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 eluent, filtered, then injected directly onto the analytical column. The extraction method affords recoveries of oxamniquine of approximately 93%, at concentrations up to 525 micrograms/ml, with an average relative standard deviation of 5.9%. The limit of detection of the method (to give an SNR = 2 at 246 nm) is 0.3 ng on-column for the first eluting, laevorotatory enantiomer and 2.3 ng for the dextrorotatory isomer. The method allowed study of the depletion of oxamniquine enantiomers in liver postmicrosomal incubates. In the rat, a turnover of 21.9% was observed, with no apparent enantioselectivity. Similar observations were made for a mouse liver subcellular fraction incubation. The absence of enantioselectivity in this biotransformation may be attributable to the low substrate specificity of the oxidase or dehydrogenase enzymes involved.
journal_name
Chiralityjournal_title
Chiralityauthors
Noctor TA,Fell AF,Kaye Bdoi
10.1002/chir.530020413subject
Has Abstractpub_date
1990-01-01 00:00:00pages
269-74issue
4eissn
0899-0042issn
1520-636Xjournal_volume
2pub_type
杂志文章相关文献
CHIRALITY文献大全abstract::In the presence of tridentate chiral ligand 4e, 99% e.e. value was obtained by asymmetric reduction of ethyl benzoylacetate with borane in toluene at 25 degrees C. Various ligands and reaction conditions were investigated to develop a reasonable mechanism that explains the experimental outcomes. ...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20344
更新日期:2007-02-01 00:00:00
abstract::Results achieved by the authors in the synthesis of chiral P,N-phosphite ligands are summarized. Three groups of new chiral P,N-phosphites are discussed, namely, ligands derived from 1,1'-bi-2-naphthol, ligands possessing an acyclic phosphorus center, and P*-chiral ligands derived from (S)-2-anilinomethylpyrrolidine. ...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.10258
更新日期:2003-01-01 00:00:00
abstract::The chiral fungicide furametpyr is widely used in the rice field to control rice sheath blight; however, furametpyr enantiomers are treated as just one compound in traditional achiral analysis, which gives only partial information. An effective chiral analytical method was developed for the resolution and determinatio...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22232
更新日期:2013-12-01 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::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::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::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::After alkylation of a fraction of the total alpha-adrenoreceptors by phenoxybenzamine in rat vas deferens, the dissociation constants of (-)- and (+)-epinephrine in functional studies were 7 X 10(-7) M and 2 X 10(-5) M, respectively. In the adrenoreceptor-containing tissue fraction, when 3H-labeled WB4101 was used as ...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.530010106
更新日期:1989-01-01 00:00:00
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
pub_type: 杂志文章
doi:10.1002/chir.20435
更新日期:2008-03-01 00:00:00
abstract::The two enantiomers of 2,2'-bioxirane were synthesized, and their chiroptical properties were thoroughly investigated in various solvents by polarimetry, vibrational circular dichroism (VCD), and Raman optical activity (ROA). Density functional theory (DFT) calculations at the B3LYP/aug-cc-pVTZ level revealed the pres...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22814
更新日期:2018-04-01 00:00:00
abstract::Three N,N-dimethylcarbamyl derivatives of oxazepam (1-(N,N-dimethylcarbamyl)oxazepam, 3-O-(N,N-dimethylcarbamyl)oxazepam, and 1,3-O-bis(N,N-dimethylcarbamyl) oxazepam) and a 3-O-acyl-1-(N,N-dimethylcarbamyl)-oxazepam were synthesized from either oxazepam or demoxepam. Enantiomeric pairs of these derivatives and of cam...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.530030313
更新日期:1991-01-01 00:00:00
abstract::The pharmacokinetics of (-)-N-(trans-4-isopropylcyclohexanecarbonyl)-D-phenylalanine (nateglinide) and its enantiomer (L-enantiomer) was studied in Goto-Kakizaki (GK) rats after intravenous administration of nateglinide or L-enantiomer at a dose of 40 micromol/kg body weight. Nateglinide, its L-enantiomer and their me...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20711
更新日期:2010-01-01 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::The possibility that enantiodiscrimination of bilirubin might be involved in neuronal membrane destabilization, and therefore in bilirubin toxicity, was investigated, by circular dichroism, on model membranes composed of phospholipids. The equilibrium between bilirubin enantiomers is displaced at some extent by the in...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20610
更新日期:2009-01-01 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
pub_type: 杂志文章
doi:10.1002/chir.23141
更新日期:2020-01-01 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::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::Chiroptical materials have received much attention in diverse fields for applications such as displays, sensors, smart memory devices, and catalysis. Here, we develop a simple fabrication method for polymer films with tunable chiroptical properties using small amounts of self-assembling fluorescent dye as an additive....
