Design, synthesis, and insecticidal activity evaluation of piperine derivatives

Chiying Zhang; Qingqiang Tian; Yahui Li

doi:10.3389/fchem.2022.973630

Design, synthesis, and insecticidal activity evaluation of piperine derivatives

Front Chem. 2022 Jul 26:10:973630. doi: 10.3389/fchem.2022.973630. eCollection 2022.

Authors

Chiying Zhang¹, Qingqiang Tian¹, Yahui Li^{1

2}

Affiliations

¹ Key Laboratory of Agri-Food Safety of Anhui Province, School of Resources and Environment, Anhui Agricultural University, Hefei, China.
² State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bio-engineering, Ministry of Education, Guizhou University, Guiyang, China.

Abstract

Structural optimization of natural products has become one of the most effective ways to develop novel pesticides. In this study, 30 novel pesticide derivatives containing a linear bisamide were synthesized. Then, their insecticidal activities against P. xylostella were evaluated. Results indicate that different bisamide substitutes show different larvicidal structure-activity relationships. At the same time, 2-trifluoroethyl is the most efficient substituent. The bioactivity results showed that most of the desired compounds exhibited better insecticidal activity against P. xylostella than piperine. Among them, compound D28 resulted in 90% mortality at 1 mg/ml concentration. This study provides a novel protocol for the discovery of new insecticides. The molecular docking results indicated that compound D28 could act on γ-aminobutyric acid receptors.

Keywords: Lepidoptera; Plutella xylostella; insecticidal activity; linear bisamide; piperine derivatives.