%0 Journal Article
%T Hemi-synthesis of novel chiral benzodiazepine derivatives from Eucalyptus citriodora essential oil: 2D NMR experiments and differential scanning calorimetry study of diastereoisomers.
%A Cherfaoui B
%A Chebrouk F
%A Hassaine R
%A Khalfaoui M
%A Boukennna L
%A Hamroun MSE
%A Abou-Mustapha M
%A Lazhar G
%J Nat Prod Res
%V 38
%N 14
%D Jul 2024 8
%M 36890766
%F 2.488
%R 10.1080/14786419.2023.2185888
%X An efficient in situ condensation of citronellal, the main constituent of Eucalyptus citriodora essential oil (51%), with different amine derivatives of 2,3-diaminomaleonitrile and 3-[(2-aminoaryl)amino]dimedone has led to novel chiral benzodiazepine structures. All reactions were precipitated in ethanol and pure products were obtained in good yields (58-75%) without any purification. The synthesized benezodiazepines were characterized by spectroscopic techniques, namely 1H-NMR, 13C-NMR, 2D NMR and FTIR. Differential Scanning Calorimetry (DSC) and HPLC were used to confirm the formation diastereomeric mixtures of benzodiazepine derivatives.