Design, synthesis and antifungal/insecticidal evaluation of novel cinnamide derivatives

Molecules. 2011 Oct 25;16(11):8945-57. doi: 10.3390/molecules16118945.

Abstract

Twenty novel cinnamamide derivatives were designed and synthesized using as lead compound pyrimorph, whose morpholine moiety was replaced by β-phenylethylamine. All the compounds were characterized by their spectroscopic data. The fungicidal and insecticidal activities were also evaluated. The preliminary results showed that all the title compounds had certain fungicidal activities against seven plant pathogens at a concentration of 50 μg/mL, and compounds 11a and 11l showed inhibition ratios of up to 90% against R. solani. Most of the title compounds exhibited moderate nematicidal activities. In general, the morpholine ring may be replaced by other amines and a chlorine atom in the pyridine ring is helpful to fungicidal activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents* / chemical synthesis
  • Antifungal Agents* / chemistry
  • Antifungal Agents* / pharmacology
  • Cinnamates* / chemical synthesis
  • Cinnamates* / chemistry
  • Cinnamates* / pharmacology
  • Crystallography, X-Ray
  • Drug Design
  • Fungi / drug effects*
  • Insecticides* / chemical synthesis
  • Insecticides* / chemistry
  • Insecticides* / pharmacology
  • Lethal Dose 50
  • Microbial Sensitivity Tests
  • Molecular Sequence Data
  • Molecular Structure
  • Structure-Activity Relationship

Substances

  • Antifungal Agents
  • Cinnamates
  • Insecticides
  • cinnamamide