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Synthesis and insecticidal activities of N-(5-dehydroabietyl-1,3,4-thiadiazol-2-yl)-benzenesulfonamides

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Abstract

In an attempt to search for natural product-based insecticidal agents, a series of novel dehydroabietic acid derivatives bearing 1,3,4-thiadiazole moiety were designed and synthesized. Their structures were characterized by IR, MS, 1H-NMR, 13C-NMR, and elemental analysis. The insecticidal activities against cotton bollworm (Helicoverpa armigera), corn borer (Ostrinia nubilalis Hübner), and diamondback moth (Plutella xylostella (L.)) were evaluated. The bioassay test showed that some of the target compounds exhibited excellent insecticidal activities at the concentration of 200 µg/ml; compound 3a had the best mortality rate of 90.0 and 80.0 % against H. armigera and O. nubilalis Hübner, respectively.

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Acknowledgments

The authors are grateful to the National Natural Science Foundation of China (No. 31060100), the Natural Science Foundation of Guangxi, China (No.2010GXNSFD013013), and the Special Fund for Bagui Scholar: Innovation of Key Technology for Pine Resource Cultivation and Industrialization, for financial support. The authors are also thankful to the Research Institute of Element-organic Chemistry, Nankai University, China, for the bioassay test.

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Correspondence to Wengui Duan.

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Li, F., Mo, Q., Duan, W. et al. Synthesis and insecticidal activities of N-(5-dehydroabietyl-1,3,4-thiadiazol-2-yl)-benzenesulfonamides. Med Chem Res 23, 4420–4426 (2014). https://doi.org/10.1007/s00044-014-1009-x

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