Chiral Separation of 4-Iminoflavan Derivatives on Several Polysaccharide-Based Chiral Stationary Phases by HPLC

Rahou, Ismahan; Belboukhari, Nasser; Sekkoum, Khaled; Cheriti, Abdelkrim; Aboul‐Enein, Hassan Y.

doi:10.1007/s10337-014-2714-9

Cited by 9 publications

(15 citation statements)

References 16 publications

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“…It is of interest to mention that elution under normal phase mode is more efficient that the polar phase mode in achieving the separation of the imino-hesperetin compounds. It seems that the hydrogen bonding and π-π interactions of the aromatic moieties of the CSPs with the aromatic rings of the analytes are preferred in the normal phase mode separation system [30,[54][55][56].…”

Section: The Study Of Separationmentioning

confidence: 99%

Analysis of different factors affecting a liquid chromatographic chiral separation of some imino-hesperetin compounds

et al. 2019

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An investigation was reported concerning the chiral analysis of some Imino-4-Hesperetin and the impact of different factors on their chiral high-performance liquid chromatographic separation. Using Schiff bases reactions, new Imino-4-Hesperetin derivatives had been elaborated by the reaction of Hesperetin with various diamines differ only in their carbon chain length which ranged between 4, 8 and 10 carbons; Yields were very acceptable and ranged between 77 and 89%. A chiral separation was then employed by a conventional HPLC with six different polysaccharide-based chiral stationary phases. The resolution, capacity and separation factors obtained were good (2.11 ≤ Rs ≤ 4.5); (1.25 ≤ k′ ≤ 8.71) and (1.16 ≤ α ≤2.57). Flow rate was about 0.3-0.5 mL/min. The factors affected the chiral resolution including the role of the carbon chain length which did have an impact on the resolution of these derivatives were discussed.

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Section: The Study Of Separationmentioning

confidence: 99%

Analysis of different factors affecting a liquid chromatographic chiral separation of some imino-hesperetin compounds

et al. 2019

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“…In summary, a combination of hydrophobic interactions, hydrogen bonding, dipoledipole interactions, and charge transfer (π-π) formation is believed to explain the chiral recognition mechanisms. [27][28][29][30] The difference in the chiral recognition ability between the amylose and the cellulose may be due the difference in the polysaccharide configuration. Amylose possesses a more helical configuration than cellulose that is more rigid and linear in nature.…”

Section: Enantioseparation Of the 4iminonaringenin Derivativesmentioning

confidence: 99%

Chiral separation of novel iminonaringenin derivatives

et al. 2018

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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).

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“…However, the advantage of the immobilized CSPs lies in their universal use due to compatibility with many different solvents and one column gives the possibility of changes among different separation modes. The immobilized CSPs have been mostly employed in the NP and PO modes [7,9,10]. However, a few application reports under RP conditions can be found in the literature, too [11][12][13].…”

Section: Introductionmentioning

confidence: 98%

Immobilized Polysaccharide-Based Stationary Phases for Enantioseparation in Normal Versus Reversed Phase HPLC

et al. 2014

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Chiral Separation of 4-Iminoflavan Derivatives on Several Polysaccharide-Based Chiral Stationary Phases by HPLC

Cited by 9 publications

References 16 publications

Analysis of different factors affecting a liquid chromatographic chiral separation of some imino-hesperetin compounds

Analysis of different factors affecting a liquid chromatographic chiral separation of some imino-hesperetin compounds

Chiral separation of novel iminonaringenin derivatives

Immobilized Polysaccharide-Based Stationary Phases for Enantioseparation in Normal Versus Reversed Phase HPLC

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