Semisynthesis and antifeedant activity of new derivatives of a dihydro-β-agarofuran from Parnassia wightiana.

Semisynthesis and antifeedant activity of new derivatives of a dihydro-β-agarofuran from Parnassia wightiana.
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来自 Parnassia wightiana 的二氢-β-沉香呋喃新衍生物的半合成和拒食活性

DOI:
10.3390/ijms141019484
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发表时间:
2013-09-26
影响因子:
5.6
通讯作者:
Gao JM
Gao JM
中科院分区:
生物学2区
文献类型:
--
作者:
Tang JJ;Zhang FY;Wang DM;Tian JM;Dong S;Gao JM

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以从梅花草中得到的具有C-2酮的二氢-β-琼呋喃类化合物1为原料,分别经过酰化、氧化、还原、酯化和胺化反应,半合成了五个新衍生物(2-6)。2-6的结构通过1D-和2D-NMR和HR-ESI-MS光谱确认。此外,还测定了化合物(1-6)对粘虫(Mythimna separata)3龄幼虫的拒食活性。化合物2和4的拒食作用大于母体化合物1,而其他化合物对三龄M表现出低的或没有拒食作用。在实验室生物测定中分离的幼虫。因此,我们的研究结果表明,酰化和还原衍生物在C-8和C-2,分别为1可能会提高拒食效果。这些初步信息将有助于设计新的昆虫防治剂。分离物和其他重要害虫。
Five new derivatives (2–6) were semi-synthesized using compound 1, a dihydro-β-agarofuran sesquiterpene with C-2 ketone obtained from Parnassia wightiana, as the starting material by acylation, oxidation, reduction, esterification, and amination, respectively. Structures of 2–6 were confirmed by 1D- and 2D-NMR and HR-ESI-MS spectra. In addition, antifeedant activities of these compounds (1–6) were tested against the 3rd-instar larvae of Mythimna separata. Antifeedant effects of compounds 2 and 4 were greater than the parent compound 1 whereas other compounds exhibited low to no feeding deterrent effects against third instar M. separata larvae in lab bioassays. Therefore, our results suggest that acylated and reduced derivatives at C-8 and C-2, respectively, of 1 may improve the antifeeding effect. This preliminary information will be useful in designing new insect control agents against M. separata and other important pests.
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