Enantioselective separation of (±)-β-hydroxy-1,2,3-triazoles by supercritical fluid chromatography and high-performance liquid chromatography.

abstract：:New chiral derivatizing reagents (CDAs) derived from trans-1,2-diaminocyclohexane, having an electron-deficient aromatic substituent (either an aromatic imide or 3,5-dinitrobenzamide) and rigid structure (either an amide or a urea linker), are reported. Significant shift differences of diastereotopic protons in the 1H...

journal_title：Chirality

authors： Kaik M,Gajewy J,Grajewski J,Gawronski J

更新日期：2008-03-01 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

authors： Baranowska I,Hejniak J,Magiera S

更新日期：2016-02-01 00:00:00

abstract：:Midodrine hydrochloride is a peripheral alpha(1)-adrenoreceptor agonist that induces venous and arterial vasoconstriction. Midodrine, after oral or intravenous administration, undergoes enzymatic hydrolysis and releases deglymidodrine, a pharmacologically active metabolite. Midodrine and deglymidodrine have a chiral c...

journal_title：Chirality

authors： Quaglia MG,Farina A,Palmery M,Desideri N,Donati E,Bossù E,Strano S

更新日期：2004-07-01 00:00:00

abstract：:Novel enantiopure 1,2,4-trizole-3-thiones containing a benzensulfonamide moiety were synthesized via multistep reaction sequence starting with D-phenylalanine methyl ester and L-phenylalanine ethyl ester as a source of chirality. The chemical structures of all compounds were characterized by elemental analysis, UV, IR...

journal_title：Chirality

authors： Başaran E,Karaküçük-Iyidoğan A,Schols D,Oruç-Emre EE

更新日期：2016-06-01 00:00:00

abstract：:Homoprolinol analogs, a class of optically active γ-amino alcohols, were examined systematically in the enantioselective addition reactions of diethylzinc to aldehydes. By comparison of the results catalyzed by these γ-amino alcohols with those by the β-amino alcohols based on pyrrolidine architecture reported in the ...

journal_title：Chirality

authors： Liu CL,Wei CY,Wang SW,Peng YG

更新日期：2011-11-01 00:00:00

abstract：:A three-dimensional molecularly imprinted overoxidized polypyrrole/MnO2 /carbon felt (MIOPPy/MnO2 /CF) composites were fabricated, which results in increased active area of the surface of the molecularly imprinted polymers film and greatly improved electrochemical chiral recognition effect for tryptophan isomers. The ...

journal_title：Chirality

authors： Dong L,Liu X,Xu H,Wu D,Gao S,Zhong L,Kong Y

更新日期：2019-11-01 00:00:00

abstract：:The modern use of preparative chromatography in pharmaceutical development is illustrated by the case of a recent preclinical candidate from these laboratories. The synthesis of the candidate employed a coupling of two enantiopure intermediates, each of which could be resolved using preparative chiral chromatography. ...

journal_title：Chirality

authors： Leonard WR Jr,Henderson DW,Miller RA,Spencer GA,Sudah OS,Biba M,Welch CJ

更新日期：2007-09-01 00:00:00

abstract：:Human carboxylesterase 1 (hCES1) is an enzyme that plays an important role in hydrolysis of pharmaceuticals in the human liver. In this study, elucidation of the chiral recognition ability of hCES1 was attempted using indomethacin esters in which various chiral alcohols were introduced. Indomethacin was condensed with...

journal_title：Chirality

authors： Takahashi M,Takani D,Haba M,Hosokawa M

更新日期：2020-01-01 00:00:00

abstract：:Supercritical fluid chromatography (SFC) is already used for enantioseparation in the pharmaceutical industry, but it is rarely used for the separation of chiral pesticides. Comparing with high performence liquid chromatography, SFC uses much more environmnetal friendly and economic mobile phase, supercritical CO2 . I...

journal_title：Chirality

authors： Zhao L,Xie J,Guo F,Liu K

更新日期：2018-05-01 00:00:00

abstract：:Compound A, a novel disubstituted pyrrolidine acid, is a member of a new class of agents that are potentially useful for the treatment of diabetes and dyslipidemia. The absolute configuration of this compound was determined by using vibrational circular dichroism (VCD). The results are in agreement with the assignment...

journal_title：Chirality

authors： Freedman TB,Cao X,Phillips LM,Cheng PT,Dalterio R,Shu YZ,Zhang H,Zhao N,Shukla RB,Tymiak A,Gozo SK,Nafie LA,Gougoutas JZ

