Enantiomeric resolution and chiral recognition of racemic nicotine and nicotine analogs by .beta.-cyclodextrin complexation. Structure-enantiomeric resolution relationships in host-guest interactions

1988 ◽  
Vol 60 (19) ◽  
pp. 2120-2127 ◽  
Author(s):  
Jeffrey I. Seeman ◽  
Henry V. Secor ◽  
Daniel W. Armstrong ◽  
Karen D. Timmons ◽  
Timothy J. Ward
Keyword(s):  
Chiral Recognition ◽  
Enantiomeric Resolution ◽  
Beta Cyclodextrin ◽  
Cyclodextrin Complexation ◽  
Nicotine Analogs

Chiral Recognition and Separation of Amino Acids by Means of a Copper(II) Complex of Histamine Monofunctionalized .beta.-Cyclodextrin

1994 ◽  
Vol 116 (22) ◽  
pp. 10267-10274 ◽  
Author(s):  
Roberto Corradini ◽  
Arnaldo Dossena ◽  
Giuseppe Impellizzeri ◽  
Giuseppe Maccarrone ◽  
Rosangela Marchelli ◽  
...  
Keyword(s):  
Amino Acids ◽  
Chiral Recognition ◽  
Beta Cyclodextrin

scholarly journals HR-DOSY and sulfoxide enantiomeric discrimination by cyclodextrin

2000 ◽  
Vol 14 (4) ◽  
pp. 203-213 ◽  
Author(s):  
Ricardo Batista Borges ◽  
Antonio Laverde Jr. ◽  
André Luiz Meleiro Porto ◽  
Anita Jocelyne Marsaioli
Keyword(s):  
Chiral Recognition ◽  
Chemical Shifts ◽  
Binding Constants ◽  
Chiral Selector ◽  
Point Of View ◽  
The Other ◽  
Stoichiometric Ratio ◽  
Enantiomeric Resolution ◽  
Rp Hplc ◽  
C Nmr

Racemic and chiral ethyl-phenylsulfoxide (solute) andβ-cyclodextrin (chiral selector) were used to compare two NMR methodologies to predict RP-HPLC enantiomeric resolution efficiency. One of them based on the classical approach involving apparent binding constants and complexation‒induced chemical shifts at saturation and the other based on13C NMR signal splittings (solute and chiral selector in stoichiometric ratio) and HR-DOSY of the same solution. We have concluded that the latter methodology is rather efficient and though more elaborate from the NMR point of view, the results are promising and constitute an alternative method to investigate chiral recognition and other supramolecular phenomena.

scholarly journals Stabilization and Reduction of Irritant Taste of Anti-inflammatory Drug Pirprofen by β-Cyclodextrin Complexation

1984 ◽  
Vol 104 (9) ◽  
pp. 990-996 ◽  
Author(s):  
TORU HIBI ◽  
MASASHI TATSUMI ◽  
MIKIO HANABUSA ◽  
RYOICHI HIGUCHI ◽  
TERUKO IMAI ◽  
...  
Keyword(s):  
Inflammatory Drug ◽  
Beta Cyclodextrin ◽  
Cyclodextrin Complexation ◽  
Anti Inflammatory

Approach to direct chiral recognition of some terpenic hydrocarbon constituents of essential oils by gas chromatography systems via α-cyclodextrin complexation

1991 ◽  
Vol 543 ◽  
pp. 171-177 ◽  
Author(s):  
Renata J. Ochocka ◽  
Danuta Sybilska ◽  
Monika Asztemborska ◽  
Joanna Kowalczyk ◽  
Janiona Goronowicz
Keyword(s):  
Gas Chromatography ◽  
Essential Oils ◽  
Chiral Recognition ◽  
Cyclodextrin Complexation

Effect of hydroxypropyl methylcellulose on beta cyclodextrin complexation of praziquantel in solution and in solid state

2016 ◽  
Vol 85 (1-2) ◽  
pp. 151-160 ◽  
Author(s):  
Layany Carolyny da Silva Mourão ◽  
Daiane Rafaela M. Ribeiro Batista ◽  
Sara Braga Honorato ◽  
Alejandro Pedro Ayala ◽  
Waldenice de Alencar Morais ◽  
...  
Keyword(s):  
Solid State ◽  
Hydroxypropyl Methylcellulose ◽  
Beta Cyclodextrin ◽  
Cyclodextrin Complexation

Chiral recognition of l-tryptophan with beta-cyclodextrin-modified biomimetic single nanochannel

2015 ◽  
Vol 51 (15) ◽  
pp. 3135-3138 ◽  
Author(s):  
Ganhua Xie ◽  
Wei Tian ◽  
Liping Wen ◽  
Kai Xiao ◽  
Zhen Zhang ◽  
...  
Keyword(s):  
Amino Acid ◽  
Essential Amino Acid ◽  
Chiral Recognition ◽  
Beta Cyclodextrin ◽  
First Time

We realized the chiral recognition of an essential amino acid with a biomimetic nanochannel system for the first time.

scholarly journals Enhanced Bioavailability of Acetohexamide by β-Cyclodextrin Complexation

1980 ◽  
Vol 100 (9) ◽  
pp. 903-909 ◽  
Author(s):  
KANETO UEKAMA ◽  
NAOKI MATSUO ◽  
FUMITOSHI HIRAYAMA ◽  
HISASHI ICHIBAGASE ◽  
KAZUHIKO ARIMORI ◽  
...  
Keyword(s):  
Beta Cyclodextrin ◽  
Cyclodextrin Complexation

scholarly journals Chromatographic and Computational Studies on the Chiral Recognition of Sulfated β-Cyclodextrin on Enantiomeric Separation of Milnacipran

2020 ◽  
Author(s):  
Pranav Pathak ◽  
Evans C. Coutinho ◽  
Krishnapriya Mohanraj ◽  
Elvis Martis ◽  
Vikalp Jain
Keyword(s):  
Molecular Docking ◽  
Mobile Phase ◽  
Chiral Recognition ◽  
Cost Effective ◽  
Enantiomeric Separation ◽  
Enantiomeric Resolution ◽  
Recognition Mechanism ◽  
Column Temperature ◽  
Successful Resolution ◽  
Experimental Findings

<p></p><p>A new, cost-effective and fast chromatographic method using sulfated β-cyclodextrin (SβCD) as a chiral mobile phase additive (CMPA) was developed and validated for the enantiomeric separation of milnacipran. Milnacipran is an anti-depressant drug. Levo-milnacipran is the active enantiomer with less adverse effects than dextro-milnacipran. Hence, it is imperative to separate the enantiomers of milnacipran. Various parameters affecting enantiomeric resolution, for instance, the effect of type and concentration of cyclodextrins, the effect of pH of the mobile phase, effect of type and concentration of the organic solvent in the mobile phase and effect of type of achiral column, were investigated. We demonstrated successful resolution of enantiomers of milnacipran on reverse-phase HPLC with Kinetex C8 column (150x4.6mm, 5µ), using a mobile phase consisting of 18:82 v/v acetonitrile: 10mM sodium dihydrogen orthophosphate dihydrate buffer pH 3.0 (adjusted with orthophosphoric acid) containing 10mM SβCD with a flow rate 1.0 ml/minute. The column temperature was ambient and UV detection was carried out at 227 nm with an injection volume of 20µl. This method for enantiomeric separation of milnacipran was validated in accordance with ICH guidelines and successfully applied to the marketed formulation of Levomilnacipran. Furthermore, molecular docking was used to identify the chiral recognition mechanism. The results of molecular docking corroborated with our experimental findings.</p><br><p></p>

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