Article
Chemistry, Multidisciplinary
Shirong Cao, Qianyun Ma, Ye Liu, Jiayu Zhang, Zhaokun Wang
Summary: In this study, direct chiral separation of ofloxacin enantiomers using a Chiral MD (2) column as a chiral stationary phase (CSP) by normal phase HPLC method was achieved, and the method was applied to the quality control of two commercial pharmaceuticals containing ofloxacin racemate and S-enantiomer, respectively. The results showed that the addition of acid and alkaline additives to the mobile phase simultaneously was crucial for improving the enantiomeric resolution. Molecular docking research revealed that the binding energy difference between each enantiomer and CSP was maximized when the ofloxacin molecule was non-ionized, explaining the necessity of both acid and alkaline additives in the enantioseparation. Computer simulation results further demonstrated the involvement of hydrogen bonding, hydrophobic effects, and pi-pi stacking in the stereoselective interaction, leading to the chiral separation of ofloxacin enantiomers.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Daniel F. Kawano, Bruna Z. Costa, Katherine L. Romero-Orejon, Hugo C. Loureiro, Dosil P. de Jesus, Anita J. Marsaioli
Summary: In this study, a 5-hexyl-2-methyl-3,4-dihydro-2H-pyrrole was synthesized and enantiomers were successfully separated using capillary electrophoresis. The experiment demonstrated that one enantiomer exhibited higher affinity for the chiral selector.
Article
Biochemical Research Methods
Genlin Sun, Weiyang Tang, Yao Lu, Kyung Ho Row
Summary: Biphasic chiral recognition was successfully applied for enantioseparation of acidic drugs in capillary electrochromatography, achieving outstanding separation efficiency and stability. The biphasic recognition system composed of beta-cyclodextrin additive and monolithic chiral stationary phase showed promising prospects for efficient enantioseparation of chiral compounds.
JOURNAL OF CHROMATOGRAPHY A
(2022)
Article
Biochemical Research Methods
Mari-Luiza Konjaria, Rusudan Kakava, Alessandro Volonterio, Bezhan Chankvetadze, Gerhard K. E. Scriba
Summary: This study evaluated the enantioseparation of 16 chiral compounds using capillary electrophoresis with charged cyclodextrins as chiral selectors. It found that randomly substituted cyclodextrins showed good separation ability for the model analytes. The study also discovered the influence of complexation constants and complex mobilities on the migration order of enantiomers.
JOURNAL OF CHROMATOGRAPHY A
(2022)
Article
Chemistry, Analytical
Ru Liu, Boning Gu, Meijun Chen, Jiannong Ye, Qingcui Chu
Summary: Enantioseparation of adrenergic receptor agonists using a binary chiral electrophoretic separation system based on deep eutectic solvents (DESs) and cyclodextrin derivatives was investigated. The effects of solvent and buffer conditions on resolution were studied, and the mechanism of DESs enhancing separation was explored. The developed methods showed high sensitivity and accuracy and were successfully applied for the analysis of chiral drugs.
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS
(2023)
Article
Biochemical Research Methods
Ann Gogolashvili, Ketevan Lomsadze, Lali Chankvetadze, Nino Takaishvili, Paola Peluso, Roberto Dallocchio, Antonio Salgado, Bezhan Chankvetadze
Summary: The study investigated the recognition power and affinity patterns of various cyclodextrins towards the enantiomers of tetrahydrozoline using capillary electrophoresis. The affinity and selectivity were strongly influenced by the cavity size and substituent type on the cyclodextrin rims. It was also found that enantiomers exhibited opposite affinity patterns towards different cyclodextrins.
JOURNAL OF CHROMATOGRAPHY A
(2021)
Article
Biochemical Research Methods
Zuo La, Cecile Danel, Gaelle Grolaux, Julie Charton, Christophe Furman, Emmanuelle Lipka
Summary: A capillary electrokinetic chromatography method has been developed for sterioisomeric separation of a neutral, hydrophobic compound with multiple chiral centers, successfully separating eight isomers. The background electrolyte containing three cyclodextrins was found to be crucial for the separation process.
