[Synthesis of hydroxamic acids and study of their complexes with iron (II) and (III) ions]

Medicina (Kaunas). 2002;38(7):744-51.
[Article in Lithuanian]

Abstract

Hydroxamic acids are widespread in the tissues of plants, in metabolites of bacteria and fungi, including complex compounds with metal ions. These acids have wide spectrum of biological activity and therefore are perspective reagents for analysis of chemical elements. Fourteen aliphatic and aromatic derivatives of hydroxamic acids have been synthesized from esters of carboxylic acids. Photometric reactions of hydroxamic acids with iron (II) and (III) were investigated. Complex formation of iron (II) and (III) depending on pH was studied with series of synthesized hydroxamic acids: octanohydroxamic, maleic hydroxamic, 2-hydroxybenzoxydroxamic, benzoxydroxamic, phthalmonoxydroxamic and 3-metoxybenzohydroxamic acids. Composition of iron (III) complexes with 2-hydroxybenzohydroxamic, octanoxydroxamic, 3-metoxybenzohydroxamic acids and iron (II) with 2-hydroxybenzohydroxamic acid was studied by methods of mole ratio and isomolar solutions. Sensitivity of reagents was evaluated by values of absorption coefficients (epsilon). Stability of complexes in water and organic solvents was investigated. Interaction between iron (III) and hydroxamic acids (octanoxydroxamic, 2-hydroxybenzohydroxamic, 3-metoxybenzohydroxamic) have been applied for quantitative photometric analysis of iron (III) salts. Color reaction of iron (II) with 2-hydroxybenzohydroxamic acid was applied for quantitative photometric determination of iron (II) salts. 3-Metoxybenzohydroxamic acid was proposed as a new indicator for complexonometric analysis of iron (III). Chelatometric titration of iron (III) using this indicator is not influenced by copper, cobalt, zinc, manganese, so this methods is recommended for iron quantity detection in antianemic drugs, which are composed of latter microelements. Synthesis procedure of 2-benzoylamino-3-arylacrylhydroxamic acids from saturated azlactones was created. Color and precipitate reactions of iron (II) and (III), copper (II), nickel (II) and cobalt (II) ions with four newly synthesized acids (with and without substitutes in aromatic ring) were studied. Sensitivities of reactions between 2-benzoylamino-3-arylacrylhydroxamic acids and iron (II) and (III) were evaluated and compared with 2-hydroxybenzohydroxamic acid.

Publication types

  • Comparative Study
  • English Abstract

MeSH terms

  • Chelating Agents
  • Ferric Compounds* / analysis
  • Ferrous Compounds* / analysis
  • Humans
  • Hydrogen-Ion Concentration
  • Hydroxamic Acids* / analysis
  • Hydroxamic Acids* / chemical synthesis
  • Hydroxamic Acids* / chemistry
  • Indicators and Reagents
  • Ions
  • Photometry
  • Sensitivity and Specificity

Substances

  • Chelating Agents
  • Ferric Compounds
  • Ferrous Compounds
  • Hydroxamic Acids
  • Indicators and Reagents
  • Ions