Abstract:
:Trigonostemons G and H, two novel dimeric dinorditerpenoids, were isolated from the stem barks of Trigonostemon chinensis. Their planar structures and relative configurations were established by extensive analysis of spectroscopic data. Trigonostemons G and H possess a homodimeric biaryl skeleton obtained from two rearranged chiral nonracemic abietane-type dinorditerpenes through an axially chiral biaryl 11,11'-linkage. Torsional scan and computation of the transition states were carried out to estimate the rotational energy barrier, and the axial chirality (aS) was determined by time-dependent density functional theory (TDDFT) electronic circular dichroism (ECD) calculations. The positive n-π* ECD transitions of the isolated carbonyl chromophore above 300 nm could be used to determine the central chirality of trigonostemon G independently by ECD calculations of the diastereomers.
journal_name
Chiralityjournal_title
Chiralityauthors
Zhu Q,Tang C,Mándi A,Kurtán T,Ye Ydoi
10.1002/chir.23170subject
Has Abstractpub_date
2020-03-01 00:00:00pages
265-272issue
3eissn
0899-0042issn
1520-636Xjournal_volume
32pub_type
杂志文章相关文献
CHIRALITY文献大全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::Kynurenic acid (KYNA), an endogenous antagonist of N-methyl-D-aspartate and α(7) nicotinic acetylcholine receptors, is one of the L-tryptophan (Trp) metabolites. To compare the level of KYNA produced in the striatum of rats after independent administration of L-Trp and D-Trp, rats were intraperitoneally administered L...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20938
更新日期:2011-01-01 00:00:00
abstract::The hydrolysis and acyl migration of biosynthetic S-naproxen-beta-l-O-acyl glucuronide (I) and R-naproxen-beta-l-O-acyl glucuronide (II) was followed by HPLC. Nine first-order kinetic rate constants for the hydrolysis and acyl migration between the beta-l-O-acyl glucuronide, its alpha/beta-2, alpha/beta-3-, alpha/beta...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.10047
更新日期:2002-05-05 00:00:00
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
pub_type: 杂志文章
doi:10.1002/chir.22790
更新日期:2018-03-01 00:00:00
abstract::This paper reports the enantioseparation of β-hydroxy-1,2,3-triazole derivatives, which present a broad range of biological properties, by supercritical fluid chromatography (SFC) and high-performance liquid chromatography techniques (HPLC). Polysaccharide-based chiral columns (cellulose and amylose) were used to eval...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22851
更新日期:2018-07-01 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
pub_type: 杂志文章
doi:10.1002/chir.20095
更新日期:2005-02-01 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::Three chiral derivatives of the alkaloid sparteine (bispidines), characterized by the 3,7-diazabicyclo[3.3.1]nonane moiety, were designed as efficient ligands in a number of enantioselective reactions due to their metal coordination properties. A full evaluation of the 3D properties of the compounds was carried out, a...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22586
更新日期:2016-04-01 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::The five-steps synthesis of a hemicryptophane cage combining a benzene-1,3,5-tricarboxamide unit and a cyclotriveratrylene (CTV) moiety is described. Chiral high-performance liquid chromatography (HPLC) was used to resolve the racemic mixture. The absolute configuration of the isolated enantiomers was assigned by comp...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.23131
更新日期:2019-11-01 00:00:00
abstract::The concentration sensitivity of a racemic drug (chlorpheniramine maleate) in chiral capillary electrophoresis with electrospray ionization – mass spectrometric detection was improved ~500-fold via stacking. Enantiomeric separation was achieved through the use of a neutral chiral pseudostationary phase (2-hydroxpropyl...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22257
更新日期:2014-11-01 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
pub_type: 杂志文章
doi:10.1002/chir.1036
更新日期:2001-06-01 00:00:00
abstract::Rabeprazole is an effective proton pump inhibitor to treat acid-related diseases. To achieve the simultaneous determination of rabeprazole enantiomers in human plasma, a chiral LC-MS/MS method was developed and validated. Acetonitrile including 0.1% ammonium were used as protein precipitating agent. Analytes were sepa...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.23022
