Design, synthesis and insecticidal activities of 4-propargyloxybenzene sulfonamide derivatives substituted with amino acids

Abstract

Sixty-nine 4-propargyloxybenzene sulfonamide derivatives with different amino acids as amino substituent were synthesized and evaluated for their insecticidal activity against third-instar Mythimna separate. The bioassay results revealed that some derivatives bearing amino acid ester group performed good insecticidal activity against third-instar M.separata, such as the LC₅₀ values of D18 and D19 were 4.28 and 2.96 mg/ml after 48 h, in particular, the LC₅₀ of D16 was 2.38 mg/ml and the activity was improved by 14 times compared to celangulin V (34.48 mg/ml). The above results provided theoretical and experimental basis for the discovery of novel insecticidal active compounds.

Keywords:

• Propargyloxybenzene sulfonamide
• amino acids
• insecticidal activity
• structure–activity relationship

Disclosure statement

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

Additional information

Funding

This research was funded by the National Key Research and Development Program of China [2020YFA0907903] from Science and Technology Ministry of China and 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.