Premium
Semisynthesis of novel N ‐acyl/sulfonyl derivatives of 5(3,5)‐(di)halogenocytisines/cytisine and their pesticidal activities against Mythimna separata Walker, Tetranychus cinnabarinus Boisduval, and Sitobion avenae Fabricius
Author(s) -
Huang Xiaobo,
Lv Min,
Xu Hui
Publication year - 2019
Publication title -
pest management science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.296
H-Index - 125
eISSN - 1526-4998
pISSN - 1526-498X
DOI - 10.1002/ps.5375
Subject(s) - mythimna separata , semisynthesis , cytisine , chemistry , biopesticide , stereochemistry , botany , pesticide , biology , biochemistry , lepidoptera genitalia , agronomy , receptor , nicotinic agonist
BACKGROUND To discover novel natural product‐based pesticidal agents for crop protection, a series of N ‐acyl/sulfonyl derivatives of 5(3,5)‐(di)halogenocytisines/cytisine were prepared by structural modifications of cytisine. Their pesticidal activities were evaluated against three typically crop‐threatening agricultural pests, Mythimna separata Walker, Tetranychus cinnabarinus Boisduval, and Sitobion avenae Fabricius. RESULTS Compound 5f exhibited the promising pesticidal activities against three tested pests. All N ‐phenylsulfonylcytisine derivatives showed potent acaricidal activity. Compound 5j exhibited 2.5‐fold more potent acaricidal activity than cytisine, and showed good control effects. Intermediates 2 , and 3 / 3′ displayed pronounced aphicidal activity. Some interesting results of structure–activity relationships were also obtained. CONCLUSION These results demonstrate that compounds 5f and 5j could be further modified as pesticidal agents. © 2019 Society of Chemical Industry