Synthesis and Biological Activity of Novel Myrtenal-Derived 2-Acyl-1,2,4-triazole-3-thione Compounds

doi:10.6023/cjoc201801043

Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (8): 2085-2092.DOI: 10.6023/cjoc201801043 Previous Articles Next Articles

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新型桃金娘烯醛基2-酰基-1,2,4-三唑-3-硫酮化合物的合成及生物活性研究

林桂汕^a, 陈智聪^a, 段文贵^a, 王晓宇^a, 雷福厚^b

a 广西大学化学化工学院南宁 530004;
b 广西林产化学与工程重点实验室南宁 530008

收稿日期:2018-01-29 修回日期:2018-03-12 发布日期:2018-04-12
通讯作者: 段文贵 E-mail:wgduan@gxu.edu.cn
基金资助:
国家自然科学基金（No.31460173）和广西林产化学与工程重点实验室开放基金（No.GXFC16-03）资助项目.

Synthesis and Biological Activity of Novel Myrtenal-Derived 2-Acyl-1,2,4-triazole-3-thione Compounds

Lin Guishan^a, Chen Zhicong^a, Duan Wengui^a, Wang Xiaoyu^a, Lei Fuhou^b

a College of Chemistry and Chemical Engineering, Guangxi University, Nanning 530004;
b Guangxi Key Laboratory of Chemistry and Engineering of Forest Products, Nanning 530008

Received:2018-01-29 Revised:2018-03-12 Published:2018-04-12
Contact: 10.6023/cjoc201801043 E-mail:wgduan@gxu.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China (No. 31460173) and the Open Fund of Guangxi Key Laboratory of Chemistry and En-gineering of Forest Products (No. GXFC16-03).

1. Synthesis and Biological Activity of Novel Myrtenal-Derived 2-Acyl-1,2,4-triazole-3-thione Compounds.PDF(1448KB)

Abstract

Sixteen novel myrtenal-derived 2-acyl-1,2,4-triazole-3-thione compounds were designed and synthesized in search of new bioactive compounds. Their structures were confirmed by FTIR, NMR, ESI-MS and elemental analysis. The in vitro antifungal and herbicidal activities of the target compounds were preliminarily evaluated. Some target compounds exhibited favourable antifungal activity at 50 mg/L. Myrtenal-derived 2-(p-methylbenzoyl)-1,2,4-triazole-3-thione (7i) held 83.7% and 72.5% inhibition rates against corn southern leaf blight (Bipolaris maydis) and apple root spot (Physalospora piricola), respectively, and myrtenal-derived 2-(3',5'-dimethylbenzoyl)-1,2,4-triazole-3-thione (7j) had 72.5% inhibition rate against P. piricola (the positive control commercial fungicide chlorothalonil with growth inhibition rates of 90.4% and 75.0% against B. maydis and P. piricola, respectively). Besides, most of the target compounds displayed excellent herbicidal activity against the root-growth of rape (Brassica. campestris). At 100 mg/L, 15 compounds held growth inhibition rates in the range of 80.2%~99.1%, exhibiting much better herbicidal activity than that of the commercial herbicide flumioxazin (positive control) with 63.0% growth inhibition rate.

Key words: myrtenal, α-pinene, 1,2,4-triazole-3-thione, biological activity

Cite this article

Lin Guishan, Chen Zhicong, Duan Wengui, Wang Xiaoyu, Lei Fuhou. Synthesis and Biological Activity of Novel Myrtenal-Derived 2-Acyl-1,2,4-triazole-3-thione Compounds[J]. Chin. J. Org. Chem., 2018, 38(8): 2085-2092.

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新型桃金娘烯醛基2-酰基-1,2,4-三唑-3-硫酮化合物的合成及生物活性研究

Synthesis and Biological Activity of Novel Myrtenal-Derived 2-Acyl-1,2,4-triazole-3-thione Compounds

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