Enantiospecific analysis of 8-prenylnaringenin in biological fluids by liquid-chromatography-electrospray ionization mass spectrometry: application to preclinical pharmacokinetic investigations.

abstract：:The hemicryptophane racemate (±)-1 was optically resolved by semipreparative HPLC on Chiralpak IC column. The absolute configuration of each isolated enantiomer was established from the analysis of their electronic circular dichroism spectra. Enantiodifferentiation of the chiral cationic cage (±)-1 was evidenced in so...

journal_title：Chirality

authors： Payet E,Dimitrov-Raytchev P,Chatelet B,Guy L,Grass S,Lacour J,Dutasta JP,Martinez A

更新日期：2012-12-01 00:00:00

abstract：:Stereoselective high-performance liquid chromatographic separations of eight sterically constrained cyclic β-amino acid enantiomer pairs were carried out using the newly developed Cinchona alkaloid-based zwitterionic chiral stationary phases Chiralpak ZWIX(+) and ZWIX(-). The effects of the mobile phase composition, t...

journal_title：Chirality

authors： Ilisz I,Gecse Z,Lajkó G,Forró E,Fülöp F,Lindner W,Péter A

更新日期：2015-09-01 00:00:00

abstract：:A series of silica-supported proline-based peptides were synthesized and applied as catalysts for direct asymmetric intermolecular aldol reactions. Among these, a peptide with two L-proline units was found to be the most efficient one for the asymmetric aldol reactions between acetone and aromatic aldehydes. The react...

journal_title：Chirality

authors： Yan J,Wang L

更新日期：2009-04-01 00:00:00

abstract：:Methods for the resolution of (+/-)-1-methyl-7-oxabicyclo[2.2.1]heptan-2-one 1, a versatile chiral building block for terpenoids, have been investigated. While no efficient result was obtained with kinetic resolution methods, both enantiomers of 1 were prepared optically pure for the first time via esterification of t...

journal_title：Chirality

authors： Guan YK,Li YL

更新日期：2005-02-01 00:00:00

abstract：:Conditions for separation of enantiomers of a mandelic acid derivative, methyl 2-phenyl-2-(tetrahydropyranyloxy) acetate (the analyte) were studied. Because of the presence of two chiral carbons, the analyte consists of four stereoisomers stable at ambient temperature. Chiral HPLC of the analyte resulted in four peaks...

journal_title：Chirality

authors： Shen B,Xu X,Chen J,Zhang X,Xu B

更新日期：2006-09-01 00:00:00

abstract：:The assignment of the absolute configuration of novel anti-inflammatory pyrrole derivatives has been accomplished by a combined strategy based on independent physical methods. The key step of our stereochemical characterization approach is the production at mg-scale of enantiomerically pure forms by HPLC on Chiralpak ...

journal_title：Chirality

authors： Biava M,Cirilli R,Fares V,Ferretti R,Gallinella B,La Torre F,Poce G,Porretta GC,Supino S,Villani C

更新日期：2008-06-01 00:00:00

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 activitie...

journal_title：Chirality

authors： Cui X,Ding Q,Shan RN,He CH,Wu KJ

更新日期：2019-06-01 00:00:00

abstract：:In this review article we examine state-of-the-art techniques for the structural elucidation of organic compounds isolated from natural sources. In particular, we focus on the determination of absolute configuration (AC), perhaps the most challenging but inevitable step in the whole process, especially when newly isol...

journal_title：Chirality

authors： Pescitelli G,Kurtán T,Flörke U,Krohn K

更新日期：2009-01-01 00:00:00

abstract：:Steady-state pharmacokinetics of indobufen (INDB) enantiomers administered as racemic INDB (rac-INDB) tablets and bleeding time were studied in patients. Two-hundred mg INDB tablets (Ibustrin) were administered twice daily for 7 days to obliterative atherosclerosis patients. Enantiospecific reversed phase (RP) HPLC wi...

journal_title：Chirality

authors： Glówka FK,Strzelecka D,Zapalski S

更新日期：2001-06-01 00:00:00

abstract：:The application of the Cartesian coordinate tensor transfer (CCT) technique for simulations of the IR absorption and vibrational circular dichroism (VCD) spectra of relatively large nucleic acid fragments is demonstrated on several case studies. The approach is based on direct ab initio calculations of atomic tensors,...

journal_title：Chirality

authors： Andrushchenko V,Bouř P

更新日期：2010-01-01 00:00:00

abstract：:Separations of six dihydropyridine enantiomers on three commercially available cellulose-based chiral stationary phases (Chiralcel OD-RH, Chiralpak IB, and Chiralpak IC) were evaluated with high-performance liquid chromatography (HPLC). The best enantioseparation of the six chiral drugs was obtained with a Chiralpak I...

