Nishiwaki Hisashi, Hasebe Ayaka, Kawaguchi Yuya, Akamatsu Miki, Shuto Yoshihiro, Yamauchi Satoshi
Faculty of Agriculture, Ehime University.
Biosci Biotechnol Biochem. 2011;75(9):1735-9. doi: 10.1271/bbb.110269. Epub 2011 Sep 7.
The larvicidal activity against Culex pipiens of all stereoisomers of dihydroguaiaretic acid (DGA) and secoisolariciresinol was measured, and these DGAs were found to be potent. Sixteen (-)-DGA derivatives were then newly synthesized to analyze their structure-activity relationship. Two derivatives monohydroxylated at the 3- or 4-position of the 7-phenyl group of DGA induced acute paralytic activity in the mosquitoes. Derivatives with several hydroxyl groups had lower activity than the natural compound, suggesting that hydrophobicity was probably an important factor for their insecticidal activity.
测定了二氢愈创木酸（DGA）和开环异落叶松脂素的所有立体异构体对致倦库蚊的杀幼虫活性，发现这些二氢愈创木酸具有很强的活性。然后新合成了16种（-）-DGA衍生物，以分析它们的构效关系。在DGA的7-苯基的3-或4-位单羟基化的两种衍生物在蚊子中诱导了急性麻痹活性。具有多个羟基的衍生物的活性低于天然化合物，这表明疏水性可能是其杀虫活性的一个重要因素。
