Open Access

ARTICLE

Preparation of Amide-Containing Insecticidal Derivatives from the Renewable Natural Product β-Pinene

by Jiulong Wang¹, Yanqing Gao², Xiaoping Rao³, Zongde Wang¹, Shibin Shang⁴, Zhanqian Song⁴, Hongyan Si^1,*, Shengliang Liao^1,*

1 East China Woody Fragrance and Flavor Engineering Research Center of National Forestry and Grassland Administration, Camphor Engineering Research Center of National Forestry and Grassland Administration, College of Forestry, Jiangxi Agricultural University, Nanchang, 330045, China
2 College of Plant Protection, Northwest Agriculture and Forestry University, Yangling, 712100, China
3 College of Chemical Engineering, Huaqiao University, Xiamen, 361021, China
4 Institute of Chemical Industry of Forest Products, China Academy of Forestry; National Engineering Laboratory for Biomass Chemical Utilization; State Forestry Administration’s Key and Open Laboratory for Forest Chemical Engineering; Jiangsu Provincial Key Laboratory for Biomass Energy and Material, Nanjing, 210042, China

* Corresponding Authors: Hongyan Si. Email: ; Shengliang Liao. Email:

(This article belongs to the Special Issue: Renewable Material from Agricultural Waste and By-Product and Its Applications)

Journal of Renewable Materials 2023, 11(5), 2367-2379. https://doi.org/10.32604/jrm.2023.026333

Received 30 August 2022; Accepted 18 October 2022; Issue published 13 February 2023

Abstract

The preparation of bioactive derivatives from the renewable natural product pinene is a hot research topic in the deep processing and utilization of pinene. In this study, β-pinene was used to develop novel molecules as a promising new precursor of insecticide. A series of amide-containing derivatives of β-pinene were synthesized and characterized. The insecticidal activities of these derivatives against Mythimna separate and Semiaphis heraclei were tested. The structure characterization results showed that the characterization data of amide-containing derivatives were in full agreement with their proposed structures. The insecticidal activities evaluation results indicated that amide-containing derivatives exhibited weak insecticidal activity against Mythimna separate, but exhibited moderate to good insecticidal activity against Semiaphis heraclei. After testing for 72 h, the corrected mortality against Semiaphis heraclei of compounds 5c, 5e, 5f, 5 h, 5j, and 5 m was 100% at 1000 mg/L. The structure-activity relationship analysis results showed that the introduction of an amide group into the structure of derivatives improved their insecticidal activity against Semiaphis heraclei. Meanwhile, the amide-containing derivatives containing the F and NO₂ substituted benzene ring might improve their insecticidal activity against Semiaphis heraclei. This study will be helpful for the high value-added utilization of the natural renewable resource β-pinene and the development of novel insecticides.

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Keywords

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