Deracemization of an axially chiral biphenylic derivative as a tool for investigating chiral recognition in self-assemblies.

abstract：:Numbers of resolving factors were investigated to improve resolution of venlafaxine 1. An effective resolving agent, O,O'-di-p-toluoyl-(R, R)-tartaric acid 2, was screened using similar method of 'Dutch resolution' from tartaric acid derivatives. The resolution efficiency was up to 88.4%, when the ratio of rac-1 and 2...

journal_title：Chirality

authors： Liu ZJ,Liu H,Chen XW,Lin M,Hu Y,Tuo X,Yuan ZY,Sun XX

更新日期：2018-03-01 00:00:00

abstract：:Ifosfamide (IF), a potent chemotherapeutic agent for solid tumors, is known to cause high rates of nephrotoxicity in children with cancer, which is most likely due to the renal production of the metabolite chloroacetaldehyde. Using plasma samples obtained from pediatric oncology patients, we developed a simple nonderi...

journal_title：Chirality

authors： Aleksa K,Nava-Ocampo A,Koren G

更新日期：2009-07-01 00:00:00

abstract：:Racemic N-methyl-N-(1-methyl-4-pyrrolidino-2-butynyl)acetamide (BM-5), a putative postsynaptic agonist and presynaptic antagonist at muscarinic receptors, was resolved into the enantiomers by a new method suitable for large scale preparation. The method involves a chemoselective N-debenzylation as the key step. The en...

journal_title：Chirality

authors： Nilsson BM,De Boer P,Grol CJ,Hacksell U

更新日期：1992-01-01 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

abstract：:Little is known about the stereochemistry of sulfation of chiral phenolic drugs. In this study we examined several in vitro approaches to this question, using (+)-, (-)-, or (+/-)-terbutaline as the substrate and the rat liver cytosol as the phenolsulfotransferase enzyme source. The cosubstrate PAPS was either generat...

journal_title：Chirality

authors： Walle UK,Walle T

更新日期：1989-01-01 00:00:00

abstract：:Glutathione (GSH) conjugation of the chiral compound 2-bromo-3-phenylpropionic acid (BPP) was studied in vitro and in the rat in vivo. GSH conjugation of BPP, catalyzed by a mixture of glutathione-S-transferases (GST's) from rat liver cytosol in vitro, was stereoselective: at a substrate concentration of 250 microM, (...

journal_title：Chirality

authors： Snel CA,Mahadevan S,Polhuijs M,Mulder GJ

更新日期：1992-01-01 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：: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：:The separation methods of the enantiomers of two β-blockers and tryptophan were studied using capillary electrochromatography with heparin covalently as well as non-covalently, bonded onto the capillary inner wall as stationary phase and electrokinetic chromatography with heparin as pseudostationary phase. In the case...

journal_title：Chirality

authors： Liu Y,Sombra LL,Stege PW

更新日期：2018-06-25 00:00:00

abstract：:A comparison of the enantiomeric resolution of (+/-)-threo-methylphenidate (MPH) (Ritalin) was achieved on different polysaccharide based chiral stationary phases. The mobile phase used was hexane-ethanol-methanol-trifluoroacetic acid (480:9.75:9.75:0.5, v/v/v/v). Benzoic acid and phenol were used as the mobile phase ...

journal_title：Chirality

authors： Aboul-Enein HY,Ali I

更新日期：2002-01-01 00:00:00

abstract：:Planar 2(5H)-furanones substituted at C4 with a chiral pyrrolidinyl group show CD spectra which are apparently due to the distortion of the C4-N1 bond of sp2 character from the plane defined by the 2(5H)-furanone ring atoms and/or due to the presence of substituents in the pyrrolidine ring. This is a new, previously n...

