Optically pure 2-(quinolin-8-yloxy)cyclohexan-1-ol as a practical agent for molecular recognition by NMR and fluorescence spectroscopy

2018 ◽  
Vol 54 (78) ◽  
pp. 11037-11040 ◽  
Author(s):  
Aditya N. Khanvilkar ◽  
Ashutosh V. Bedekar

Optically pure 2-(quinolin-8-yloxy)cyclohexan-1-ol 1, obtained via simple chemical and bio-catalytic steps, was used as a chiral solvating agent for molecular recognition of the enantiomers of acids.

ChemInform ◽  
2010 ◽  
Vol 30 (24) ◽  
pp. no-no
Author(s):  
Peter Huszthy ◽  
Erika Samu ◽  
Borbala Vermes ◽  
Gabriella Mezey-Vandor ◽  
Mihaly Nogradi ◽  
...  

2020 ◽  
Vol 22 (1) ◽  
pp. 144
Author(s):  
Roberta Franzini ◽  
Marco Pierini ◽  
Andrea Mazzanti ◽  
Antonia Iazzetti ◽  
Alessia Ciogli ◽  
...  

The presence of stereogenic elements is a common feature in pharmaceutical compounds, and affording optically pure stereoisomers is a frequent issue in drug design. In this context, the study of the chiral molecular recognition mechanism fundamentally supports the understanding and optimization of chromatographic separations with chiral stationary phases. We investigated, with molecular docking, the interactions between the chiral HPLC selector Whelk-O1 and the stereoisomers of two bioactive compounds, the antiviral Nevirapine and the anticonvulsant Oxcarbazepine, both characterized by two stereolabile conformational enantiomers. The presence of fast-exchange enantiomers and the rate of the interconversion process were studied using low temperature enantioselective HPLC and VT-NMR with Whelk-O1 applied as chiral solvating agent. The values of the energetic barriers of interconversion indicate, for the single enantiomers of both compounds, half-lives sufficiently long enough to allow their separation only at critically sub-ambient temperatures. The chiral selector Whelk-O1 performed as a strongly selective discriminating agent both when applied as a chiral stationary phase (CSP) in HPLC and as CSA in NMR spectroscopy.


Tetrahedron ◽  
1999 ◽  
Vol 55 (5) ◽  
pp. 1491-1504 ◽  
Author(s):  
Péter Huszthy ◽  
Erika Samu ◽  
Borbála Vermes ◽  
Gabriella Mezey-Vándor ◽  
Mihály Nógrádi ◽  
...  

2021 ◽  
Author(s):  
Hicham Zaroual ◽  
El Mestafa El Hadrami ◽  
Romdhane Karoui

This study examines the feasibility of using front face fluorescence spectroscopy (FFFS) to authenticate 41 virgin olive oil (VOO) samples collected from 5 regions in Morocco during 2 consecutive crop seasons.


2009 ◽  
Author(s):  
Wajih Al‐Soufi ◽  
Mercedes Novo ◽  
Jorge Bordello ◽  
Daniel Granadero

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