Chirality最新文献_第8页

Enantioselective separation and determination of ibuprofen: Stereoselective pharmacokinetics, pharmacodynamics and analytical methods 对映体选择性分离和测定布洛芬：立体选择性药代动力学、药效学和分析方法。

IF 2 4区化学

Chirality Pub Date : 2024-02-14 DOI: 10.1002/chir.23647

Vinod Kumar Vashistha, Tarun Kumar, Suman Yadav, Dipak Kumar Das

引用次数: 0

Preparation of a bis-triazolyl bridged β-cyclodextrin stationary phase and its application for enantioseparation of chiral compounds by HPLC 双三唑桥接β-环糊精固定相的制备及其在高效液相色谱法手性化合物对映体分离中的应用

IF 2 4区化学

Chirality Pub Date : 2024-02-14 DOI: 10.1002/chir.23644

Qingli Zeng, Zhiqin Huang, Dan Li, Laisheng Li

{"title":"Preparation of a bis-triazolyl bridged β-cyclodextrin stationary phase and its application for enantioseparation of chiral compounds by HPLC","authors":"Qingli Zeng, Zhiqin Huang, Dan Li, Laisheng Li","doi":"10.1002/chir.23644","DOIUrl":"10.1002/chir.23644","url":null,"abstract":"A novel bis-triazolyl bridged β-cyclodextrin was first synthesized by the Click reaction between azido-β-cyclodextrin and 1,6-heptadiyne. Then it was bonded onto silica gel to obtain a bis-triazolyl bridged β-cyclodextrin-based chiral stationary phase (BCDP). After structure characterization, the HPLC performance of BCDP was systematically evaluated by using different types of compounds as probes. The results showed that BCDP could well separate 18 kinds of achiral aromatic compounds (homologues, positional isomers, etc.) and 35 kinds of chiral drugs or pesticides, such as triazoles (Rs = 1.33–3.15), flavanones (Rs = 1.49–2.62), dansyl amino acids (Rs = 0.96–1.99), and β-blocker drugs (Rs = 0.68–2.78). BCDP could separate a wider range of compounds (53 kinds); especially, some chiral substance pairs that were difficult to be resolved on the ordinary cyclodextrin CSPs, including triazoles containing two chiral carbons (triadimenol, bitertanol, metconazole, and triticonazole), strongly ionized amino acids (acidic Asp, alkalic Arg, and polar Thr) and β-blockers with bulky groups (carvedilol, propranolol, and pindolol). Obviously, the unique synergistic inclusion effect of bridged cyclodextrin with double cavities and the bis-triazole bridging group could provide multiple action sites, such as hydrogen bonding, π-π stacking and acid–base action sites, thus improving its chiral chromatographic performance.","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"36 2","pages":""},"PeriodicalIF":2.0,"publicationDate":"2024-02-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139729119","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Synthesis and absolute configuration of cyclic synthetic cathinones derived from α-tetralone 从α-四氢萘酮衍生的环状合成卡西酮的合成和绝对构型。

IF 2 4区化学

Chirality Pub Date : 2024-02-14 DOI: 10.1002/chir.23646

Martin Paškan, Kristýna Dobšíková, Martin Kuchař, Vladimír Setnička, Michal Kohout

{"title":"Synthesis and absolute configuration of cyclic synthetic cathinones derived from α-tetralone","authors":"Martin Paškan, Kristýna Dobšíková, Martin Kuchař, Vladimír Setnička, Michal Kohout","doi":"10.1002/chir.23646","DOIUrl":"10.1002/chir.23646","url":null,"abstract":"The emergence of new synthetic cathinones continues to be a matter of public health concern. In fact, already known products (drugs) are being rapidly replaced by new structurally related alternatives, whereby modifications in the basic cathinone structure are used by manufacturers to circumvent the legislation. On the other hand, some derivatives of synthetic cathinones represent important pharmaceuticals with antidepressant properties. In the search for pharmaceutically relevant analogs, the main goal of the present study was to design and characterize novel cyclic α-tetralone-based derivatives of synthetic cathinones. We synthesized a series of derivatives and verified their chemical structure. Subsequently, chiral separation has been accomplished by high-performance liquid chromatography (HPLC) equipped with a circular dichroism (CD) detector, which directly provided CD spectra of the enantiomers of the analyzed substances at 252 nm. Using density functional theory calculations, we have obtained stable conformers of selected enantiomers in solution and their relative abundances, which we used to simulate their spectra. The experimental and calculated data have been used to assign the absolute configuration of six as-yet unknown synthetic cathinones.","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"36 2","pages":""},"PeriodicalIF":2.0,"publicationDate":"2024-02-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/chir.23646","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139729120","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Chiral acidic molecularly imprinted polymer for enantio-separation of norepinephrine racemate 用于去甲肾上腺素外消旋体对映体分离的手性酸性分子印迹聚合物

