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. 2018 Mar 9;23(3):617.
doi: 10.3390/molecules23030617.

Antifeedant Activities of Lignans from Stem Bark of Zanthoxylum armatum DC. against Tribolium castaneum

Wenjuan Zhang  1 , Yang Wang  2 , Zhufeng Geng  3   4 , Shanshan Guo  5 , Juqin Cao  6 , Zhe Zhang  7 , Xue Pang  8 , Zhenyang Chen  9 , Shushan Du  10 , Zhiwei Deng  11
Affiliations

Antifeedant Activities of Lignans from Stem Bark of Zanthoxylum armatum DC. against Tribolium castaneum

Wenjuan Zhang et al. Molecules. .

Abstract

The speciation of a methanolic extract of Zanthoxylum armatum stem bark has enabled the isolation and characterization of 11 known lignans. Among them, five compounds (6, 8-11) are reported in this plant for the first time. All of the chemical structures were elucidated on the basis of NMR spectral analysis. Additionally, their antifeedant activities against Tribolium castaneum were evaluated scientifically. Among them, asarinin (1), with an EC50 of 25.64 ppm, exhibited a much stronger antifeedant activity than the positive control, toosendanin (EC50 = 71.69 ppm). Moreover, fargesin (2), horsfieldin (3), and magnolone (10), with EC50 values of 63.24, 68.39, and 78.37 ppm, showed almost the same antifeedant activity as the positive control. From the perspective of structure-effectiveness relationship, compounds with the chemical group of methylenedioxy exhibited higher antifeedant activities and have potential to be developed into novel antifeedants or potential lead compounds to protect food and crops in storage.

Keywords: Tribolium castaneum; Zanthoxylum armatum; antifeedant activity; chemical constituents; methylenedioxy.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Figure 1
Figure 1
Chemical structures of compounds 1–11. * represents known but derived from the plant of Zanthoxylum armatum for the first time.
Figure 2
Figure 2
Antifeedant EC50 of 10 lignans from Zanthoxylum armatum. * represents the positive control, toosendanin. *** represents the significant difference at p < 0.05.
Figure 3
Figure 3
Chemical isolation scheme of Zanthoxylum armatum methanol extract.
See this image and copyright information in PMC

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