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 individual R and S ibuprofen enantiomers and the sum of both enantiomers from bioequivalence studies in which new intravenous ibuprofen products were compared with oral ibuprofen products. Bioequivalence was assessed for S and R enantiomers of ibuprofen and the sum of both enantiomers, which was calculated to represent the results that would have been obtained with an achiral assay. The infusion rates of 15, 20, and 30 minutes modify the maximum concentration (Cmax ) of the intravenous administrations. In contrast, the time when the maximum concentration is observed (Tmax ) was insensitive to detect differences in input rate within this range of infusion times. The eutomer S-ibuprofen is the least sensitive analyte to detect differences in input rate; therefore, the regulatory acceptance of achiral bioanalytical methods for ibuprofen bioequivalence studies is justified because the sum of both enantiomers is more discriminative than the chiral methods where only the eutomer is used for regulatory decisions.
journal_name
Chiralityjournal_title
Chiralityauthors
González-Rojano E,Marcotegui J,Laredo L,Gwaza L,Gordon J,Portolés A,Vargas E,Morales-Alcelay S,García-Arieta Adoi
10.1002/chir.23258subject
Has Abstractpub_date
2020-09-01 00:00:00pages
1169-1177issue
9eissn
0899-0042issn
1520-636Xjournal_volume
32pub_type
杂志文章相关文献
CHIRALITY文献大全abstract::Three aldohexoses, glucose, galactose, and mannose, and three aldopentoses, arabinose, xylose, and ribose, were derivatized with L-tryptophanamide (L-TrpNH2 ) under alkaline conditions. Using a basic mobile phase (pH 9.2), the three aldohexoses or the three aldopentoses were simultaneously enantioseparated, respective...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22456
更新日期:2015-07-01 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
pub_type: 杂志文章
doi:10.1002/chir.22467
更新日期:2015-08-01 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
pub_type: 杂志文章
doi:10.1002/chir.20253
更新日期:2006-05-15 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
pub_type: 杂志文章
doi:10.1002/(SICI)1520-636X(1999)11:7<541::AID-CHIR5>3
更新日期:1999-01-01 00:00:00
abstract::The simultaneous disposition of fenoprofen enantiomers in synovial fluid and plasma was studied in 11 patients with arthritis and chronic knee effusions treated with a single oral dose of 600 mg rac-fenoprofen. A plasma sample and a synovial fluid sample were collected simultaneously from each patient up to 16 h after...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20374
更新日期:2007-05-05 00:00:00
abstract::Anodic oxidation of 1-acetoxy-3,4-dihydronaphthalene (1) and alpha-acetoxy-beta-alkylstyrenes (3) at -78 degrees C in a mixed solvent of acetonitrile (CH(3)CN), tetrahydrofuran (THF), and acetic acid (AcOH) containing (S)-tetraethylammonium camphorsulfonate as a chiral supporting electrolyte brought about enantioselec...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.10165
更新日期:2003-01-01 00:00:00
abstract::Solid phase extraction (SPE)-chiral separation of the important drugs pheniramine, oxybutynin, cetirizine, and brinzolamide was achieved on the C18 cartridge and AmyCoat (150 x 46 mm) and Chiralpak AD (25 cm x 0.46 cm id) chiral columns in human plasma. Pheniramine, oxybutynin, cetirizine, and brinzolamide were resolv...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22276
更新日期:2014-03-01 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::Cyclic triamides bearing amidino groups at the meta position of the phenyl rings were synthesized, and their conformational properties in the crystal and in solution were examined. Compound exists as a capsule-type dimer of the enantiomers with a bowl-shaped syn conformation in the crystal state. Compound exists mainl...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22476
更新日期:2015-08-01 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
pub_type: 杂志文章
doi:10.1002/chir.22836
更新日期:2018-05-01 00:00:00
abstract::Chiral discrimination in a racemic mixture of dipalmitoylphosphatidylcholine (DPPC) is induced by a new selector at the water-air interface: L-DPPC is segregated in the condensed phase of a Langmuir monolayer upon interactions with an enantiopure amphiphilic compound. ...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22508
更新日期:2015-11-01 00:00:00
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::The two enantiomers of N-acyl amide and N-ureide derivatives of 3-amino-5-phenyl-1,4-benzodiazepin-2-ones, which have been known to show anti-respiratory syncytial virus (RSV) activity, were resolved on seven different Pirkle-type chiral stationary phases (CSPs) with the use of 10% isopropyl alcohol in hexane as a mob...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20944
更新日期:2011-01-01 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
pub_type: 杂志文章
doi:10.1002/chir.20615
更新日期:2009-01-01 00:00:00
abstract::The objective of this brief highlight is to point out the central role of the exciton chirality method to gain insights on the structural basis of the recently achieved ligand gating of synthetic ion channels. This unprecedented ligand gating was achieved with an equally unprecedented transmembrane rigid-rod pi-stack ...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20221
更新日期:2006-02-01 00:00:00
