Abstract:
:Flurbiprofen is a kind of nonsteroidal anti-inflammatory drug, which has been widely used in clinic for treatment of rheumatoid arthritis and osteoarthritis. It has been reported that S-flurbiprofen shows good performance on clinic anti-inflammatory treatment, while R-enantiomer almost has no pharmacological activities. It has important practical values to obtain optically pure S-flurbiprofen. In this work, chiral ionic liquids, which have good structural designability and chiral recognize ability, were selected as the extraction selector by the assistance of quantum chemistry calculations. The distribution behaviors of flurbiprofen enantiomers were investigated in the extraction system, which was composed of organic solvent and aqueous phase containing chiral ionic liquid. The results show that maximum enantioselectivity up to 1.20 was attained at pH 2.0, 25°C using 1,2-dichloroethane as organic solvent, 1-butyl-3-methylimidazole L-tryptophan ([Bmim][L-trp]) as chiral selector. The racemic flurbiprofen initial concentration was 0.2 mmol L-1 , and [Bmim][L-trp] concentration was 0.02 mol L-1 . Furthermore, the recycle of chiral ionic liquids has been achieved by reverse extraction process of the aqueous phase with chiral selector, which is significant for industrial application of chiral ionic liquids and scale-up of the extraction process.
journal_name
Chiralityjournal_title
Chiralityauthors
Cui X,Ding Q,Shan RN,He CH,Wu KJdoi
10.1002/chir.23071subject
Has Abstractpub_date
2019-06-01 00:00:00pages
457-467issue
6eissn
0899-0042issn
1520-636Xjournal_volume
31pub_type
杂志文章相关文献
CHIRALITY文献大全abstract::The electronic circular dichroism (ECD) spectra of two sesquiterpenoids (1 and 2) related to oplopanone, obtained from a methanolic extract of the plant Serphidium stenocephalum (Artemisia stenocephala), were measured and reproduced by means of time-dependent density functional theory (TDDFT) calculations, establishin...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22263
更新日期:2014-01-01 00:00:00
abstract::A rapid and effective RP-UHPLC-DAD method for enantioseparation of three flavanones, i.e., flavanone, naringenin, and hesperetin, was developed and validated. Chromatographic separation of the analytes was performed using a Chiralpak AD-3R analytical column under reverse phase conditions with methanol as the mobile ph...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22559
更新日期:2016-02-01 00:00:00
abstract::(R)-(+) and (S)-(-)-1-phenylethylamine have been shown to promote highly diastereoselective and complementary enantioselective formal [3 + 2]carbocyclization reactions between 2,3-butanedione and conjugated nitroalkenes with formation of enantiomerically rich 2-hydroxy-3-nitrocyclopentanone derivatives. The reactions ...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22088
更新日期:2012-12-01 00:00:00
abstract::(R,R)-formoterol was synthesized in seven steps with 4-hydroxyl-3-nitro-acetophenone as the starting material. The key intermediate, the chiral secondary alcohol 4, was prepared via Rh-catalyzed asymmetric transfer hydrogenation with (S,S)-PEGBsDPEN as the ligand and sodium formate as the hydrogen donor under mild con...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20728
更新日期:2010-02-01 00:00:00
abstract::The versatility of a previously developed method for the synthesis of chiral carbene-based palladacycles is demonstrated through the synthesis of two new chiral pyridine-functionalized N-heterocyclic carbene palladacycles with different wingtip groups. The efficiency in their resolution with different counter anions a...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22116
更新日期:2013-03-01 00:00:00
abstract::Chiral fungicide prothioconazole has a wide range of antifungal spectrum; however, little research has been conducted to evaluate prothioconazole on an enantiomeric level. Five target pathogens and three common aquatic organisms were tested for the enantioselective bioactivity and toxicity of prothioconazole in this w...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.23075
更新日期:2019-06-01 00:00:00
abstract::Six enantiomeric pairs of TADDOL-s gathered in two series with either methyl (series A) or phenyl (series B) substituent in 2-position of the dioxolane ring were studied by vibrational circular dichroism (VCD). Experimental IR and VCD spectra associated with density functional theory (DFT) calculations showed that the...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20829
更新日期:2010-01-01 00:00:00
abstract::The optically active mixed-ligand fac(S)-tris(thiolato)rhodium(III) complexes, ΔL -fac(S)-[Rh(aet)2 (L-cys-N,S)](-) (aet = 2-aminoethanethiolate, L-cys = L-cysteinate) () and ΔLL -fac(S)-[Rh(aet)(L-cys-N,S)2 ](2-) were newly prepared by the equatorial preference of the carboxyl group in the coordinated L-cys ligand. T...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22546
