Design, synthesis, anti-TMV, fungicidal, and insecticidal activity evaluation of 1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid derivatives based on virus inhibitors of plant sources

Bioorg Med Chem Lett. 2014 Nov 15;24(22):5228-33. doi: 10.1016/j.bmcl.2014.09.063. Epub 2014 Sep 30.

Abstract

By drawing the creation ideas of botanical pesticides, a series of tetrahydro-β-carboline-3-carboxylic acid derivatives were designed and synthesized, and first evaluated for their anti-TMV, fungicidal and insecticidal activities. Most of these derivatives exhibited good antiviral activity against TMV both in vitro and in vivo. Especially, the activities of compounds 8 and 15 in vivo were higher than that of ribavirin. The compound 8 exhibited more than 70% fungicidal activities against Cercospora arachidicola Hori, Alternaria solani, Bipolaris maydis, and Rhizoctonia solani at 50mg/kg, compounds 16 and 20 exhibited more than 60% insecticidal activities against Mythimna separate and Ostrinia nubilalis.

Keywords: Anti-TMV; Fungicide; Insecticide; Plant derived pesticides; β-Carboline.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antiviral Agents / chemical synthesis*
  • Antiviral Agents / isolation & purification
  • Antiviral Agents / pharmacology
  • Carbolines / chemical synthesis*
  • Carbolines / isolation & purification
  • Carbolines / pharmacology
  • Drug Design
  • Drug Evaluation, Preclinical / methods
  • Fungicides, Industrial / chemical synthesis*
  • Fungicides, Industrial / isolation & purification
  • Fungicides, Industrial / pharmacology
  • Insecticides / chemical synthesis*
  • Insecticides / isolation & purification
  • Insecticides / pharmacology
  • Peganum
  • Plant Extracts / chemical synthesis*
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology
  • Tobacco Mosaic Virus / drug effects*
  • Tobacco Mosaic Virus / physiology

Substances

  • Antiviral Agents
  • Carbolines
  • Fungicides, Industrial
  • Insecticides
  • Plant Extracts
  • 1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid