title: Synthesis and antifeeding activities of Tonghaosu analogues.
abstract: Tonghaosu (1), a lead for a botanical antifeedant, and its 22 analogues were synthesized according to a previously reported concise and straightforward procedure. The structures of all new compounds were confirmed by NMR, IR, MS, and HREIMS or elemental analysis. Their insect antifeedant activities against the large white butterfly (Pieris brassicae L.) were examined, and six analogues (Z- and E-6h and Z-isomers of 6i-l), which contain 1,3-diyn or 3,4-methylenedioxyphenyl acetylene group, showed considerable antifeedant activity. Interestingly, Z-isomers of 6i-k are much more active than their corresponding E-isomers.
authors.affiliation: State Key Laboratory of Bio-organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China.
authors.forename: Li
authors.initials: L
authors.lastname: Chen
authors.forename: Han-Hong
authors.initials: HH
authors.lastname: Xu
authors.forename: Biao-Lin
authors.initials: BL
authors.lastname: Yin
authors.forename: Chun
authors.initials: C
authors.lastname: Xiao
authors.forename: Tai-Shan
authors.initials: TS
authors.lastname: Hu
authors.forename: Yu-Lin
authors.initials: YL
authors.lastname: Wu
mesh_terms: D000480:Alkynes / Q000032:analysis* / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D002080:Butterflies / Q000502:physiology*; D031202:Chrysanthemum / Q000737:chemistry; D004435:Eating / Q000187:drug effects*; D007306:Insecticides / Q000138:chemical synthesis*; D013141:Spiro Compounds / Q000032:analysis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000480:Alkynes; D007306:Insecticides; D013141:Spiro Compounds; C493678:tonghaosu