Abstract
(2S)-5-Fluorokynurenine 9 and 6-fluorokynurenic acid 14 were synthesised as fluorinated probes to enable the metabolism of kynurenine to be monitored in vivo by F-19 NMR spectroscopy. The ( 2S)-5-fluorokynurenine 9 was prepared using a Friedel-Crafts acylation of N-((t)butoxycarbonyl)-4-fluoroaniline with a chiral oxazolidine derivative 6, derived from 2S-aspartic acid. This represents a novel, and simple, method for the synthesis of kynurenine derivatives. The 6-fluorokynurenic acid 14 was synthesised using a Conrad-Limpach type synthesis. Preliminary biological studies are described.
| Original language | English |
|---|---|
| Pages (from-to) | 37-45 |
| Number of pages | 9 |
| Journal | ARKIVOC |
| Volume | 3 |
| Publication status | Published - 2002 |
Keywords
- 5-fluorokynurenine
- 6-fluorokynurenic acid
- metabolic probes
- Conrad-Limpach type synthesis
- RAT-BRAIN
- POTENT