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.23201
更新日期:2020-05-01 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
pub_type: 杂志文章
doi:10.1002/chir.21017
更新日期:2011-11-01 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::Chiral Eu3+ -based systems are frequently studied via circularly polarized luminescence spectroscopy. The emission lifetimes of each circular polarization, however, are virtually always ignored, because in a homogeneous sample of emitters, there should be no difference between the two. However, we show that in less ro...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.23293
更新日期:2020-12-30 00:00:00
abstract::A simple high-yield three-steps route to optically active 4-hydroxymethyl-3-(1H-indolyl)oxazolidin-2-ones from (S)-glycidol is described. The key intermediates (R)-oxiran-2-ylmethyl 1H-indol-4/-5-ylcarbamates are obtained in high yields from (S)-glycidol. These are readily transformed to oxazolidin-2-ones, very intere...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22003
更新日期:2012-04-01 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::Here, we report the general strategies by which NMR spectroscopy can be used to determine the enantiopurity and absolute configuration of chalcogen containing secondary alcohols, including the evaluation of the use of chiral solvating and chiral derivatizing agents. The BINOL/DMAP ternary complex demonstrated a simple...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.23030
更新日期:2019-01-01 00:00:00
abstract::The interaction between the tetra-anionic porphyrin H2TPPS and its copper derivative, CuTPPS, with the tetra-cationic porphyrin H2T4 and its copper derivative, CuT4, leads, in aqueous solution, to the formation of remarkably stable and kinetically inert heteroaggregates. The aggregation process is under hierarchic con...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20464
更新日期:2008-03-01 00:00:00
abstract::The attempts of applying chiroptical spectroscopy to supramolecular chirality are reviewed with a focus on vibrational circular dichroism (VCD). Examples were taken from gels, solids, and monolayers formed by low-molecular mass weight chiral gelators. Particular attention was paid to a group of gelators with perfluoro...
journal_title:Chirality
pub_type: 杂志文章,评审
doi:10.1002/chir.22482
更新日期:2015-10-01 00:00:00
abstract::rac-Isradipine is a dihydropyridine type calcium antagonist. Its calcium entry blocking effect is due primarily to the (+)-(S)-enantiomer. This study describes a sensitive enantioselective method for the determination of isradipine in human serum. Following alkaline extraction into hexane, the enantiomers of isradipin...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/(SICI)1520-636X(1998)10:9<808::AID-CHIR6>3
更新日期:1998-01-01 00:00:00
abstract::The elusive epimerization process in the chiral butenolide moiety of Annonaceous acetogenins was examined under several sets of conditions commonly used for elimination leading to the alpha, beta-unsaturated lactone and the results provide practical guidance in choosing elimination conditions. ...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/(SICI)1520-636X(2000)12:3<127::AID-CHIR4>3
更新日期:2000-03-01 00:00:00
abstract::A simple, green, and direct three-component condensation of acetophenone, aromatic aldehydes with 3-oxo-N-phenylbutanamide (acetoacetanilide) to generate some novel (1S,6R)/(1R,6S)-2-oxo-N,4,6-triarylcyclohex-3-enecarboxamide derivatives was carried out over K2 CO3 (10 mol%) with high efficiency in water/ethanol as gr...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22653
更新日期:2016-11-01 00:00:00
abstract::Mirror symmetry breaking is ubiquitous in our visible universe taking place in elementary particles, atoms, and molecules. Molecular chirality is not biogenic in itself, although its detection is often considered a biosignature, a conjecture inferred from the fact that we do not know life devoid of homochirality. The ...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22028
更新日期:2012-11-01 00:00:00