Potential role of formaldehyde in the mechanism of action of ascorbigens on the basis of BioArena studies

Biomed Chromatogr. 2009 Apr;23(4):412-8. doi: 10.1002/bmc.1133.

Abstract

The effect of ascorbigen and 1'-methylascorbigen as a model compound pair was studied on the phytopathogenic bacterium Pseudomonas savastanoi pv. phaseolicola in the BioArena experimental system after overpressured layer chromatography. Results showed a characteristic, strong antibacterial effect of 1'-methylascorbigen and weak effect of ascorbigen present on the adsorbent layer as chromatographic spot. Addition of formaldehyde capture compounds (L-arginine, glutathione, dimedone) partially or totally reduced the antibacterial effect of 1'-methylascorbigen and ascorbigen. On adding Cu(II) ions--which mobilize and coordinate formaldehyde--to the culture medium, the antibacterial effect of both compounds became stronger. It is supposed that the weak antibacterial effect of ascorbigen may have originated from the 1'-methylascorbigen formed in situ on the adsorbent layer by partial enzymatic methylation of ascorbigen.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Arginine / chemistry
  • Arginine / pharmacology
  • Ascorbic Acid / analogs & derivatives*
  • Ascorbic Acid / chemistry
  • Ascorbic Acid / pharmacology
  • Chromatography, Thin Layer
  • Copper / chemistry
  • Copper / pharmacology
  • Cyclohexanones / pharmacology
  • Formaldehyde / chemistry*
  • Formaldehyde / pharmacology
  • Glutathione / pharmacology
  • Indoles / chemistry
  • Indoles / pharmacology*
  • Pseudomonas / drug effects*

Substances

  • Anti-Bacterial Agents
  • Cyclohexanones
  • Indoles
  • Formaldehyde
  • ascorbigen
  • Copper
  • 1'-methylascorbigen
  • Arginine
  • dimedone
  • Glutathione
  • Ascorbic Acid