journal_title：Chirality

authors： Gawroński J,Gawrońska K,Kwit M,Kacprzak K,Rychlewska U

更新日期：2004-08-01 00:00:00

abstract：:Immobilized Cu(OAc)(2)-bis(oxazolines) via hydrogen bonding by SBA-15 was applied to asymmetric Henry reaction, and good enantioselectivities were obtained (up to 83% ee) between 2-methoxybenzaldehyde and CH(3)NO(2) in isopropyl alcohol (iPrOH). The catalyst could be reused seven times without any obvious loss in enan...

journal_title：Chirality

authors： Li ZH,Zhou ZM,Hao XY,Zhang J,Dong X,Liu YQ

更新日期：2012-12-01 00:00:00

abstract：:The enantioselective hydrogenation of methyl or ethyl pyruvate over cinchona-platinum catalyst system (Orito's reaction) is one of the most intensively studied heterogeneous catalytic asymmetric hydrogenation reactions. Studies aiming at systematic changes of the chiral template have played a crucial role in creating ...

journal_title：Chirality

authors： Tálas E,Margitfalvi JL

更新日期：2010-01-01 00:00:00

abstract：:Several biologically active compounds structurally include the enantiopure 2-substituted-1,4-benzodioxane scaffold. The straightforward racemization that affects reactions involving most of the common chemical reactives is thus a crucial issue. The developing of a completely stereo-controlled synthetic route that does...

journal_title：Chirality

authors： Straniero V,Casiraghi A,Fumagalli L,Valoti E

更新日期：2018-07-01 00:00:00

abstract：:The resolution methods applying (-)-(4R,5R)-4,5-bis(diphenylhydroxymethyl)-2,2-dimethyldioxolane ("TADDOL"), (-)-(2R,3R)-α,α,α',α'-tetraphenyl-1,4-dioxaspiro[4.5]decan-2,3-dimethanol ("spiro-TADDOL"), as well as the acidic and neutral Ca(2+) salts of (-)-O,O'-dibenzoyl- and (-)-O,O'-di-p-toluoyl-(2R,3R)-tartaric acid ...

journal_title：Chirality

authors： Bagi P,Fekete A,Kállay M,Hessz D,Kubinyi M,Holczbauer T,Czugler M,Fogassy E,Keglevich G

更新日期：2014-03-01 00:00:00

abstract：:Despite that a number of experimental and theoretical investigations have been carried out to determine the structure of trialanine in water, the reported populations of polyproline II (PPII) and β-strand conformers vary and were found to be dependent on which spectroscopic method was used. Such discrepancies are due ...

journal_title：Chirality

authors： Oh KI,Lee KK,Park EK,Yoo DG,Hwang GS,Cho M

更新日期：2010-01-01 00:00:00

abstract：:The binding of the title benzodiazepine enantiomers and its modulation by warfarin and bilirubin were studied by chromatography on human serum albumin (HSA) immobilized on Sepharose 4B, and also by a combination of ultrafiltration and circular dichroism (UF-CD) methods. In the absence of warfarin and bilirubin the bin...

journal_title：Chirality

authors： Fitos I,Visy J,Magyar A,Kajtár J,Simonyi M

更新日期：1990-01-01 00:00:00

abstract：:The phenomenon of enantioselectivity in the metabolism of mexiletine (MEX) conjugation was investigated in eight female patients with the arrhythmic form of chronic Chagas' heart disease treated with racemic mexiletine hydrochloride (two 100 mg capsules every 8 hr). Blood samples were collected up to 24 hr after the a...

journal_title：Chirality

authors： Lanchote VL,Cesarino EJ,Santos VJ,Mere Júnior Y,Santos SR

更新日期：1999-01-01 00:00:00

abstract：:Symmetry breaking by photons, electrons, and molecular interactions lies at the heart of many important problems as varied as the origin of homochiral life to enantioselective drug production. Herein we report a system in which symmetry breaking can be induced and measured in situ at the single-molecule level using sc...

