scholarly journals Chromatographic and spectroscopic studies on β-cyclodextrin functionalized ionic liquid as chiral stationary phase: Enantioseparation of NSAIDs

2017 ◽  
Vol 36 (1-2) ◽  
pp. 130-148 ◽  
Author(s):  
Nurul Yani Rahim ◽  
Kheng Soo Tay ◽  
Sharifah Mohamad
Keyword(s):  
Ionic Liquid ◽  
Stationary Phase ◽  
Chiral Stationary Phase ◽  
Stationary Phases ◽  
Spectroscopic Studies ◽  
Inclusion Complex Formation ◽  
H Nmr ◽  
Inflammatory Drugs ◽  
And Performance ◽  
Multiple Interactions

Recently, we reported a new chiral stationary phase prepared using β-cyclodextrin functionalized with aromatic ionic liquid which is aimed to enhance the performance of enantioseparation of flavonoids and β-blockers. In this paper, the characteristics and performance of previously prepared chiral stationary phase denoted as β-CD-BIMOTs were compared with the newly synthesized chiral stationary phase denoted as β-CD-DIMOTs. β-CD-DIMOTs were prepared by functionalization of β-cyclodextrin with aliphatic ionic liquid. The obtained β-CD-BIMOTs and β-CD-DIMOTs stationary phases were compared with native β-CD stationary phase for the enantioseparation of non-steroidal anti-inflammatory drugs (NSAIDs) (ibuprofen, indoprofen, ketoprofen and fenoprofen). The β-CD-BIMOTs stationary phase showed greater chiral resolution capabilities rather than β-CD-DIMOTs and native β-CD stationary phases. Further, in order to understand the interaction of enantioseparation, the inclusion complex formation between NSAIDs and β-CD-BIMOTs was studied using 1H NMR, NOESY and UV/Vis. The enantioseparated NSAIDs were found to form multiple interactions with β-CD-BIMOTs-CSP.

Chiral stationary phases consisting of π-conjugated polymers bearing glucose-linked biphenyl units: reversible switching of resolution abilities based on a coil-to-helix transition

2017 ◽  
Vol 8 (29) ◽  
pp. 4190-4198 ◽  
Author(s):  
Tomoyuki Ikai ◽  
Seiya Awata ◽  
Tomoya Kudo ◽  
Ryoma Ishidate ◽  
Katsuhiro Maeda ◽  
...  
Keyword(s):  
Stationary Phase ◽  
Conjugated Polymers ◽  
Chiral Stationary Phase ◽  
Stationary Phases ◽  
Chiral Stationary Phases

We have succeeded in developing a novel chiral stationary phase that can reversibly switch resolution abilities based on a coil-to-helix transition in a column.

scholarly journals Synthesis and Performance of Ferrocene-Bonded Chiral Stationary Phase for RP-HPLC

2014 ◽  
Vol 26 (14) ◽  
pp. 4465-4468 ◽  
Author(s):  
Hui-Jing Li ◽  
Zhi-Fang Song ◽  
Junqiang Yu ◽  
Yang Li ◽  
Ling Feng ◽  
...  
Keyword(s):  
Stationary Phase ◽  
Chiral Stationary Phase ◽  
Rp Hplc ◽  
And Performance

Enantioseparation of Cinacalcet, and its Two Related Compounds by HPLC with Self-Made Chiral Stationary Phases and Chiral Mobile Phase Additives

2019 ◽  
Vol 15 (2) ◽  
pp. 200-209
Author(s):  
Canyu Yang ◽  
Ji Li ◽  
Yanyun Yao ◽  
Chen Qing ◽  
Baochun Shen
Keyword(s):  
Stationary Phase ◽  
Mobile Phase ◽  
High Performance ◽  
Chiral Stationary Phase ◽  
Stationary Phases ◽  
Chiral Stationary Phases ◽  
Starting Material ◽  
Mobile Phase Additives ◽  
Chiral Mobile Phase Additives ◽  
Related Compounds

Background: Cinacalcet is one of the second-generation calcimimetics which consists of a chiral center. The pharmacological effect of R-cinacalcet is 1000 times greater than that of the Scinacalcet. As mentioned in many literatures, 1-(1-naphthyl)ethylamine is used as the starting material for the synthesis of cinacalcet. The absolute structure of cinacalcet is influenced by the starting materials. Methods: We present the chiral separation of cinacalcet and its starting material, 1-(1-naphthyl) ethylamine along with one of its intermediates, N-(1-(naphthalen-1-yl) ethyl)-3- (3-(trifluoromethyl) phenyl) propanamide by high-performance liquid chromatography with chiral stationary phase and chiral mobile phase additives. Results: On vancomycin and cellulose tri 3,5-dimethylphenylcarbamate) chiral stationary phase, cinacalcet and 1-(1-naphthyl)ethylamine achieved enantioseparation under normal phase with addition of triethylamine additives, respectively. Meanwhile, 1-(1-naphthyl)ethylamine and N-(1-(naphthalen-1- yl)ethyl)-3-(3-(trifluoromethyl) phenyl) propanamide achieved enantioseparation on 1-napthalene vancomycin chiral stationary phase using D-tartaric acid, diethyl L-tartrate and diethyl D-tartrate as chiral mobile phase additives. Conclusion: The chiral recognition in our experiment was based on the hydrogen-bonding, dipoledipole and π-π interactions among the solutes, chiral stationary phases and chiral mobile phase additives. In addition, the space adaptability of chiral stationary phases also affected the separation efficacy.

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