IF 2 4区化学

Chirality Pub Date : 2024-02-07 DOI: 10.1002/chir.23645

May Abdullah Abomuti

{"title":"Chiral acidic molecularly imprinted polymer for enantio-separation of norepinephrine racemate","authors":"May Abdullah Abomuti","doi":"10.1002/chir.23645","DOIUrl":"https://doi.org/10.1002/chir.23645","url":null,"abstract":"We are looking into how well a copolymeric material made of poly (maleic acid–co-4-vinylpyridine) cross-linked with divinylbenzene can separate L-norepinephrine (L-NEP) from (±)-NEP. The initial step in this direction was the synthesis and subsequent analysis of L-NEP-maleimide chiral derivative. A 4-vinylpyridine/divinylbenzene combination was copolymerized with the resultant chiral maleimide. After heating the polymer materials in a high-alkaline environment to breakdown the connecting imide bonds, they were acidified in an HCl solution to eliminate the incorporated L-NEP species. Fourier transform infrared spectroscopy (FTIR) and a scanning electron microscope were used to examine the imprinted L-NEP-imprinted materials. The manufactured L-NEP-imprinted materials exhibited selectivity characteristics that were over 11 times greater for L-NEP than D-norepinephrine. The highest capacity observed in Langmuir adsorption studies was 170 mg/g at a pH of 7. After optical separation using a column technique, it was determined that the enantiomeric excess levels of D-norepinephrine and L-NEP in the first feeding and subsequent recovery solutions were 95% and 81%, respectively.","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"36 2","pages":""},"PeriodicalIF":2.0,"publicationDate":"2024-02-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139700647","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Construction of high-throughput magnetic circular dichroism measurement system and its application to research on magnetic and optical properties of phthalocyanine complexes 高通量磁性圆二色性测量系统的构建及其在酞菁配合物磁性和光学特性研究中的应用

IF 2 4区化学

Chirality Pub Date : 2024-02-07 DOI: 10.1002/chir.23648

Satoko Suzuki, Akio Kaneta, Anas Santria, Kengo Yoshida, Taiji Oyama, Yoshitane Imai, Ken-ichi Akao, Naoto Ishikawa

{"title":"Construction of high-throughput magnetic circular dichroism measurement system and its application to research on magnetic and optical properties of phthalocyanine complexes","authors":"Satoko Suzuki, Akio Kaneta, Anas Santria, Kengo Yoshida, Taiji Oyama, Yoshitane Imai, Ken-ichi Akao, Naoto Ishikawa","doi":"10.1002/chir.23648","DOIUrl":"https://doi.org/10.1002/chir.23648","url":null,"abstract":"Magnetic circular dichroism (MCD) spectroscopy is a powerful method for evaluating the electronic structure and magnetic and optical properties of molecules. In particular, MCD measurements have been performed on phthalocyanines and porphyrins with various central metal ions, axial ligands, and substituents to elucidate their properties. It is essential to develop a robust high-throughput technique to perform these measurements comprehensively and efficiently. However, MCD spectroscopy requires very high optical quality for each component of the instrument, and even slight cell distortions can impair the baseline flatness. Consequently, when versatility and data quality are important, an optical system designed for a microplate reader is not suitable for the MCD spectrometer. Therefore, in this study, we develop a new magnetic flow-through cell and combine it with an existing CD spectrometer and autosampler to construct a high-throughput system. The effectiveness and performance of this new system are then evaluated. In addition, based on the MCD and absorption spectra of various phthalocyanine complexes, the effects of substituents and solvents on their magnetic and optical properties and the causes of these effects are discussed. The results demonstrate that this system is effective for the evaluation of the physicochemical properties of various phthalocyanine complexes.","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"36 2","pages":""},"PeriodicalIF":2.0,"publicationDate":"2024-02-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139704759","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Resolution of N-acetyl-DL-methionine methyl ester by the lipase from Brucella thiophenivorans 布鲁氏菌硫代苯尼沃氏体脂肪酶解析 N-乙酰基-DL-蛋氨酸甲酯

