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Int. J. Mol. Sci. 2013, 14(10), 19484-19493; doi:10.3390/ijms141019484
Article

Semisynthesis and Antifeedant Activity of New Derivatives of a Dihydro-β-Agarofuran from Parnassia wightiana

1,†
, 1,†
, 2
, 1
, 1
 and 1,*
Received: 1 July 2013; in revised form: 22 August 2013 / Accepted: 10 September 2013 / Published: 26 September 2013
(This article belongs to the Section Biochemistry, Molecular Biology and Biophysics)
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Abstract: Five new derivatives (26) 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 26 were confirmed by 1D- and 2D-NMR and HR-ESI-MS spectra. In addition, antifeedant activities of these compounds (16) 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.
Keywords: sesquiterpene; agarofuran; derivatives; antifeedant activity sesquiterpene; agarofuran; derivatives; antifeedant activity
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Tang, J.-J.; Zhang, F.-Y.; Wang, D.-M.; Tian, J.-M.; Dong, S.; Gao, J.-M. Semisynthesis and Antifeedant Activity of New Derivatives of a Dihydro-β-Agarofuran from Parnassia wightiana. Int. J. Mol. Sci. 2013, 14, 19484-19493.

AMA Style

Tang J-J, Zhang F-Y, Wang D-M, Tian J-M, Dong S, Gao J-M. Semisynthesis and Antifeedant Activity of New Derivatives of a Dihydro-β-Agarofuran from Parnassia wightiana. International Journal of Molecular Sciences. 2013; 14(10):19484-19493.

Chicago/Turabian Style

Tang, Jiang-Jiang; Zhang, Fei-Yu; Wang, Dong-Mei; Tian, Jun-Mian; Dong, Shuai; Gao, Jin-Ming. 2013. "Semisynthesis and Antifeedant Activity of New Derivatives of a Dihydro-β-Agarofuran from Parnassia wightiana." Int. J. Mol. Sci. 14, no. 10: 19484-19493.


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