Article
Chemistry, Physical
Ang Li, Siru Ren, Chuanjiang Teng, Hongmei Liu, Qi Zhang
Summary: Deep eutectic solvents (DESs) have potential applications as additives/modifiers in chiral electrokinetic chromatography (EKC) and can moderately improve the enantioseparation performance. The improvement is mainly attributed to the contribution of hydrogen-bond acceptors (HBAs) rather than hydrogen-bond donors (HBDs). However, using chiral DESs does not show obvious advantages compared to achiral DESs, which is different from the performance of chiral ionic liquids (ILs) as additives in chiral EKC.
JOURNAL OF MOLECULAR LIQUIDS
(2022)
Article
Chemistry, Analytical
Petra Sazelova, Veronika Solinova, Tereza Schimperkova, Jiri Jiracek, Vaclav Kasicka
Summary: Chiral CE methods were used to separate and identify the configuration of the tyrosine residue in β-Ala-Tyr, and to evaluate the enantiopurity of its synthetic isomers and derivatives. The results showed that the isolated β-Ala-Tyr was pure L-enantiomer.
JOURNAL OF SEPARATION SCIENCE
(2022)
Article
Multidisciplinary Sciences
Melania Carcu-Dobrin, Gabriel Hancu, Lajos Attila Papp, Ibolya Fulop, Hajnal Kelemen
Summary: Chirality, a property of asymmetry, plays a crucial role in determining the pharmacokinetic and pharmacological profiles of optically active pharmaceuticals. A new chiral separation method for VER enantiomers by CE using CDs was successfully developed, achieving efficient enantiomeric separation and optimization through experimental design.
Article
Chemistry, Multidisciplinary
Ning Zhang, Siyu Guo, Bolin Gong
Summary: A novel bridged bis(beta-cyclodextrin) chiral stationary phase (HTCDP) was synthesized for the first time, showing superior enantiomer separation and chiral recognition abilities. By optimizing chromatographic conditions, HTCDP successfully separated 19 analytes with high resolution, outperforming the native beta-CD chiral stationary phase (CDCSP).
Article
Chemistry, Analytical
Xiaofei Ma, Bohua Chen, Liangliang Cai
Summary: This study utilized chiral ionic liquids to enhance the enantioseparation performance of a traditional chiral selector in capillary electrophoresis. Two polyhydroxy compound-based chiral ionic liquids were designed and used as additives for chiral separation, leading to improved enantioseparations of various model drugs. The chiral recognition mechanism was elucidated through spectroscopic and computational analyses.
JOURNAL OF SEPARATION SCIENCE
(2022)
Article
Biochemical Research Methods
Katerina A. Ioannou, Atalanti Christou, Ioannis J. Stavrou, Martin G. Schmid, Constantina P. Kapnissi-Christodoulou
Summary: A simple and easy-to-prepare electrophoretic method was developed for the enantioseparation of amphetamine and cathinone derivatives in this study. Different types of chiral selectors were utilized, with the most effective ones identified for optimal resolution and analysis time.
Article
Chemistry, Analytical
Chengchen Zhang, Xiaofei Ma
Summary: A synergistic system for enantioseparation in capillary electrophoresis (CE) with a chiral ionic liquid (CIL) based on D-10-camphorsulfonic acid as an additive and carboxymethyl-beta-cyclodextrin (CM-beta-CD) as the chiral selector is presented in this work. The proposed method showed excellent enantioseparation performance towards sixteen chiral drugs, with notably improved resolution (Rs) and selectivity factor (alpha) compared to the single CM-beta-CD system. Several key parameters were investigated, and Statistical Product and Service Solutions (SPSS) was used to prove the potential synergistic effect. The nuclear magnetic resonance (NMR) results further demonstrated the function of the CIL and the superiority of the synergistic system. Chiral impurity determination of chlorpheniramine maleate sample was successfully carried out using the established method.
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS
(2023)
Review
Biochemistry & Molecular Biology
Gabriel Hancu, Lajos Attila Papp, Gergo Toth, Hajnal Kelemen
Summary: The use of dual CD systems in pharmaceutical analysis enhances enantioseparation selectivity by simultaneous interaction with two chiral selectors. The review explains theoretical aspects of enantiomer separation and highlights the advantages, disadvantages, potential, and new directions in this chiral analysis field.