更新日期：2006-09-01 00:00:00

abstract：:A chiral liquid chromatography/mass spectrometry (LC/MS) bioanalytical procedure has been developed for the analysis of the antimalaric agent Fenozan B07 in dog plasma. Normal-phase chromatography involving a phenylcarbamate derivative of cellulose coated on silica gel as the chiral stationary phase was used to resolv...

journal_title：Chirality

authors： Maraschiello C,Vilageliu J,Dorronsoro I,Martinez A,Floriano P,Gómez-Acebo E

更新日期：2006-05-15 00:00:00

abstract：:C2 -symmetric N,N-bis(phosphinomethyl)amines were prepared by the thermal reaction of aromatic aldehydes with ammonia and hypophosphorus acid as previously described. Both enantiomers of C2 -symmetric N,N-bis(phosphinomethyl)amine were obtained in a high enantiomeric purity through the diastereomeric salt formation wi...

journal_title：Chirality

authors： Kaboudin B,Faghihi MR,Kazemi F,Yokomatsu T

更新日期：2015-01-01 00:00:00

abstract：:The biodegradation of the chiral phenoxyalkanoic herbicides 2-(2,4-dichlorophenoxy)propionic aid (2,4-DP) and 2-(4-chloro-2-methylphenoxy)propionic acid (MCPP) was investigated using enantioselective HPLC and chiroptical detection. Racemic mixtures of 2,4-DP and MCPP were applied to three species of turf grass, four s...

journal_title：Chirality

authors： Schneiderheinze JM,Armstrong DW,Berthod A

更新日期：1999-01-01 00:00:00

abstract：:In order to cope with the increasing number of publications on the separation of enantiomers by chromatography on a chiral stationary phase, the graphical molecular database CHIRBASE was created. In the present state, the database package covers information (structural, bibliographic, and chromatographic data) on liqu...

journal_title：Chirality

authors： Koppenhoefer B,Nothdurft A,Pierrot-Sanders J,Piras P,Popescu C,Roussel C,Stiebler M,Trettin U

更新日期：1993-01-01 00:00:00

abstract：:The straightforward synthesis of a series of enantiomerically pure Lewis basic amides by simple condensation of commercially available enantiopure diamines with picolinic acid is reported. These compounds were shown to promote the enantioselective reduction of ketoimines with trichlorosilane. Working with the model su...

journal_title：Chirality

authors： Guizzetti S,Benaglia M,Cozzi F,Rossi S,Celentano G

更新日期：2009-01-01 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

authors： Fraga CA,Barreiro EJ,da Silva EF,dos Santos AR,KV Ramos MdaC,de Aquino Neto FR

更新日期：1997-01-01 00:00:00

abstract：:According to the Ibuprofen Product-Specific Bioequivalence Guidance of the European Medicines Agency, achiral bioanalytical methods are considered acceptable for demonstration of bioequivalence of ibuprofen-containing products. The aim of this investigation is to compare the bioequivalence outcomes obtained with indiv...

journal_title：Chirality

authors： González-Rojano E,Marcotegui J,Laredo L,Gwaza L,Gordon J,Portolés A,Vargas E,Morales-Alcelay S,García-Arieta A

更新日期：2020-09-01 00:00:00

abstract：:The opening of ortho-substituted phenyl oxiranes by borohydrides is described both in aqueous and solid phases. Some remarkable differences in the regioselectivity and inversion of enantioselectivity of oxirane ring-opening are reported. The results obtained are compared with previous studies and have allowed some fac...

journal_title：Chirality

authors： Doussot J,Guy A,Siaugue JM,Ferroud C,Guieres AF

更新日期：1999-01-01 00:00:00

abstract：:4-l-menthyloxycarbonyl 5-aryl prolinates were studied as organocatalysts of a novel three-component reaction of cyclohexanone, benzoic acid, and β-nitrostyrene. The presence of ortho-halogen atom in 5-aryl fragment of the catalyst is favored for driving the formation of chiral 7a-hydroxyoctahydro-2H-indol-2-one scaffo...

journal_title：Chirality

authors： Ivantcova PM,Kudryavtsev KV

更新日期：2020-06-01 00:00:00

abstract：:Several in vivo and in vitro studies on the stereoselective potency of isoflurane enantiomers suggest beneficial effects of the (+)-(S)-enantiomer. In order to detect possible differences in the pharmacokinetics of isoflurane enantiomers, a clinical study of 41 patients undergoing general anesthesia maintained with ra...

