Synthesis and larvicidal activity against Culex pipiens pallens of new triazole derivatives of phrymarolin from Phryma leptostachya L

Int J Mol Sci. 2013 Dec 10;14(12):24064-73. doi: 10.3390/ijms141224064.

Abstract

Twelve new triazole derivatives of Phrymarolin were prepared from Phrymarolin I and the structures of all the derivatives were fully characterized by (1)H-NMR, (13)C-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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Benzodioxoles / chemical synthesis
  • Benzodioxoles / chemistry*
  • Benzodioxoles / pharmacology
  • Culex / drug effects*
  • Culex / growth & development
  • Insecticides / chemical synthesis*
  • Insecticides / chemistry
  • Insecticides / pharmacology
  • Larva / drug effects
  • Lignans / chemical synthesis
  • Lignans / chemistry*
  • Lignans / pharmacology
  • Magnetic Resonance Spectroscopy
  • Magnoliopsida / chemistry*
  • Magnoliopsida / metabolism
  • Molecular Conformation
  • Plant Extracts / pharmacology*
  • Spectrometry, Mass, Electrospray Ionization
  • Triazoles / chemistry*

Substances

  • Benzodioxoles
  • Insecticides
  • Lignans
  • Plant Extracts
  • Triazoles
  • phrymarolin I