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Chiral separation of novel iminonaringenin derivatives
Author(s) -
Bouanini Meriem,
Belboukhari Nasser,
Menéndez J. Carlos,
Sekkoum Khaled,
Cheriti Abdelkarim,
AboulEnein Hassan Y.
Publication year - 2018
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.22812
Subject(s) - chemistry , naringin , chromatography , naringenin , condensation , polysaccharide , high performance liquid chromatography , proton nmr , chiral column chromatography , ultraviolet , organic chemistry , flavonoid , physics , quantum mechanics , thermodynamics , antioxidant
A series of 4‐iminonaringenin derivatives 2 ‐ 6 have been prepared in good overall yields from a condensation reaction between naringenin and primary amines. The structures of all products were confirmed by ultraviolet, infrared, proton nuclear magnetic resonance, and carbon‐13 nuclear magnetic resonance spectroscopic techniques. These derivatives were analyzed by high‐performance liquid chromatography using polysaccharide‐based chiral stationary phases, namely, Chiralpak IB and Chiralcel OD, using various mobile phases. 2‐Propanol showed a high enantioselectivity for naringin and its derivatives using achiral column containing immobilized polysaccharides (Chiralpak IB).