journal_title：Chirality

authors： Tierney HL,Jewell AD,Baber AE,Iski EV,Sykes EC

更新日期：2012-12-01 00:00:00

abstract：:Enzymatic hydrolysis with beta-glucuronidase/sulfatase was used for the enantioselective determination of N-hydroxymexiletine glucuronide in plasma for pharmacokinetic studies. N-Hydroxymexiletine glucuronide was determined as the quantity of mexiletine released by hydrolysis (difference between the enantiomeric conce...

journal_title：Chirality

authors： Lanchote VL,Santos VJ,Cesarino EJ,Dreossi SA,Mere Júnior Y,Santos SR

更新日期：1999-01-01 00:00:00

abstract：:E-6087 is a nonsteroidal anti-inflammatory compound that selectively inhibits cyclooxygenase-2. Because E-6087 has a chiral center, this compound is a racemic mixture of two stereoisomers, (+)-(R)-E-6087 (E-6231) and (-)-(S)-E-6087 (E-6232). A normal-phase liquid-chromatographic method for the enantioselective determi...

journal_title：Chirality

authors： Salgado L,Encina G,Farran R,Puig S,Martínez L

更新日期：2004-05-15 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

authors： Itoh T,Nakaura H,Koyano S,Tsuda Y,Yamada H

更新日期：1998-01-01 00:00:00

abstract：:Many drugs contain a chiral centre, or such a centre is introduced during metabolism of the drug in man and in animals. If a single chiral centre is present, the drug will normally exist as a mixture of two enantiomers, of which one may have quite different pharmacologic and/or toxic effects than the other. Chiral dru...

journal_title：Chirality

authors： Coutts RT,Baker GB

更新日期：1989-01-01 00:00:00

abstract：:About 30% of a chemically diverse set of compounds were found to separate on four polysaccharide chiral stationary phases using polar organic mobile phases. No structural features appeared to correlate to successful separations. Titrations between normal and polar organic mobile phases suggested that separation mechan...

journal_title：Chirality

authors： Lynam KG,Stringham RW

更新日期：2006-01-01 00:00:00

abstract：:Benalaxyl (BX), methyl-N-phenylacetyl-N-2,6-xylyl alaninate, is a potent acylanilide fungicide and consist of a pair of enantiomers. The stereoselective metabolism of BX was investigated in rat and rabbit microsomes in vitro. The degradation kinetics and the enantiomer fraction (EF) were determined using normal high-p...

journal_title：Chirality

authors： Zhang P,Zhu W,Dang Z,Shen Z,Xu X,Huang L,Zhou Z

更新日期：2011-02-01 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

authors： Swarbrick JD,Ashton TD

更新日期：2010-01-01 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

authors： Ng KH,Li Y,Tan WX,Chiang M,Pullarkat SA

更新日期：2013-03-01 00:00:00

abstract：:We introduce a method to detect the activity of ion channels and pores with circular dichroism (CD) spectroscopy. G-quartets obtained by potassium templated self-assembly of 5'-guanosine monophosphate (GMP) are used as CD probes, the bee-toxin melittin as representative pore and gramicidin A as representative ion chan...

journal_title：Chirality

authors： Hennig A,Matile S

更新日期：2008-09-01 00:00:00

abstract：:The optical rotation sign/absolute configuration relationships of several alpha-methyl-alpha-arylglycines have been reinvestigated by crystallographic methods, as they have been found to be inconsistent in recent literature. Assignments previously made by enzymatic resolution, by analogy with natural tertiary aminoaci...

journal_title：Chirality

authors： Ferron L,Guillen F,Coste S,Coquerel G,Plaquevent JC

更新日期：2006-08-01 00:00:00

abstract：:The stereolability of chiral Hoveyda-Grubbs II type ruthenium complexes bearing N-heterocyclic carbene (NHC) ligands with Syn-phenyl groups on the backbone and Syn- or Anti-oriented o-tolyl N-substituents was studied by resorting to dynamic high-performance liquid chromatography (D-HPLC). A complete chromatographic pi...

journal_title：Chirality

authors： Menta S,Pierini M,Cirilli R,Grisi F,Perfetto A,Ciogli A

更新日期：2015-10-01 00:00:00