Synthesis and Biological of Novel Myricetin Derivatives Containing 1,3,4-Oxadiazoles

doi:10.6023/cjoc201809040

Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (4): 1160-1168.DOI: 10.6023/cjoc201809040 Previous Articles Next Articles

Notes

含噁二唑杨梅素衍生物的合成及生物活性研究

张橙, 蒋仕春, 陈英, 郭涛, 夏榕娇, 汤旭, 陈丽娟, 贺鸣, 薛伟

绿色农药与农业生物工程国家重点实验室培育基地教育部绿色农药与农业生物工程重点实验室贵州大学精细化工研究开发中心贵阳 550025

收稿日期:2018-09-28 修回日期:2018-11-02 发布日期:2018-12-17
通讯作者: 薛伟 E-mail:wxue@gzu.edu.cn
基金资助:
国家重点研发计划（No.2017YFD0200506）、国家自然科学基金（No.21867003）资助项目.

Synthesis and Biological of Novel Myricetin Derivatives Containing 1,3,4-Oxadiazoles

Zhang Cheng, Jiang Shichun, Chen Ying, Guo Tao, Xia Rongjiao, Tang Xu, Chen Lijuan, He Ming, Xue Wei

State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025

Received:2018-09-28 Revised:2018-11-02 Published:2018-12-17
Contact: 10.6023/cjoc201809040 E-mail:wxue@gzu.edu.cn
Supported by:
Project supported by the National Key Research and Development Program of China (No.2017YFD0200506),and the National Natural Science Foundation of China (No.21867003).

1. Synthesis and Biological of Novel Myricetin Derivatives Containing 1,3,4-Oxadiazoles.PDF(3913KB)

Abstract

A series of novel myricetin derivatives containing 1,3,4-oxadiazole moiety were designed and synthesized.Bioassays indicated that some compounds showed potential antibacterial and antiviral activities. Among them, compounds 4a,4b, 4f and 4j demonstrated appreciable inhibitory effect against Xanthomonas axonopodis pv.citri (Xac), with half-maximal effective concentration (EC₅₀) values of 18.5, 40.7, 26.9 and 32.4 μg/mL, which were significantly better than commercial agent bismerthiazol (68.8 μg/mL), compounds 4f and 4j also demonstrated appreciable inhibitory effect against Xanthomonas oryzae pv. Oryzae (Xoo) with EC₅₀ values of 45.9 and 35.7 μg/mL, which were better than commercial agent bismerthiazol (69.3 μg/mL). In addition, compounds 4n demonstrated significant curative activity against TMV with EC₅₀ value of 272.8 μg/mL, which was better than commercial agent ningnamycin (428.8 μg/mL), compounds 4f showed protecting activity against tobacco mosaic virus (TMV) with EC₅₀ value of 235.6 μg/mL, which was better than commercial agent ningnamycin (447.9 μg/mL). Microscale thermophoresis (MST) indicated that compound 4j could bind with south rice black drawf virus P9-1.

Key words: myricetin, oxadiazole, biological activity, protein

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Zhang Cheng, Jiang Shichun, Chen Ying, Guo Tao, Xia Rongjiao, Tang Xu, Chen Lijuan, He Ming, Xue Wei. Synthesis and Biological of Novel Myricetin Derivatives Containing 1,3,4-Oxadiazoles[J]. Chin. J. Org. Chem., 2019, 39(4): 1160-1168.

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含噁二唑杨梅素衍生物的合成及生物活性研究

Synthesis and Biological of Novel Myricetin Derivatives Containing 1,3,4-Oxadiazoles

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