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Structure–activity relationship of novel juvenile hormone, JHSB3, isolated from the stink bug, Plautia stali

Kaihara, Kanako ; Kotaki, Toyomi ; Numata, Hideharu ; Ohfune, Yasufumi ; Shinada, Tetsuro

Tetrahedron, 07 January 2012, Vol.68(1), pp.106-113 [Peer Reviewed Journal]

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  • Title:
    Structure–activity relationship of novel juvenile hormone, JHSB3, isolated from the stink bug, Plautia stali
  • Author: Kaihara, Kanako ; Kotaki, Toyomi ; Numata, Hideharu ; Ohfune, Yasufumi ; Shinada, Tetsuro
  • Description: The structure–activity relationship of JHSB isolated from the pentatomid bug, , was studied. Various synthetic analogs were synthesized and subjected to the juvenilizing activity tests using the last instar nymphs of . These studies indicated that the coexistence of the ester carbonyl group, two epoxides at C2,3 and C10,11 were proved to be crucial for the potent juvenilizing activity. Among the tested analogs, we found highly potent analogs in which the C6,7 double bond of JHSB was saturated (0.1 μg/insect). The methoxy analogs in which the epoxide moiety at C10,11 was substituted with a methoxy group exerted a moderate juvenilizing activity.
  • Is Part Of: Tetrahedron, 07 January 2012, Vol.68(1), pp.106-113
  • Identifier: ISSN: 0040-4020 ; E-ISSN: 1464-5416 ; DOI: 10.1016/j.tet.2011.10.080
  • Subjects: Juvenile Hormone ; Structure–Activity Relationship ; Juvenilizing Effect ; Heteropteran Insect ; Chemistry
  • Language: English

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