首页> 外文期刊>Pesticide Research Journal >Synthesis and Juvenile Hormone Mimetic Activity of 4,-(2,6,6-Trimethyl -2- cyclohexen -1-yl) -3'- buten-2'-ketoxime-N-O-alkyl ether
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Synthesis and Juvenile Hormone Mimetic Activity of 4,-(2,6,6-Trimethyl -2- cyclohexen -1-yl) -3'- buten-2'-ketoxime-N-O-alkyl ether

机译:4,-(2,6,6-三甲基-2-环己烯-1-基)-3'-丁烯-2'-酮肟-N-O-烷基醚的合成及其少年激素活性

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4'-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-3'-buten-2'-ketoxime-N-O-alkyl ethers have been synthesized, separated into their E and Z isomers and characterized on the basis of ~1H-NMR spectra. They have been evaluated for their juvenile hormone mimetic activity against red cotton bug, Dysdercus koenigii Fab. Maximum JH mimetic activities have been shown by 4'-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3'-buten-2'(E)-ketoxime-N-O-propyl) ether followed by 4'-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3'-buten-2'(E)-ketoxime-N-O-pentyl) ether, 4'-(2,6,6-trimethyl-2-cyclohexen-1 -yl)-3'-buten-2'(E)-ketoxime-N-O-hexayl) ether, 4'-(2,6,6-trimethyl-2-cyclohexen-1 -yl)-3'-buten-2'(E)-ketoxime-N-O-heptyl) ether, 4'-(2,6,6-trimethyl-2-cyclohexen-1 -yl)-3'-buten-2'(E)-ketoxime-N-O-octyl) ether, 4'-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3'-buten-2'(Z)-ketoxime-N-O-butyl ether and 4'-(2,6,6-trimethyl -2-cyclohexen-1-yl) -3'-buten-2'(Z)-ketoxime-N-O-pentyl) ether. Structure activity relationship studies revealed that maximum activity was associated with compounds having three or more carbon atoms in the oxime ether moiety. The E-lsomer has been found to be more active than Z- isomer.
机译:已经合成了4'-(2,6,6-三甲基-2-环己烯-1-基)-3'-丁烯-2'-酮肟-NO-烷基醚,分离为它们的E和Z异构体,并在〜1H-NMR谱的基础。已对它们针对红棉虫Dysdercus koenigii Fab的少年激素模拟活性进行了评估。通过4'-((2,6,6-三甲基-2-环己烯-1-基)-3'-丁烯-2'(E)-酮肟-NO-丙基)醚显示最大的JH模拟活性'-(2,6,6-三甲基-2-环己烯-1-基)-3'-丁烯-2'(E)-酮肟-NO-戊基)醚,4'-(2,6,6-三甲基-2-环己烯-1-基)-3'-丁烯-2'(E)-酮肟-NO-己基)醚,4'-(2,6,6-三甲基-2-环己烯-1-基)- 3'-丁烯2'(E)-酮肟-NO-庚基)醚,4'-((2,6,6-三甲基-2-环己烯-1-基)-3'-丁烯2'(E) -酮肟-NO-辛基)醚,4'-(2,6,6-三甲基-2-环己烯-1-基)-3'-丁烯-2'(Z)-酮肟-NO-丁醚和4' -(2,6,6-三甲基-2-环己烯-1-基)-3'-丁烯-2'(Z)-酮肟-NO-戊基)醚。结构活性关系研究表明,最大活性与肟醚部分中具有三个或三个以上碳原子的化合物有关。已经发现E-异构体比Z-异构体更具活性。

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