O-nitrobenzyl Caged Molecule Enables Photo-controlled Release of Thiabendazole

Chembiochem. 2024 Apr 2;25(7):e202300742. doi: 10.1002/cbic.202300742. Epub 2024 Mar 1.

Abstract

Pesticides are essential in agricultural development. Controlled-release pesticides have attracted great attentions. Base on a principle of spatiotemporal selectivity, we extended the photoremovable protective group (PRPG) into agrochemical agents to achieve controllable release of active ingredients. Herein, we obtained NP-TBZ by covalently linking o-nitrobenzyl (NP) with thiabendazole (TBZ). Compound NP-TBZ can be controlled to release TBZ in dependent to light. The irradiated and unirradiated NP-TBZ showed significant differences on fungicidal activities both in vitro and in vivo. In addition, the irradiated NP-TBZ displayed similar antifungal activities to the directly-used TBZ, indicating a factual applicability in controllable release of TBZ. Furthermore, we explored the action mode and microcosmic variations by SEM analysis, and demonstrated that the irradiated NP-TBZ retained a same action mode with TBZ against mycelia growth.

Keywords: Fungicidal activity; Micromorphology; O-nitrobenzyl; Photo-controlled release; Thiabendazole.

MeSH terms

  • Antifungal Agents / pharmacology
  • Delayed-Action Preparations
  • Pesticides*
  • Thiabendazole* / analysis
  • Thiabendazole* / pharmacology

Substances

  • Thiabendazole
  • Delayed-Action Preparations
  • Pesticides
  • Antifungal Agents