Electrochemical oxidation of lysergic acid-type ergot alkaloids in acetonitrile. Part 1. Stoichiometry of the anodic oxidation electrode reaction
✍ Scribed by Tibor Dankházi; Éva Fekete; Krisztina Paál; George Farsang
- Publisher
- Elsevier Science
- Year
- 1993
- Tongue
- English
- Weight
- 725 KB
- Volume
- 282
- Category
- Article
- ISSN
- 0003-2670
No coin nor oath required. For personal study only.
✦ Synopsis
AhStIWt
The ergot alkaloids are an important group of compounds used extensively in medicine. An intrinsic property of these molecules is that the ergoline compounds decompose spontaneously in an oxidative process. A systematic study was carried out with the aim of describing the stoichiometry of the electrochemical oxidation reaction which simulates the oxidative degradation. Eight ergo-and 9,10-dihydroergopeptides were investigated, including the group of 9,10-dihydroergotoxine alkaloids and simple ergoline derivatives. Cyclic voltammetry, controlled-potential coulometty and isolation and identification of the electrochemically oxidized forms led to the conclusion that the electrochemical oxidation of all lysergic acid-type ergot alkaloids takes place in the same way. The main oxidation product is always a highly conjugated dimer, and the dhnerization is located at the indole part of the ergoloid skeleton. The study of the stoichiometry of the oxidative electrode reaction of lysergic acid-type ergot alkaloids is described, which provides a theoretical and experimental basis for the liquid chromatographic or flow-injection determination with amperometric detection of these alkaloids in different pharmaceutical formulations.