Preparation of Nanofungicides Based on Imidazole Drugs and Their Antifungal Evaluation

J Agric Food Chem. 2020 Apr 22;68(16):4566-4578. doi: 10.1021/acs.jafc.9b06387. Epub 2020 Apr 13.

Abstract

In spite of modern crop protection measures, the overall crop losses due to pests and pathogens are huge. Rhizoctonia solani, Macrophomina phaseolina, Sclerotium rolfsii, and Fusarium oxysporum are one of the most devastating soil-borne fungi and cause numerous plant diseases. Therefore, the present study aimed to systematically design and develop new nanofungicides based on imidazole drugs, clotrimazole, econazole nitrate, and miconazole nitrate, for effective and efficient management of plant diseases. The assessment of these antifungal medicines for their fungicide likeness using Hao's rule and their enzyme inhibitory potential by molecular docking was helpful in ensuring their utility as antifungal agents in managing phytopathogenic fungi. Nanotechnological strategies were used to develop nanoformulations of test compounds in poly(ethylene glycol) 300 for further augmenting their bioactivity. Transmission electron microscopy studies confirmed the nanosize of the prepared products. Analysis of their in vitro and in vivo antifungal properties revealed their usefulness in controlling the test fungi, R. solani, M. phaseolina, S. rolfsii, and F. oxysporum. Excellent in vitro antifungal activities were displayed by the clotrimazole nanoformulation with a median effective dose (ED50) of 1.18 μg/mL against R. solani, the econazole nitrate nanoformulation with an ED50 of 5.25 μg/mL against S. rolfsii, and the miconazole nitrate nanoformulation with an ED50 of 1.49 and 1.82 μg/mL against M. phaseolina and F. oxysporum. Furthermore, in vivo studies against test fungi demonstrated the antifungal potency of all the nanoformulations with disease incidences ranging from 11.11 to 27.38% in plants treated with nanoformulations of test chemicals as compared to the inoculated control (39.68-72.38%).

Keywords: antifungal agents; clotrimazole; econazole nitrate; miconazole nitrate; nanoformulations; nanotechnology.

MeSH terms

  • Ascomycota / drug effects
  • Ascomycota / growth & development
  • Drug Evaluation
  • Fungicides, Industrial / chemistry
  • Fungicides, Industrial / pharmacology*
  • Fusarium / drug effects
  • Fusarium / growth & development
  • Imidazoles / chemistry
  • Imidazoles / pharmacology*
  • Molecular Docking Simulation
  • Plant Diseases / microbiology
  • Plant Diseases / prevention & control
  • Rhizoctonia / drug effects
  • Rhizoctonia / growth & development

Substances

  • Fungicides, Industrial
  • Imidazoles
  • imidazole

Supplementary concepts

  • Macrophomina phaseolina