SYNTHESIS OF AVENIC ACID A AND 2′-DEOXYMUGINEIC ACID, AMINO ACIDS POSSESSING AN IRON CHELATING ACTIVITY

Autor: Fushiya, Shinji, Sato, Yoshikazu, Nakatsuyama, Shuichi, Kanuma, Norio, Nozoe, Shigeo
Zdroj: Chemistry Letters; July 1981, Vol. 10 Issue: 7 p909-912, 4p
Abstrakt: Avenic acid A (1), an amino acid derivative possessing an iron chelating activity and excreted from the root of Avena sativaL. was synthesized in optically active form by successive reductive coupling of protected l-aspartic β-semialdehyde and l-malic semialdehyde with l-homoserine lactone. 2′-Deoxymugineic acid (2), a related substance was also synthesized by the same method by which the stereostructure of this amino acid derivative was proved to be 2(S),3′(S),3″(S)-N-[3-(3-hydroxy-3-carboxypropylamino)-3-carboxypropyl]-azetidine-2-carboxylic acid.
Databáze: Supplemental Index