更新日期:2016-01-01 00:00:00
abstract::In the past years, enantioanalysis became very important for clinical analysis; biomarkers/substances of biomedical importance with chiral structure should be analyzed and their presence correlated with the specific disorder. Therefore, we developed a method for the assay of l- and d-glucose, based on molecular recogn...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22843
更新日期:2018-05-01 00:00:00
abstract::An environmental and sensitive sample pretreatment method was established and combined with high-performance liquid chromatography (HPLC) for the analysis of tetracycline hydrochloride (TC) in feed water and lake water. One element small molecule alcohol-salt aqueous two-phase system (ATPS) cannot effectively adjust t...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.23080
更新日期:2019-09-01 00:00:00
abstract::We have developed an improved circular dichroism (CD) and linear dichroism (LD) simultaneous measurement system for the vacuum ultraviolet (VUV) region by polarization modulation techniques using a four-period Onuki-type crossed undulator as a polarized light source. The system has been constructed at the VUV beamline...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20234
更新日期:2006-02-01 00:00:00
abstract::1alpha,25-Dihydroxyvitamin D(3) (1alpha,25(OH)2D3) has been shown to modulate not only proliferation and differentiation, but also apoptosis in malignant cells, indicating that it could be useful for the treatment of cancer and psoriasis. However, little information has been available on the binding conformation of th...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.1046
更新日期:2001-07-01 00:00:00
abstract::Ninety isolates of microorganisms belonging to different taxonomical groups (30 bacteria, 20 yeast, and 40 fungi) were previously isolated from various samples. These isolates were screened as reducing agents for acetophenone 1a to phenylethanol 2a. It was found that the isolate EBK-10 was the most effective biocataly...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20846
更新日期:2010-10-01 00:00:00
abstract::Chirality is often glossed over in theoretical or experimental discussions concerning the origin of life, but the ubiquity of homochiral building blocks in known biological systems demands explanation. Information theory can provide a quantitative framework for understanding the role of chirality in biology. Here I sh...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20590
更新日期:2009-03-01 00:00:00
abstract::Origin(s) of biological chirality appear(s) to be intimately connected to origin(s) of life. Prebiotic evolution toward these important turning points can be traced back to single chiral molecules. These can be small (monomeric) units as amino acids or monosaccharides or oligomers as oligo-RNA type molecules. Earlier ...
journal_title:Chirality
pub_type: 评论,杂志文章
doi:10.1002/chir.20796
更新日期:2011-01-01 00:00:00
abstract::In order to investigate the chiral benzedrine molecules corresponding to their different characteristics in biochemical systems, we studied their interaction with D3 R using the docking method, molecular dynamic simulation, and quantum chemistry. The obtained results indicate that the active residues for R-benzedrine ...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22630
更新日期:2016-10-01 00:00:00
abstract::The adsorption of heptahelicene, a helically shaped polyaromatic hydrocarbon (C(30)H(18)), on a Cu(111) surface was studied by means of thermal desorption mass spectrometry (TDMS) and low energy electron diffraction (LEED) at temperatures between 130-1,000 K under ultrahigh vacuum (UHV) conditions. The molecule in the...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.10006
更新日期:2001-01-01 00:00:00
abstract::Both epimers of the naturally occurring nonproteinogenic amino acid L-cyclopentenylglycine, (2S,1'S)- and (2S, 1'R)-2-(cyclopent-2'-enyl)glycine, were obtained via a procedure involving condensation of 3-chlorocyclopentene with diethyl acetylaminomalonate, deethoxycarbonylation, chromatographic separation of the resul...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/1520-636X(2000)12:9<665::AID-CHIR4>3.0.CO;
更新日期:2000-10-01 00:00:00
abstract::The improvement of the biocatalytic reduction of 2-allyl-carboethoxy-cyclopentanone (2) to the corresponding cyclopentanol derivative (+)-(1R,2R)-(1) was accomplished employing baker's yeast in organic media. This chiral cyclopentanol derivative (1), analyzed by high resolution gas chromatography performed over beta-c...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/(SICI)1520-636X(1997)9:4<321::AID-CHIR1>3.
更新日期:1997-01-01 00:00:00
abstract::A method is described for the HPLC analysis of oxamniquine enantiomers in liver fraction incubates, using a second-generation alpha 1-acid glycoprotein-based column (Chiral-AGP). Oxamniquine is extracted from the incubation media by liquid-liquid extraction, using diethyl ether. The dried residue is redissolved in elu...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.530020413
更新日期:1990-01-01 00:00:00
abstract::A series of representative optically active derivatives of 4-hydroxy-5-alkylcyclopent-2-en-1-one were prepared from the respective 2-furyl methyl carbinols via the Piancatelli rearrangement followed by the enzymatic kinetic resolution of racemates. Applicability of chiroptical methods (experimental and calculated elec...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22322
更新日期:2014-06-01 00:00:00
abstract::A simple one-dimensional (13)C NMR method is presented to discriminate between stereoisomers of organic compounds with more than one chiral center. By means of this method it is possible to discriminate between all eight stereoisomers of α-tocopherol. To achieve this the chiral solvating agent (S)-(+)-1-(9-anthryl)-2,...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22535
更新日期:2015-11-01 00:00:00
abstract::In this computational study, we illustrate a method for computing phosphorescence and circularly polarized phosphorescence spectra of molecular systems, which takes into account vibronic effects including both Franck-Condon and Herzberg-Teller contributions. The singlet and triplet states involved in the phosphorescen...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22864
更新日期:2018-07-01 00:00:00
abstract::A new enantiomerically pure P-chiral phosphine, (S)-cyclohexylmethyl- (1-naphthyl)phosphine (1) was prepared by phosphine-borane methodology and used in a mechanistic study of the Mitsunobu reaction. Enantiomerically enriched (S)-cyclo- hexylmethyl(1-naphtyl)phosphine oxide (8) is obtained if the reaction proceeds thr...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/(SICI)1520-636X(2000)12:5/6<346::AID-CHIR8
更新日期:2000-06-01 00:00:00
abstract::To investigate the impacts of the widely used chiral herbicide fenoxaprop-ethyl (FE) on aquatic organisms, the enrichment, metabolism, acute toxicity, and oxidative stress of fenoxaprop-ethyl and its main metabolites fenoxaprop (FA), ethyl-2-(4-hydroxyphenoxy)propanoate (EHPP), 2-(4-hydroxyphenoxy)propanoic acid (HPPA...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.23222
更新日期:2020-07-01 00:00:00
abstract::SCH 56592 is a novel triazole antifungal agent that is active both orally and intravenously in animal models of infection. This compound is in Phase II-III clinical trials for the treatment of systemic fungal infections. SCH 56592 is a single enantiomer with four stereogenic centers; therefore, it was necessary to eva...
journal_title:Chirality
pub_type: 临床试验,杂志文章
doi:10.1002/1520-636X(2000)12:7<590::AID-CHIR7>3.0.CO;
更新日期:2000-07-01 00:00:00
abstract::The present study describes a generic strategy using capillary electrophoretic (CE) method for chiral enantioseparation of anti-Alzheimer drugs, namely, donepezil (DON), rivastigmine (RIV), and antifungal drugs, namely, ketoconazole (KET), Itraconazole (ITR), fluconazole (FLU), and sertaconazole (SRT) in which these d...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22777
更新日期:2018-02-01 00:00:00
abstract::We have previously shown that (RS)-2-amino-2-(5-tert-butyl-3-hydroxyisoxazol-4-yl)acetic acid (ATAA) is an antagonist at N-methyl-D-aspartic acid (NMDA) and (RS)-2-amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propionic acid (AMPA) receptors. We have now resolved ATAA via diastereomeric salt formation using N-BOC protected...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/(SICI)1520-636X(1997)9:5/6<529::AID-CHIR20
更新日期:1997-01-01 00:00:00
abstract::We present a new concept of synthesis for preparation of molecularly imprinted polymers using a functionalized initiator to replace the traditional functional monomer. Using propranolol as a model template, a carboxyl-functionalized radical initiator was demonstrated to lead to high-selectivity polymer particles prepa...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.23167
更新日期:2020-03-01 00:00:00
abstract::Ibuprofen was used to demonstrate that isolated rat hepatocytes offer a suitable in vitro model to investigate the metabolic chiral inversion of anti-inflammatory 2-arylpropionic acids (profens). The inversion of the pharmacologically inactive (-)-(R)-ibuprofen to the active (+)-(S)-ibuprofen was shown to obey apparen...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.530020203
更新日期:1990-01-01 00:00:00