4.7 Article

Cantharidin-Based Verbenone Derivatives as a Novel Insecticide against Plutella xylostella: Design, Synthesis, Insecticidal Activity Evaluation, and 3D QSAR Study

Journal

BIOMOLECULES
Volume 13, Issue 8, Pages -

Publisher

MDPI
DOI: 10.3390/biom13081272

Keywords

verbenone; cantharidin; insecticide; diamondback moth; synthesis; 3D QSAR

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The diamondback moth is a resistant insect pest that poses a threat to brassicaceous crops worldwide. Scientists have synthesized new cantharidin-based compounds that exhibit strong insecticidal activity against the diamondback moth, including a 100% mortality rate at a concentration of 100 mg/L. These compounds also show an anti-feeding effect on cabbage leaves.
The diamondback moth is a detrimental insect pest of brassicaceous crops which was among the first crop insects to be reported as DDT resistant. It has since proven to be significantly resistant to nearly every synthetic insecticide used in the field in many crucifer-producing regions. Due to insecticide control failures in some parts of the world, economically viable crucifer production is now all but impossible. As a result, there has been an increasing effort to identify new compounds with strong pesticidal activity. Cantharidin is one such compound that has been shown to be highly effective against a variety of insect pests. However, its chemical synthesis and potential toxicity to non-target organisms have been a major source of concern. Herein, using rational design approaches, a new series of cantharidin-based verbenone derivatives were synthesized and evaluated for their insecticidal activities against the diamondback moth. Among different compounds screened, compounds 6a, 6h, 6i, and 6q emerged as the most potent compounds exhibiting 100% mortality at a concentration of 100 mg/L after four days. These compounds demonstrated a good anti-feeding effect against the diamondback moth on cabbage leaves. Subsequently, a 3D QSAR study was carried out to identify the key structural features of the synthesized compounds and their correlation with insecticidal activity.

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