journal_title：Chirality

authors： Schmidt R,Wahl HG,Häberle H,Dieterich HJ,Schurig V

更新日期：1999-01-01 00:00:00

abstract：:Enantioseletive toxicities of chiral pesticides have become an environmental concern recently. In this study, we evaluated the enantiomeric separation of salithion on a suite of commercial chiral columns and assessed the toxicity of enantiomers toward butyrylcholinesterase and Daphnia magna. Satisfactory separations o...

journal_title：Chirality

authors： Zhou S,Lin K,Li L,Jin M,Ye J,Liu W

更新日期：2009-11-01 00:00:00

abstract：:Environmental enantioselectivity information is important to fate assessment of chiral contaminants. Warfarin, a rodenticide and prescription medicine, is a chiral chemical but used in racemic form. Little is known about its enantioselective behavior in the environment. In this study, enantioselective degradation of w...

journal_title：Chirality

authors： Lao W,Gan J

更新日期：2012-01-01 00:00:00

abstract：:Novel chiral diisopropyl spiro bis(isoxazoline) ligands, anti-i-Pr-SPRIX and syn-i-Pr-SPRIX, were designed and synthesized. Their catalytic utility, X-ray crystallographic analyses, and complexation studies demonstrated the structural features of tetraisopropyl spiro bis(isoxazoline) ligand, i-Pr-SPRIX, which is a pro...

journal_title：Chirality

authors： Takenaka K,Lin X,Takizawa S,Sasai H

更新日期：2015-08-01 00:00:00

abstract：:Four racemic esters of (1R*,7aR*)-3,6,7,7a-tetrahydro-1-hydroxy-7a-methyl-1H-inden-5(2H)-one were prepared and subjected to hydrolysis with two types of hydrolases, including alcalase and three lipases. Alcalase and lipase showed opposite enantiopreference on these esters. Based on this result, we developed a gram-sca...

journal_title：Chirality

authors： Lo LC,Chou TC,Shie JJ

更新日期：2004-05-05 00:00:00

abstract：:Three β-keto sulfoxides (1-3) were synthesized in enantiopure form and investigated by means of circular dichroism (CD) spectroscopy, both in electronic and vibrational range (ECD, VCD), in combination with quantum chemical calculations. For compound 2, the X-ray structure was available; thus, the ECD in the solid sta...

journal_title：Chirality

authors： Górecki M,Capozzi MAM,Albano G,Cardellicchio C,Di Bari L,Pescitelli G

更新日期：2018-01-01 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

authors： Johansen TN,Frydenvang K,Ebert B,Madsen U,Krogsgaard-Larsen P

更新日期：1997-01-01 00:00:00

abstract：:The chiral separation by counter-current chromatography has made great progress in the past three decades. It has become increasingly popular in the field of chiral separation, and many applications have been introduced during the last years. This review mainly focuses on the current topics, applications, and trends i...

journal_title：Chirality

authors： Duan WD,Huang XY,Di DL

更新日期：2020-10-01 00:00:00

abstract：:Chiral pesticides are now receiving more and more attention in the food-making process. This experiment studied the enantioselective behavior of diclofop-methyl (DM) and its main metabolite, diclofop (DC), during the soy sauce brewing process. Two kinds of commonly used strains, Aspergillus oryzae and Saccharomyces ro...

journal_title：Chirality

authors： Lu Y,Zhang D,Liao Y,Diao J,Chen X

更新日期：2016-01-01 00:00:00

abstract：:Allyl nitrite, O=NOCH(2)CH=CH(2), can exist in conformations which include syn (S) and anti (A) configurations of O=N-O-C, anti or gauche (G) configurations of N-O-C-C, and syn or skew (Sk) configurations of O-C-C=C. Four of them have been observed and characterized by their microwave spectra and quantum chemical calc...

journal_title：Chirality

authors： Lee SG,Breeze L,Bohn RK,True NS

更新日期：2002-02-01 00:00:00

abstract：:Subcellular fractions of three human brain specimens were found to contain esterase activities which hydrolyzed racemic oxazepam 3-acetate (rac-OXA). All three human brain preparations were highly selective toward the S-enantiomer of rac-OXA. ...

journal_title：Chirality

authors： Yang SK,Huang A,Huang JD

更新日期：1993-01-01 00:00:00