Characterization of a New Insecticidal Benzothiazole Derivative from Aspergillus sp. 1022LEF against the Fall Armyworm, Spodoptera frugiperda (Lepidoptera: Noctuidae)

J Agric Food Chem. 2024 Dec 18;72(50):27939-27952. doi: 10.1021/acs.jafc.4c07702. Epub 2024 Nov 7.

Abstract

The fall armyworm Spodoptera frugiperda is considered one of the most destructive crop pests, posing a significant threat to food and crop security. In this study, we conducted a chemical investigation of the endophytic fungus Aspergillus sp. 1022LEF, leading to the identification of a previously unreported benzothiazole derivative, 6-(2-hydroxyethyl)benzo[d]thiazol-4-ol (HBT). Its structure was unambiguously characterized using extensive spectroscopic methods, including 1D and 2D NMR data, HRESIMS data, and single-crystal X-ray diffraction analysis. The insecticidal assay revealed that HBT possessed remarkable activity against S. frugiperda with an LC50 value of 0.24 mg/mL. Further transcriptomic and proteomic analyses revealed that HBT induced mortality in S. frugiperda by impeding DNA replication and protein synthesis, influencing mitochondria-mediated autophagy, and perturbing hormone synthesis, thereby disrupting the fundamental biosynthetic processes. HBT demonstrated high activity in controlling S. frugiperda, which highlighted its potential use as a lead in the development of biopesticides.

Keywords: Spodoptera frugiperda; benzothiazole; biopesticides; fungal secondary metabolite; insecticidal activity.

MeSH terms

  • Animals
  • Aspergillus* / chemistry
  • Aspergillus* / genetics
  • Aspergillus* / metabolism
  • Benzothiazoles* / chemistry
  • Insecticides* / chemistry
  • Insecticides* / pharmacology
  • Larva* / drug effects
  • Larva* / growth & development
  • Molecular Structure
  • Spodoptera* / drug effects

Substances

  • Benzothiazoles
  • Insecticides
  • benzothiazole