 0.992，q2 =0.523）。
In search of novel antifungal agents from natural renewable biomass resources, twenty‐two (E)‐longifolene‐derived tetralone oxime ether compounds were synthesized. Their structures were confirmed by IR,1H‐NMR,13C‐NMR, ESI‐MS and elemental analysis. The preliminary evaluation of in vitro antifungal activity showed that, at the concentration of 50 μg/mL, eight target compounds exhibited better antifungal activity than that of the positive control commercial fungicide chlorothalonil againstGibberella zeae, in which compound5 aheld excellent inhibition rate of 85.6 % againstFusarium oxysporum f. sp. Cucumerinu, and compound5 ddisplayed a good and broad‐spectrum antifungal activity. Furthermore, a preliminary three‐dimensional quantitative structure‐activity relationship (3D‐QSAR) study was carried out by the CoMFA method for the inhibitory activity of the target compounds with aromatic R substituents againstG. zeae, and a reasonable and effective 3D‐QSAR model (r2=0.992,q2=0.523) was established.