Synthesis and insecticidal activities of 4-(propargyloxy) benzenesulfonamide derivatives

Abstract

A series of 4-(propargyloxy) benzenesulfonamide derivatives with different substituents on the benzene ring were synthesized and evaluated for their insecticidal activity. Some of the compounds showed good insecticidal activity against Mythimna separata, and the LC₅₀ value of the most active compound B2.5 was 0.235 mg/ml. Ultrastructural changes in the midgut epithelial cells of Mythimna separata were observed using transmission electron microscopy, and severe structural damage was found in microvilli, mitochondria and rough endoplasmic reticulum. It indicates that the possible site of action of these benzenesulfonamides is the cytoplasmic membrane and endomembrane system of the midgut epithelial cells. The above provides a basis for the development of novel insecticidal active compounds with a novel mechanism of action.

Graphical Abstract

Keywords:

• Benzenesulfonamide
• insecticidal activities
• Mythimna separata
• transmission electron microscope

Disclosure statement

No potential conflict of interest was reported by the author(s).

Additional information

Funding

This work was financially supported by grants from the National Natural Science Foundation of China [21977083] and from the Open Fund of State Key Laboratory of Bioorganic and Natural Products Chemistry [SKLBNPC19248], Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences.