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Synthesis and Insecticidal Structure‐Activity Relationships of Novel Tonghaosu Analogs
Author(s) -
Xiao Qin,
Yin BiaoLin,
Chen Li,
Xu HanHong,
Hu TaiShan,
Wu YuLin
Publication year - 2006
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200690046
Subject(s) - chemistry , pieris brassicae , hydroamination , stereochemistry , structure–activity relationship , butterfly , biochemistry , botany , lepidoptera genitalia , ecology , in vitro , intramolecular force , biology
Twenty‐one tonghaosu analogs were synthesized via hydroamination or selective reduction of the endocyclic double bond of the corresponding dienol spiroketals. Structures of all the new compounds were confirmed by 1 H NMR, IR, MS, HREIMS or elemental analysis. Their antifeedant activity against large white butterfly ( Pieris brassicae L) and larvicidal activity toward mosquito ( Culex quinquefasciatus Say) were examined. Some of them exhibited antifeeding activities comparable to or stronger than tonghaosu Z ‐ 1 . Based on the activity data, the preliminary structure‐activity relationship was also discussed, which might be instructive for finding out lead compounds with better bioactivities in the future.