Ring substituted 3-phenyl-1-(2-pyrazinyl)-2-propen-1-ones as potential photosynthesis-inhibiting, antifungal and antimycobacterial agents

Farmaco. 2002 Feb;57(2):135-44. doi: 10.1016/s0014-827x(01)01187-9.

Abstract

Four series of ring substituted (E)-3-phenyl-1-(2-pyrazinyl)-2-propen-1-ones were prepared by means of modified Claisen-Schmidt condensation of acetylpyrazines with aromatic aldehydes. The structures were confirmed by elemental analysis, IR, 1H NMR and 13C NMR spectra. The compounds were tested for specific biological properties and some derivatives exhibited photosynthesis-inhibiting, antifungal and antimycobacterial properties. The most pronounced effects were observed with compounds substituted with phenolic groups. Ortho-hydroxyl substituted derivatives were more potent than the corresponding para-hydroxyl substituted analogues.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / pharmacology*
  • Antitubercular Agents / chemical synthesis*
  • Antitubercular Agents / pharmacology*
  • Fungi / drug effects
  • Herbicides / chemical synthesis
  • Herbicides / pharmacology
  • Heterocyclic Compounds / chemical synthesis*
  • Heterocyclic Compounds / pharmacology*
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Molecular Conformation
  • Molecular Structure
  • Mycobacterium tuberculosis / drug effects
  • Photosynthesis / drug effects*
  • Structure-Activity Relationship

Substances

  • Antifungal Agents
  • Antitubercular Agents
  • Herbicides
  • Heterocyclic Compounds