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Design, Synthesis and Antifungal Activity of Novel 1-(Adamantan-1-yl) ethanone Oxime Esters
Letters in Drug Design & Discovery ( IF 1.2 ) Pub Date : 2020-05-01 , DOI: 10.2174/1570180816666190329225307
Si Liu 1 , Li-Zhi Niu 1 , Yan-Hua Shi 1 , Fu-Xian Wan 1 , Lin Jiang 1
Affiliation  

Background: Oxime compounds, including oxime ethers and oxime esters, possess various biological activities. Many oxime ethers have been widely used in the fields of pesticides and medicines. However, oxime ethers are rarely used in the field of pesticides.

Methods: We chose the excellent fungicide pyrifenox as the lead compound, integrated pyridinyl, adamantyl and benzoyl moieties into one molecule, while also designed and synthesized ten 1- (adamantan-1-yl)ethanone oxime esters containing pyridinyl moiety. Moreover, we also evaluated their preliminary antifungal activities against S. sclerotiorum and B. cinerea.

Results: The target compounds were characterized by NMR, IR and HRMS. The preliminary bioactivity test showed that they exhibited some antifungal activity to S. sclerotiorum and B. cinerea, and EC50 values were in the range of 14.16-32.97 and 27.60-52.82 μg/mL, respectively.

Conclusion: Some target compounds such as 3d, 3e, 3h and 3i, exhibited moderate activities against S. sclerotiorum, with EC50 values of 14.16-18.18 μg/mL.



中文翻译:

新型1-(Adamantan-1-yl)乙酮肟肟酯的设计,合成及抗真菌活性

背景:肟化合物,包括肟醚和肟酯,具有多种生物活性。许多肟醚已广泛用于农药和药物领域。但是,肟醚很少用于农药领域。

方法:以优良的杀菌剂吡虫诺为主要化合物,将吡啶基,金刚烷基和苯甲酰基部分整合为一个分子,并设计合成了十个含吡啶基的1-(金刚烷-1-基)乙酮肟酯。此外,我们还评估了它们对葡萄球菌和灰葡萄孢的初步抗真菌活性。

结果:目标化合物通过NMR,IR和HRMS表征。初步的生物活性测试表明,它们对葡萄球菌和灰葡萄孢具有一定的抗真菌活性,EC50值分别在14.16-32.97和27.60-52.82μg/ mL之间。

结论:3d,3e,3h和3i等一些目标化合物对核盘菌具有中等活性,EC50值为14.16-18.18μg/ mL。

更新日期:2020-05-01
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