IF 2 4区化学

Chirality Pub Date : 2024-01-29 DOI: 10.1002/chir.23643

Xiaojun Li, Qi Li, Liying Yang, Liqin Huang, Chenchen Peng, Jianyong Zheng

引用次数: 0

Size dependence of optical activities in helical polymers 螺旋聚合物中光学活性的尺寸依赖性

IF 2 4区化学

Chirality Pub Date : 2024-01-29 DOI: 10.1002/chir.23641

Masashi Hatanaka

引用次数: 0

Advancement in chiral heterocycles for the antidiabetic activity 手性杂环在抗糖尿病活性方面的进展

IF 2 4区化学

Chirality Pub Date : 2024-01-21 DOI: 10.1002/chir.23637

Tinku Gupta, Dimpy Rani, Lalit Mohan Nainwal, Reena Badhwar

引用次数: 0

Effect of chirality in the supramolecular polymerization of N-annulated perylenediimides: Cancelling pathway complexity N-annulated perylenediimides 超分子聚合中手性的影响：消除路径复杂性

IF 2 4区化学

Chirality Pub Date : 2024-01-21 DOI: 10.1002/chir.23639

Elisa E. Greciano, Alfonso J. Schwalb, Luis Sánchez

引用次数: 0

Chiral separation of propranolol by electrokinetic chromatography using nanodiamonds and human serum albumin as a pseudo-stationary phase in river water 在河水中使用纳米金刚石和人血清白蛋白作为伪固定相，通过电动色谱法对普萘洛尔进行手性分离

IF 2 4区化学

Chirality Pub Date : 2024-01-18 DOI: 10.1002/chir.23640

Verónica M. Lanaro, Lorena L. Sombra, Jorgelina C. Altamirano, César A. Almeida, Patricia W. Stege

{"title":"Chiral separation of propranolol by electrokinetic chromatography using nanodiamonds and human serum albumin as a pseudo-stationary phase in river water","authors":"Verónica M. Lanaro, Lorena L. Sombra, Jorgelina C. Altamirano, César A. Almeida, Patricia W. Stege","doi":"10.1002/chir.23640","DOIUrl":"https://doi.org/10.1002/chir.23640","url":null,"abstract":"Propranolol is currently considered as an emerging contaminant in water bodies. In this study, R- and S-propranolol were determined in river samples by electrokinetic chromatography (EKC) using nanodiamonds (NDs) and human serum albumin (HSA) as a pseudo-stationary phase in order to achieve enantioseparation. Previously, river samples were preconcentrated using a column filled with Amberlite® IR-120 and Dowex® 50WX8 resins. The setting up of influential factors such as temperature, voltage, pH, and HSA and NDs concentration is accurately described along this manuscript. A multivariate study and optimization was carried out to obtain the enantioseparation of propranolol (Rs = 2.91), which was reached under the following experimental conditions: voltage of 16 kV, temperature of 16°C, phosphate buffer pH 9.5, NDs of 0.20%, and HSA of 15 μmol l−1. The recoveries of analytes under optimal conditions were higher than 98%. The limits of detection were 0.85 μg l−1 for R- and S-propranolol. The method was applied to real samples, and the obtained results in three different water sources studied were 1.02, 0.59, and 0.30 μg l−1 for the R-enantiomer and 0.99, 0.54, and 0.28 μg l−1 for the S-enantiomer. The accuracy of the proposed methodology (including bias and precision) has allowed us to propose it as a successful tool for the control of water quality.","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"36 2","pages":""},"PeriodicalIF":2.0,"publicationDate":"2024-01-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139494365","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0