Medicinal Chemistry Research p. 2196 - 2206 (2013)
Update date:2022-08-04
Topics:
Liu, Ying-Qian
Li, Xiao-Jing
Zhao, Chun-Yan
Lu, Yan
Li, Wen-Qun
Liu, Zhen-Ling
Feng, Gang
Yang, Liu
Continuing our search for natural product-based compounds for the control of B. longissima Larvae, 25 stilbene analogs were synthesized and evaluated for insect antifeedant activity against third-instar larvae of B. longissima for the first time. Among all the tested compounds, especially compounds 3a, 3c, and 6 showed pronounced antifeedant activities with AFC50 values of 0.218, 0.327, and 0.226 mg/mL, respectively. The different antifeedant activity ranges of these compounds indicated that variation of chemical structures in the stilbene skeleton markedly affected the activity profiles of this compound class, and some important SAR information has been revealed from it. In addition, to understand the structural requirements for antifeedant activities of the 25 synthesized stilbene analogs, a comparative molecular field analysis (CoMFA) model, which yielded the leave-one-out (LOO) cross-validated correlation coefficient (q 2) of 0.533 and a non-cross-validated correlation coefficient (r 2) of 0.929, was constructed. Together, these preliminary results may be useful in guiding further modification of stilbenes in the development of potential new antifeedants.
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