journal_title：Chirality

authors： Yu J,Tang J,Yuan X,Guo X,Zhao L

更新日期：2017-03-01 00:00:00

abstract：:The direct Michael addition reaction of cyclohexanone/aliphatic aldehydes with nitroolefins, catalyzed by a novel chiral pyrrolidine-thiourea catalyst 1a, is described. The desired 1,4-adducts were obtained in moderate yields with enantioselectivities up to 99% ee and dr up to 99:1 of the syn product. ...

journal_title：Chirality

authors： Shen Z,Zhang Y,Jiao C,Li B,Ding J,Zhang Y

更新日期：2007-05-05 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 size, sign, and profile of induced circular dichroism (CD) features in the Soret region are reliable indicators of the binding modes of porphyrins and metalloporphyrins to DNA. Porphyrins shown (using such CD criteria) to be intercalators in monodispersed DNA duplexes prove extremely useful for the detection and c...

journal_title：Chirality

authors： Pasternack RF

更新日期：2003-05-05 00:00:00

abstract：:Vitamin E is an essential nutrient of still increasing economic importance. Vitamin E derivatives include many nonracemic chiral compounds whose chirooptical characterization is scarcely described in the literature. We report the CD spectra of delta-tocopherol and its unsaturated analog delta-tocotrienol. TDDFT calcul...

journal_title：Chirality

authors： Mazzini F,Pescitelli G,Di Bari L,Netscher T,Salvadori P

更新日期：2009-01-01 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

authors： Stanley FE,Warner AM,McWilliams KM,Stalcup AM

更新日期：2011-01-01 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

authors： Ecker G,Fleischhacker W,Helml T,Noe CR,Scasny S,Lemmens-Gruber R,Studenik C,Marei H,Heistracher P

更新日期：1994-01-01 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：: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：:(S)-(-)-2-(α-hydroxyethyl)-benzimidazole and (S)-(+)-2-(α-hydroxybenzyl)-benzimidazole work as chiral Brønsted bases (BBs) in Diels-Alder reaction between anthrone and maleimides under mild reaction condition. These chiral BBs cause asymmetric induction. ...

journal_title：Chirality

authors： Mirgane NA,Karnik AV

更新日期：2011-05-01 00:00:00

abstract：:Six secondary phosphine oxides and their tautomeric equilibria as free ligands and in the presence of an equimolar amount of the chiral dirhodium complex Rh* are described and discussed. Discrimination of enantiomers is easily possible by inspecting the (31)P NMR resonances; some (1)H and (13)C NMR resonances are usef...

journal_title：Chirality

authors： Magiera D,Szmigielska A,Pietrusiewicz KM,Duddeck H

更新日期：2004-01-01 00:00:00

abstract：:The stereochemistry of tolperisone, a chiral aryl-alkyl basic ketone was investigated by means of circular dichroism (CD) and ultraviolet (UV) spectroscopy. The unusually high optical activity of tolperisone hydrochloride in the n-->pi* region is interpreted by the presence of a chiral conformer in solution. For stere...

journal_title：Chirality

authors： Zsila F,Hollósi M,Gergely A

更新日期：2000-11-01 00:00:00

abstract：:Resolution of mandelic acid with (-)-(1R,2S)-ephedrine in water and ethanol produces intermediate diastereomeric salts with greatly disparate solubilities and melting points. Single crystal X-ray analysis of the less (L) and more (M) soluble (-)-ephedrinium mandelates (I, II) shows crystal structures which are isoster...

journal_title：Chirality

authors： Valente EJ,Zubkowski J,Eggleston DS

更新日期：1992-01-01 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

authors： Rask HS,Angelo HR,Christensen HR

更新日期：1998-01-01 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：:Recent discovery of asymmetric desymmetrization of meso-heterocycles using (R,R)-(salen)manganese complex 2 as a catalyst allowed easy access to optically active 2,3,4-trisubstituted pyrrolidines. Taking advantage of this new reaction, we could achieve the short-step synthesis of (-)-swainsonine 1. ...

journal_title：Chirality

authors： Punniyamurthy T,Irie R,Katsuki T

更新日期：2000-06-01 00:00:00

abstract：:The present study describes the development of two approaches for the determination of the enantiopurity of both enantiomers of indatraline. Initially, a method was developed using different chiral solvating agents (CSAs) for diastereomeric discrimination regarding signal separation in (1)H nuclear magnetic resonance ...

journal_title：Chirality

authors： Grimm SH,Allmendinger L,Höfner G,Wanner KT

更新日期：2013-12-01 00:00:00

abstract：:A statement has been formulated that chirality is an indispensable inherent property of all material objects, at one level of organization of matter or another. The translation of chirality from one level of material objects to another deserves our attention. The parity violation of weak interactions can be discussed ...

journal_title：Chirality

authors： Davankov V

更新日期：2006-08-01 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

authors： Polavarapu PL,Shanmugam G

更新日期：2011-10-01 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