All stereoisomers of dihydroguaiaretic acid (DGA) and secoisolariciresinol, which were one of the natural lignans, were synthesized to evaluate their larvicidal activity against Culex pipiens. Since the DGAs killed the larvae at the concentration of about 3-5 x 10-5 M, some (-)-DGA derivatives were newly synthesized to analyze their structure-activity relationship. Derivatives with several hydroxyl groups had lower activity than the natural DGA, suggesting that hydrophobicity should be one of the important factors for the larvicidal activity. Among the synthesized compounds, the DGA derivatives monohydroxylated at the 3- or 4-position of its 7-phenyl group were found to induce acute paralytic activity in the mosquitoes within 1 h. The mode of action of these compounds will be also discussed.

Acute larvicidal activity of dihydroguaiaretic acid derivatives against Culex pipiens

248th National Meeting (2014)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.