Synthesis and Biological Activity of New Cyanoacrylate Compounds Bearing Oxazole Moiety

doi:10.6023/cjoc201805036

Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (8): 2122-2129.DOI: 10.6023/cjoc201805036 Previous Articles Next Articles

Notes

新型含噁唑环结构的氰基丙烯酸酯类衍生物的合成及其生物活性研究

周家华^a, 戴红^a, 钱宏炜^a, 杜显超^a, 茅心宇^a, 石玉军^a, 冯浩^a, 石健^b, 姚勇^a

a 南通大学化学化工学院南通 226019;
b 南通大学分析测试中心南通 226019

收稿日期:2018-05-16 修回日期:2018-06-27 发布日期:2018-06-29
通讯作者: 戴红, 石玉军, 姚勇 E-mail:dh123@ntu.edu.cn;yjshi2015@163.com;yaoyong1986@ntu.edu.cn
基金资助:
国家自然科学基金（No.21372135）、江苏省"六大人才高峰"（No.2013-SWYY-013）、南通市科技计划（No.MS22015020）和江苏省大学生创新训练计划（No.201810304016Z）资助项目.

Synthesis and Biological Activity of New Cyanoacrylate Compounds Bearing Oxazole Moiety

Zhou Jiahua^a, Dai Hong^a, Qian Hongwei^a, Du Xianchao^a, Mao Xinyu^a, Shi Yujun^a, Feng Hao^a, Shi Jian^b, Yao Yong^a

a College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019;
b Analysis and Testing Center, Nantong University, Nantong 226019

Received:2018-05-16 Revised:2018-06-27 Published:2018-06-29
Contact: 10.6023/cjoc201805036 E-mail:dh123@ntu.edu.cn;yjshi2015@163.com;yaoyong1986@ntu.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China (No. 21372135), the Research Foundation of the Six People Peak of Jiangsu Province (No. 2013-SWYY-013), and the Science and Technology Project Fund of Nantong City (No. MS22015020) and the Science and Technology Innovation Foundation for the College Students of Jiangsu Province (No. 201810304016Z).

1. Synthesis and Biological Activity of New Cyanoacrylate Compounds Bearing Oxazole Moiety.PDF(971KB)

Abstract

In order to find novel cyanoacrylate derivatives possessing potent bioactivities, a series of novel cyanoacrylates bearing substituted oxazole unit were designed and prepared. The bioassay data indicated that most title compounds had satisfactory herbicidal activities. At the dosage of 750 g/ha, some compounds showed herbicidal activity against Brassica juncea with 80%~100%, Chenopodium serotinum L. with 90%~100%, and Rumex acetosa L. with 80%~100%. 2-Cyano-3-me-thylthio-3-{[4-(2-(4-fluorophenyl)oxazole-4-yl)methylthio]-benzylanimo}acrylic acid (2-methoxy)ethyl ester (11a) and 2-cyano-3-methylthio-3-{[4-(2-(3,4-difluorophenyl)oxazole-4-yl)methylthio]-benzylanimo}acrylic acid (2-methoxy)ethyl ester (11e) displayed herbicidal activity against Alopecurus aequalis Sobol with 70% and 60%, and Polypogon fugax Nees ex Steud with 70% and 60%. Compound 11a showed herbicidal activity against Poa acroleuca Steud with 70%. In addition, the inhibitory rates of compound 11a against Brassica juncea and Rumex acetosa L. were both 40% at the dosage of 150 g/ha.

Key words: cyanoacrylate, oxazole unit, preparation, biological activity

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Zhou Jiahua, Dai Hong, Qian Hongwei, Du Xianchao, Mao Xinyu, Shi Yujun, Feng Hao, Shi Jian, Yao Yong. Synthesis and Biological Activity of New Cyanoacrylate Compounds Bearing Oxazole Moiety[J]. Chin. J. Org. Chem., 2018, 38(8): 2122-2129.

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新型含噁唑环结构的氰基丙烯酸酯类衍生物的合成及其生物活性研究

Synthesis and Biological Activity of New Cyanoacrylate Compounds Bearing Oxazole Moiety

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