Janez Mravljak (Author), Žiga Jakopin (Author)

Abstract

We present a novel route for the preparation of amino acid-derived cyclic imide dioxime derivatives. Readily accessible amino acids were conveniently converted to their corresponding cyclic imide dioximes in simple synthetic steps. The aim of this work was to describe and compare the iron-chelating and antioxidant properties of synthesized compounds in relation to their molecular structure, and in particular, which of those features are essential for iron(II)-chelating ability. The glutarimide dioxime moiety has been established as an iron(II)-binding motif and imparts potent anti-Fenton properties to the compounds. Compound 3 was shown to strongly suppress hydroxyl radical formation by preventing iron cycling via Fe-complexation. These findings provide insights into the structural requirements for achieving anti-Fenton activity and highlight the potential use of glutarimide dioximes as antioxidants.

Keywords

amino acid;building block;iron(II)-chelating agents;cyclic imide dioxime;antioxidant;Fenton reaction;anti-Fenton;

Data

Language: English
Year of publishing:
Typology: 1.01 - Original Scientific Article
Organization: UL FFA - Faculty of Pharmacy
Publisher: MDPI
UDC: 547.466:615.4:54
COBISS: 4819569 Link will open in a new window
ISSN: 2076-3921
Views: 340
Downloads: 161
Average score: 0 (0 votes)
Metadata: JSON JSON-RDF JSON-LD TURTLE N-TRIPLES XML RDFA MICRODATA DC-XML DC-RDF RDF

Other data

Secondary language: Slovenian
Secondary keywords: Aminokisline;
Type (COBISS): Article
Pages: str. 1-12
Volume: ǂVol. ǂ8
Issue: ǂiss. ǂ10
Chronology: 2019
DOI: 10.3390/antiox8100473
ID: 12642517