Abstract
The HPLC enantiomeric separation of thirteen flavanones was accomplished in the normalphase mode using six polysaccharide-based chiral stationary phases namely, Chiralcel® OD-H, Chiralcel ® OD, Chiralcel® OJ, Chiralpak® AD, Chiralpak® IA and Chiralpak® IB and various n- alkane/ alcohol mobile phases. The enantioseparation of flavanone and its eight mono substituted derivatives is reported including four methoxylatedflavanones in positions; 4’, 5, 6 and 7, respectively, and four hydroxylated in positions 2’, 4’, 6 and 7, respectively. Furthermore, the enantioseparation of the two aglyconeshesperetin, naringenin and the diasteriomeric separation of their flavanone glycosides hesperidin and naringin were achieved. The chiral recognition mechanism of each stationary phase is suggested based on the chemical structure and conformation of the chiral selector.
Keywords: Flavanones, HPLC, enantioseparation, diastereomeric separation, polysaccharide-based chiral stationary phase.
Current Pharmaceutical Analysis
Title:Chiral Separation of Several Flavanones by Liquid Chromatography
Volume: 11 Issue: 3
Author(s): Nasser Belboukhari, Nawel Lahmar, Khaled Sekkoum, Abdelkrim Cheriti and Hassan Y. Aboul-Enein
Affiliation:
Keywords: Flavanones, HPLC, enantioseparation, diastereomeric separation, polysaccharide-based chiral stationary phase.
Abstract: The HPLC enantiomeric separation of thirteen flavanones was accomplished in the normalphase mode using six polysaccharide-based chiral stationary phases namely, Chiralcel® OD-H, Chiralcel ® OD, Chiralcel® OJ, Chiralpak® AD, Chiralpak® IA and Chiralpak® IB and various n- alkane/ alcohol mobile phases. The enantioseparation of flavanone and its eight mono substituted derivatives is reported including four methoxylatedflavanones in positions; 4’, 5, 6 and 7, respectively, and four hydroxylated in positions 2’, 4’, 6 and 7, respectively. Furthermore, the enantioseparation of the two aglyconeshesperetin, naringenin and the diasteriomeric separation of their flavanone glycosides hesperidin and naringin were achieved. The chiral recognition mechanism of each stationary phase is suggested based on the chemical structure and conformation of the chiral selector.
Export Options
About this article
Cite this article as:
Belboukhari Nasser, Lahmar Nawel, Sekkoum Khaled, Cheriti Abdelkrim and Y. Aboul-Enein Hassan, Chiral Separation of Several Flavanones by Liquid Chromatography, Current Pharmaceutical Analysis 2015; 11 (3) . https://dx.doi.org/10.2174/1573412911666150224235740
DOI https://dx.doi.org/10.2174/1573412911666150224235740 |
Print ISSN 1573-4129 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-676X |
- Author Guidelines
- Graphical Abstracts
- Fabricating and Stating False Information
- Research Misconduct
- Post Publication Discussions and Corrections
- Publishing Ethics and Rectitude
- Increase Visibility of Your Article
- Archiving Policies
- Peer Review Workflow
- Order Your Article Before Print
- Promote Your Article
- Manuscript Transfer Facility
- Editorial Policies
- Allegations from Whistleblowers
- Announcements
Related Articles
-
An Overview on the Pharmacokinetics of Quantum Dots
Current Drug Metabolism Effects of Biphenyl Sulfonylamino Methyl Bisphosphonic Acids on Porphyromonas Gingivalis and Cytokine Secretion by Oral Epithelial Cells
Medicinal Chemistry Extrahepatic Metabolism may Complicate the IVIVC in Rats
Drug Metabolism Letters Morpholine Based Diazenyl Chalcones: Synthesis, Antimicrobial Screening and Cytotoxicity Study
Anti-Cancer Agents in Medicinal Chemistry Design and Synthesis Three Steroid-Tetraone Derivatives Using Testosterone as Chemical Tool
Letters in Organic Chemistry Esterase Activities in the Blood, Liver and Intestine of Several Preclinical Species and Humans
Drug Metabolism Letters Non-Viral Nucleic Acid Delivery: Key Challenges and Future Directions
Current Drug Delivery Antineoplastic Activity, Structural Modification, Synthesis and Structure-activity Relationship of Dammarane-type Ginsenosides: An Overview
Current Organic Chemistry Plant Polysaccharides with Immunostimulatory Activities
Current Organic Chemistry Accuracy of 25-Hydroxyvitamin D Assays: Confronting the Issues
Current Drug Targets Flavonoid Derivatives As Potent Tyrosinase Inhibitors - A Survey of Recent Findings Between 2008-2013
Current Topics in Medicinal Chemistry Organocatalyzed Green Synthesis of 2,3-dihydropyrazines en Route to Medicinally Privileged Novel Polyheterocyclic Systems
Current Organocatalysis Identification and Characterization of New Proteins in Podocyte Dysfunction of Membranous Nephropathy by Proteomic Analysis of Renal Biopsy
Current Pharmacogenomics and Personalized Medicine Genetic Association Studies: An Information Content Perspective
Current Genomics DNA Microarrays - An Armory for Combating Infectious Diseases in the New Century
Infectious Disorders - Drug Targets Hepatocellular Carcinoma in Alcoholic Liver Disease: Current Management and Recent Advances
Reviews on Recent Clinical Trials The Opposite Effect of L-kynurenine and Ahr Inhibitor Ch223191 on Apoptotic Protein Expression in Pancreatic Carcinoma Cells (Panc-1)
Anti-Cancer Agents in Medicinal Chemistry Targeting of Nuclear Factor-κB and Proteasome by Dithiocarbamate Complexes with Metals
Current Pharmaceutical Design Plasma Metabolic Profiling of Mild Cognitive Impairment and Alzheimer's Disease Using Liquid Chromatography/Mass Spectrometry
Central Nervous System Agents in Medicinal Chemistry Identifying Substrates for Endothelium-Specific Tie-2 Receptor Tyrosine Kinase from Phage-Displayed Peptide Libraries for High Throughput Screening
Combinatorial Chemistry & High Throughput Screening