Analysis of steroids: Part XXXI. * - Mechanism of the tetrazolium reaction of corticosteroids

Sándor Görög, Péter Horváth

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

The stoicheiometry and mechanism of the reaction between tetrazolium reagents and the α-ketol side-chain of corticosteroids was studied. On the basis of literature data plus some experimental results it is concluded that the side-chain is oxidised to the 20-keto-21-aldehyde, which then partly undergoes an intramolecular Cannizzaro reaction, leading to the 20-hydroxy-21-carboxylic acid. The doubled sensitivity of 16- hydroxycorticosteroids towards blue tetrazolium can be explained by a mechanism involving D-homo rearrangement of the D ring. Equilibrium studies showed that under the usual experimental conditions the reduced blue tetrazolium reagent exists almost quantitatively in the monoformazan state.

Original languageEnglish
Pages (from-to)346-353
Number of pages8
JournalThe Analyst
Volume103
Issue number1225
DOIs
Publication statusPublished - Jan 1 1978

Keywords

  • Blue tetrazolium reduction
  • Corticosteroid determination
  • Tetrazolium reaction mechanism
  • Triamcinolone oxidation

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Environmental Chemistry
  • Spectroscopy
  • Electrochemistry

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