Photocontrolled Release of Carbendazim from Photocaged Molecule

Photochem Photobiol. 2023 Sep-Oct;99(5):1310-1317. doi: 10.1111/php.13779. Epub 2023 Jan 26.

Abstract

Carbendazim (MBC) is a high-efficient and broad-spectrum fungicide, but excessive residues caused by its improper use have caused health toxicity and environmental pollution. It is an irresistible trend to find green, safe, accurate and controllable release technology of MBC. To achieve the purpose of safe and efficient use of MBC, photolabile protecting group was used to realize the controllable release. This study aimed to covalently link MBC and 6-nitropiperonyl alcohol (NP) to synthesize photocaged molecule NP-MBC. The photodegradation test showed that NP-MBC could effectively release MBC under ultraviolet light. The antifungal activity of NP-MBC showed significant difference against Rhizoctonia solani, Sclerotinia sclerotiorum and Fusarium graminearum before and after irradiation, and the effects on mycelial morphology are different. The hyphae morphology of R. solani and F. graminearum changed significantly, and mycelia were severely damaged. The hyphae surface of former was swollen and broken, and the latter was collapsed and shriveled after NP-MBC light treatment. NP-MBC could realize the light-controlled release of MBC, and the antifungal activity before and after irradiation was significantly different, which provides an effective way to release MBC.

MeSH terms

  • Antifungal Agents / pharmacology
  • Benzimidazoles / pharmacology
  • Carbamates / metabolism
  • Carbamates / pharmacology
  • Fungicides, Industrial* / pharmacology
  • Fusarium* / metabolism

Substances

  • Antifungal Agents
  • carbendazim
  • Fungicides, Industrial
  • Benzimidazoles
  • Carbamates