Open AccessComparative Study of Synthesis, Structural and Antioxidant Activity In Vitro of Some New Carboxylic α,α-diaminodiesters Derivatives
Author(s) -
Oumaima Karai,
Sara Hajib,
Serigne Abdou Khadir Fall,
Salaheddine Boukhssas,
Khadim Dioukhane,
Younas Aouine,
B. Labriti,
Hassane Faraj,
Anouar Alami
Publication year - 2021
Publication title -
european journal of advanced chemistry research
Language(s) - English
Resource type - Journals
ISSN - 2684-4478
DOI - 10.24018/ejchem.2021.2.3.64
Subject(s) - chemistry , antioxidant , dpph , alkylation , molecule , organic chemistry , mass spectrometry , glycine , combinatorial chemistry , amino acid , catalysis , chromatography , biochemistry
Considering the richness of heterocyclic chemistry, and the diversity of applications it possesses, in the present work we were interested in preparing new polyfunctional α,α-diaminodiesters derived from glycine, via the N-alkylation reaction of methyl 2-azido-2-benzamidoacetate with a series of heterocyclic and non-heterocyclic carboxylic aminoesters, using different bases. The structures of the synthesized molecules were characterized by 1D and 2D NMR spectroscopy, mass spectrometry (MS-ESI) and elemental analysis. Two compounds from this series were isolated as single crystals and their chemical structures were determined by X-ray diffraction. The antioxidant effect of the synthesized compounds was tested in vitro using the free radical scavenging power (DPPH) and reducing power (FRAP) tests. The results show that the different extracts tested have a relatively high antioxidant power compared to the positive control considered, especially for the compound methyl 2-benzamido-2-(2-methoxy-2-oxo-1-phenylethyl)amino)acetate, which showed a very strong antiradical power and reducing power.