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Paper | Special issue | Vol 77, No. 1, 2009, pp.293-300
Published online, 26th June, 2008
DOI: 10.3987/COM-08-S(F)14
Natural Products-Based Insecticidal Agents 1. Semisynthesis and Insecticidal Activity of 4β-Benzenesulfonamide Derivatives of Podophyllotoxin against Mythimna separata Walker

Hui Xu,* Lei Zhang, Bao-Feng Su, Xing Zhang, and Xuan Tian

*Laboratory of Pharmaceutical Synthesis, College of Sciences, Northwest A & F University, Yangling, Shaanxi, 712100, China

Abstract

Eleven 4β-benzenesulfonamide derivatives of podophyllotoxin were synthesized and evaluated for insecticidal activity against the third-instar larvae of Mythimna separata Walker in vivo at the concentration of 1 mg/mL. All derivatives showed delayed insecticidal activity, which was different from the traditional neurotoxic insecticides. Compounds 4a-4f and 4i-4k were found to be more potent than podopyllotoxin in the mortality rate after 20 d against M. separata. Especially compounds 4i, the corresponding final mortality rate of which was 88.9%, exhibited more potent insecticidal activity than toosendandin (81.4%), a commercial insecticide derived from Melia azedarach. Furthermore, some preliminary qualitative structure-activity relationships were also observed.