Eighteen new β-dihydroagarofuran derivatives were designed and synthesized using 1β,2β,4α,6α,8β,9α,12-heptahydroxy-β-dihydroagarofuran as starting material, and the structures of all target compounds were confirmed, mainly from 1H NMR and 13C NMR spectral data. Insecticidal activities of these β-dihydroagarofuran derivatives were assayed against sixth-instar larvae of Mythimna separata moths. Results indicated that some of the β-dihydroagarofuran derivatives possessed insecticidal activity.
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References
J. M. Gao, W. J. Wu, J. W. Zhang, and Y. Konishi, Nat. Prod. Rep., 24, 1153 (2007).
A. C. Spivey, M. Weston, and S. Woodhead, Chem. Soc. Rev., 31, 43 (2002).
N. Wakabayashi, W. J. Wu, R. M. Waters, R. E. Redfern, G. D. Mills, A. B. DeMilo, W. R. Lusby, and D. Andrzejewski, J. Nat. Prod., 51, 537 (1988).
W. J. Wu, Y. Q. Tu, H. X. Liu, and J. B. Zhu, J. Nat. Prod., 55, 1294 (1992).
W. J. Wu, M. A. Wang, W. M. Zhou, J. B. Zhu, Z. Q. Ji, and Z. N. Hu, Phytochemistry, 58, 1183 (2001).
W. J. Wu, M. A. Wang, J. B. Zhu, W. M. Zhou, Z. N. Hu, and Z. J. Ji, J. Nat. Prod., 64, 364 (2001).
J. W. Zhang, Z. N. Hu, H. Yang, and W. J. Wu, Nat. Prod. Commun., 5, 845 (2010).
J. W. Zhang, Z. Hu, S. K. Li, S. D. Yang, and W. J. Wu, Nat. Prod. Commun., 8, 753 (2013).
X. M. Zhao, H. Zhan, J. Li, L. B. Li, W. J. Wu, and J. W. Zhang, Pest. Manag. Sci., 72, 754 (2016).
J. L. Wei, D. Li, X. Xi, L. L. Liu, X. M. Zhao, W. J. Wu, and J. W. Zhang, Molecules, 22, 1701 (2017).
Y. Y. Wang, J. W. Zhang, M. X. Feng, W. J. Wu, and Z. N. Hu, Toxins, 9, 393 (2017).
X. Xi, X. M. Zhao, F. Zhu, J. L. Wei, H. Zhan, W. J. Wu, and J. W. Zhang, Nat. Prod. Commun., 13, 395 (2018).
Acknowledgment
We acknowledge financial support from the National Key Research and Development Program of China (No. 2017YFD0201402) and the National Natural Science Foundation of China (21372185). We thank Dean Meyer, PhD, ELS from Liwen Bianji, Edanz Group China (www.liwenbianji.cn/ac), for editing the English text of a draft of this manuscript.
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Published in Khimiya Prirodnykh Soedinenii, No. 6, November–December, 2019, pp. 915–918.
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Xi, X., Wei, J., Zhao, X. et al. Synthesis of β-Dihydroagarofuran Derivatives and Preliminary Research on Their Insecticidal Activity. Chem Nat Compd 55, 1062–1066 (2019). https://doi.org/10.1007/s10600-019-02894-2
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DOI: https://doi.org/10.1007/s10600-019-02894-2