abstract::Advances in the measurement, calculation, and application of vibrational circular dichroism (VCD) for the determination of absolute configuration are described. The purpose of the review is to provide an up-to-date perspective on the capability of VCD to solve problems of absolute stereochemistry for chiral molecules ...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.10287
更新日期:2003-11-01 00:00:00
abstract::An enantioseparation of the antipsychotic drug butaclamol in human plasma by high-performance liquid chromatography (HPLC) with solid phase extraction is presented. The separation was achieved on the vancomycin macrocyclic antibiotic chiral stationary phase (CSP) Chirobiotic V with a polar ionic mobile phase (PIM) con...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20001
更新日期:2004-03-01 00:00:00
abstract::An improved synthesis of the enantiomers of the new benzofurane-type antiarrhythmic compound 1 is described, which makes use of the enantiomerically pure mbe-lactol. Thus, acylation of the benzofurane 4 with acetic anhydride and subsequent bromination gave the bromoacetyl-derivative 6, which, after reduction with LiAl...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.530060417
更新日期:1994-01-01 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::Herein, we present the solution-state NMR studies on dextromethorphan (1) under both isotropic and anisotropic conditions. From the measurement of 22 residual dipolar couplings using a stretched polystyrene gel (PS), we show that accurate and detailed structural information is readily determined including the relative...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20703
更新日期:2010-01-01 00:00:00
abstract::In order to get further insight into the mechanism by which bovine serum albumin (BSA) discriminates between enantiomers of organic acids, some radioisotopically labeled, nonaromatic carboxylic acids were studied under varying mobile phase conditions. It was found for a series of N-alkanoyl-DL-[3H]leucines that the D-...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.530050503
更新日期:1993-01-01 00:00:00
abstract::Herein we report CD spectroscopic studies on complexes of (R,R)-dimethyl-, (R,R)-diisobutyl-, and (S,S)-di-sec-butyl-phenazino-18-crown-6 ligands (Scheme 1) with selected alkali (Na+, K+), alkaline earth (Mg2+, Ca2+), and transition-metal (Ag+, Zn2+, Ni2+, Cd2+, Pb2+) cations. The complexation was monitored in the 300...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20162
更新日期:2005-06-01 00:00:00
abstract::Metoprolol is available for clinical use as a racemic mixture. The S-(-)-metoprolol enantiomer is the one expressing higher activity in the blockade of the β(1)-adrenergic receptor. The α-hydroxymetoprolol metabolite also has activity in the blockade of the β(1)-adrenergic receptor. The present study describes the dev...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22102
更新日期:2013-01-01 00:00:00
abstract::Stereoselectivity in the renal secretion of carbenicillin (CBPC) was studied in rabbits. Significant renal secretion of CBPC was observed in vivo, with the secretion of the S-epimer being greater than that of the R-epimer. Stereoselective transport of CBPC was further studied in vitro using basolateral and brush borde...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/(SICI)1520-636X(1998)10:4<349::AID-CHIR10>
更新日期:1998-01-01 00:00:00
abstract::Fourier transform infrared vibrational circular dichroism (FTIR-VCD) measurements have gone through major advances in the last decade. A major thrust in these advances was to find ways that can minimize the VCD spectral artifacts and obtain the VCD signals at enhanced signal quality. However, all these advances are no...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20999
更新日期:2011-10-01 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::Antimalarial drugs have shown potential in suppressing the role of glycosaminoglycans (GAGs) in the pathology of prion protein conformational disorders (e.g. "Mad Cow" disease) by competing for sites of electrostatic interaction. In this study, circular dichroism (CD) and UV/Visible (UV/Vis) absorption spectroscopy te...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20873
更新日期:2011-01-01 00:00:00
abstract::High-performance liquid chromatography (HPLC) is a powerful method in the area of chiral separation. In this study, a method of HPLC using carboxymethyl-β-cyclodextrin (CM-β-CD) as chiral selector was developed for enantioseparation of nine indanone and tetralone derivatives. The separation was performed on a conventi...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22665
更新日期:2017-01-01 00:00:00
abstract::Growing attention in developing new N-heterocyclic carbene (NHC)-mediated reactions involving homoenolate intermediates has prompted our interest in exploring the mechanistic details of the related reactions. In this work, we carried out a detailed theoretical study for the NHC-catalyzed annulation reaction of cinnama...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22157
更新日期:2013-09-01 00:00:00
abstract::The measurement of optical rotation (OR) and optical rotatory dispersion has been finding renewed interest for some years, because of advancement in computational methods and in the performance of new experiments. Here, we shortly review the traditional and most-used experimental methods. We define and discuss the two...
journal_title:Chirality
pub_type: 杂志文章,评审
doi:10.1002/chir.20981
更新日期:2011-10-01 00:00:00