全部 标题 作者
关键词 摘要


Synthesis and Larvicidal Activity against Culex pipiens pallens of New Triazole Derivatives of Phrymarolin from Phryma leptostachya L.

DOI: 10.3390/ijms141224064

Keywords: Phryma leptostachya L., triazole, larvicidal activity, Culex pipiens pallens

Full-Text   Cite this paper   Add to My Lib

Abstract:

Twelve new triazole derivatives of Phrymarolin were prepared from Phrymarolin I and the structures of all the derivatives were fully characterized by 1H-NMR, 13C-NMR and MS spectral data analyses. Larvicidal activities against 4rd instar larvae of Culex pipiens pallens of these Phrymarolin analogues were assayed. Although the triazole derivatives of Phrymarolin showed certain larvicidal activity, they showed lower activity than Phrymarolin I. The typical non-natural groups triazole substituents reduced the larvicidal activity of Phrymarolin derivatives.

References

[1]  Li, X.L.; Ma, L.; Sun, L.X.; Zhu, C.L. Biotic characteristics in the deltamethrin-suseptible and resistant strain of Culex pipiens pallens (Diptera-Culicidae) in China. Appl. Entomol. Zool 2002, 37, 21–24.
[2]  Editorial Committee of Chinese Native Agricultural Drugs. Records of Chinese Native Agricultural Drugs; Science Press: Beijing, China, 1959; Volume 143.
[3]  Taniguchi, E.; Ohima, Y. The structure of a novel lignan, phrymarolin-II from Phryma leptostachya L. Agric. Biol. Chem 1969, 33, 466–468.
[4]  Taniguchi, E.; Oshima, Y. Phrymarolin-I, a novel lignan from Phryma leptostachya L. Agric. Biol. Chem 1972, 36, 1018–1025.
[5]  Taniguchi, E.; Oshima, Y. New gmelinol-type lignin, leptos-tachyol acetate. Tetrahedron Lett 1972, 8, 653–656.
[6]  Taniguchi, E.; Oshima, Y. Structure of phrymarolin-II. Agric. Biol. Chem 1972, 36, 1489–1496.
[7]  Taniguchi, E.; Imamura, K.; Ishibashi, F.; Matsui, T.; Nishio, A. Structure of the novel insecticidal sesquilignan, Haedoxan A. Agric. Biol. Chem 1989, 53, 631–643.
[8]  Park, I.K.; Shin, S.C.; Kim, C.S.; Lee, H.J.; Choi, W.S.; Ahn, Y.J. Larvicidal activity of lignans identified in Phryma leptostachya Var. asiatica roots against three mosquito species. J. Agric. Food Chem 2005, 53, 969–972.
[9]  Chen, C.M.; Zhu, H.C.; Zhao, D.; Deng, J. Lignans from Phryma leptostachya L. Helv. Chim. Acta 2012, 95, 333–338.
[10]  Seo, S.M.; Park, I.K. Larvicidal activity of medicinal plant extracts and lignan identified in Phryma leptostachya var. asiatica roots against housefly (Musca domestica L.). Parasitol. Res 2012, 110, 1849–1853.
[11]  Xiao, X.M.; Hu, Z.N.; Shi, B.J.; Wei, S.P.; Wu, W.J. Larvicidal activity of lignans from Phryma leptostachya L. against. Culex pipiens pallens. Parasitol. Res 2012, 110, 1079–1084.
[12]  Xiao, X.M.; Ji, Z.Q.; Zhang, J.W.; Shi, B.J.; Wei, S.P.; Wu, W.J. A new lignan from Phryma leptostachya. Chem. Nat. Compd 2013, 49, 21–23.
[13]  Xiao, X.M.; Hu, Z.N.; Ji, Z.Q.; Shi, B.J.; Zhang, J.W.; Wei, S.P.; Wu, W.J. Isolation, structure identification and bioactivity of active ingredients from Phryma leptostachya. Chin. J. Pestic. Sci 2012, 14, 583–586.
[14]  Rostovtsev, V.V.; Green, L.G.; Fokin, V.V.; Sharpless, K.B. A stepwise huisgen cycloaddition process: Copper(I)-catalyzed regioselective “ligation” of azides and terminal alkynes. Angew. Chem 2002, 114, 2708–2711.

Full-Text

comments powered by Disqus