Citation: 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]. Chinese Journal of Organic Chemistry, ;2018, 38(8): 2085-2092. doi: 10.6023/cjoc201801043 shu

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

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

Corresponding author: Duan Wengui, wgduan@gxu.edu.cn
Received Date: 29 January 2018
Revised Date: 12 March 2018
Available Online: 12 August 2018
Fund Project: the Open Fund of Guangxi Key Laboratory of Chemistry and Engineering of Forest Products GXFC16-03Project supported by the National Natural Science Foundation of China (No. 31460173) and the Open Fund of Guangxi Key Laboratory of Chemistry and Engineering of Forest Products (No. GXFC16-03)the National Natural Science Foundation of China 31460173

Figures(2)

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.
- myrtenal,
- α-pinene,
- 1, 2, 4-triazole-3-thione,
- biological activity
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沈阳化工大学材料科学与工程学院沈阳 110142