更新日期:2018-12-01 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
pub_type: 杂志文章
doi:10.1002/chir.20603
更新日期:2009-04-01 00:00:00
abstract::Ninety isolates of microorganisms belonging to different taxonomical groups (30 bacteria, 20 yeast, and 40 fungi) were previously isolated from various samples. These isolates were screened as reducing agents for acetophenone 1a to phenylethanol 2a. It was found that the isolate EBK-10 was the most effective biocataly...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20846
更新日期:2010-10-01 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::Both novel enantiopure trans-1-aminobenz[f]indan-2-ols (4) were obtained from the racemate by the diastereomeric salt formation with (+)- and (-)-dibenzoyltartaric acids (8), respectively, and the absolute configuration of the enantiomer 4 in the less-soluble diastereomeric salt of racemic 4 with (+)-8 was determined ...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20101
更新日期:2005-02-01 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::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::A series of 1,4-disubstituted piperazine derivatives with hypnotic activity were examined on three polysaccharide-based chiral stationary phases, namely, Chiracel OD, Chiracel OJ and Chiralpak AD. It was possible to resolve all the compounds on all the phases examined (1.13 = alpha = 3.54). Cellulose tris(4-methyl...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/(SICI)1520-636X(1999)11:10<790::AID-CHIR9>
更新日期:1999-01-01 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::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
pub_type: 杂志文章
doi:10.1002/chir.22690
更新日期:2017-03-01 00:00:00
abstract::A new enantiomerically pure P-chiral phosphine, (S)-cyclohexylmethyl- (1-naphthyl)phosphine (1) was prepared by phosphine-borane methodology and used in a mechanistic study of the Mitsunobu reaction. Enantiomerically enriched (S)-cyclo- hexylmethyl(1-naphtyl)phosphine oxide (8) is obtained if the reaction proceeds thr...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/(SICI)1520-636X(2000)12:5/6<346::AID-CHIR8
更新日期:2000-06-01 00:00:00
abstract::A selection of my work on chirality is sketched in two distinct parts of this lecture. Symmetry and Chirality explains how the discrete symmetries of parity P, time reversal T, and charge conjugation C may be used to characterize the properties of chiral systems. The concepts of true chirality (time-invariant enantiom...
journal_title:Chirality
pub_type: 杂志文章,评审
doi:10.1002/chir.22017
更新日期:2012-11-01 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::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::Caffeic acid-derived polyethers are a class of natural products isolated from the root extracts of comfrey and bugloss, which are endowed with intriguing pharmacological properties as anticancer agents. The synthesis of new polyether derivatives is achieved through ring-opening polymerization of chiral 2,3-disubstitut...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22539
更新日期:2015-12-01 00:00:00
abstract::C(25) highly branched isoprenoid (HBI) alkenes are ubiquitous lipids found in geochemical samples around the globe. The origins of these widespread geochemicals are believed to be restricted to a limited number of diatoms, including Haslea ostrearia (and related species), Rhizosolenia setigera, and Pleurosigma interme...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.1053
更新日期:2001-08-01 00:00:00
abstract::A simple and reliable chiral HPLC method was developed for the determination of enantiomeric excess of a chiral dihydroxy intermediate for the chemoenzymatic synthesis of side chain of statin drugs. After evaluating different columns and conditions, the four stereoisomers of ethyl 3,5-dihydroxy-6-benzyloxy hexanoate w...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20495
更新日期:2008-01-01 00:00:00
abstract::6-Fluoro-2-methyl-1,2,3,4-tetrahydroquinoline (FTHQ) enantiomers were separated by supercritical fluid extraction using carbon dioxide. Diastereoisomeric salts were formed from the racemic base with less than one equivalent of O,O'-di-(4-toluoyl)-(2R,3R)-tartaric acid (DPTTA). Further purification was achieved by part...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.1178
更新日期:2001-01-01 00:00:00