Inhibitors of phenylalanine ammonia-lyase (PAL): synthesis and biological evaluation of 5-substituted 2-aminoindane-2-phosphonic acids
| Autor: | Jerzy Zoń, Roman Gancarz, Piotr Miziak, Nikolaus Amrhein |
|---|---|
| Rok vydání: | 2006 |
| Předmět: |
Molecular Structure
Chemistry Stereochemistry Organophosphonates Bioengineering Phenylalanine General Chemistry General Medicine Phenylalanine ammonia-lyase Biochemistry In vitro In vivo Anthocyanin biosynthesis Molecular Medicine 2-Aminoindane Molecular Biology Biological evaluation Phenylalanine Ammonia-Lyase |
| Zdroj: | Chemistrybiodiversity. 2(9) |
| ISSN: | 1612-1880 |
| Popis: | A series of 5-substituted derivatives of the potent phenylalanine ammonia-lyase (PAL) inhibitor 2-aminoindane-2-phosphonic acid (AIP; 2) were synthesized. The AIP analogues 3-7, with additional NO 2 , NH 2 , Me, Br, and OH groups, respectively, were tested as in vitro inhibitors of buckwheat PAL, and as in vivo inhibitors of anthocyanin biosynthesis. Within this series, the racemic 5-bromo (6) and 5-methyl (7) congeners were biologically most active (Table), although being ca. one order of magnitude less potent than AIP proper. |
| Databáze: | OpenAIRE |
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