高效液相色谱中的纤维素衍生物手性固定相

本文评述了高效液相色谱中的纤维素衍生物手性固定相，介绍了纤维素衍物生的主要类型，阐述了纤维素省生物手性固定相的光学拆分机理，并评述了该手性固定相在医药品、生化和有机中间体的分析及对映体制备等方面的应用。引文６４篇。     

薄层色谱用纤维素苯甲酸酯类手性固定相的制备及色谱性能

用超声方法合成了3种纤维素苯甲酸酯类手性固定相，三（苯甲酰基）纤维素（CTB）、三（4－甲基苯甲酰基）纤维素（CTMB）、三（4－硝基苯甲酰基）纤维素（CTPNB）；该类手性固定相（CSP）用于薄层色谱分离手性药物对映体，采用合适的展开剂系统，共有6对含氮手性药物获得了安全分离；比较了3种手性固定相的拆分性能，表明CTB和CTMB对手性药物显示出良好的拆分性能，而CTPNB的拆分性能较差。     

多糖衍生物类固定相在高效液相色谱手性分离中的应用进展

评述了多糖衍生物手性固定相在高效液相色谱手性分离中的应用进展，介绍了多糖衍生物手性固定相的主要类型，阐述了手性拆分机理和影响手性拆分的因素，引用文献66篇。     

高效液相色谱中乙基纤维素手性固定相研究

对映异构现象广泛存在于自然界中,由于对映异构体分子之间具有不同的光学性能和生物活性,因而外消旋体的拆分在药学和生物学等领域具有十分重要的意义.在手性拆分中,高效液相色谱是最普遍使用的方法之一,而其中又以手性固定相法最为常用[1].在众多手性固定相中,各种多糖及其衍生物,特别是纤维素和直链淀粉的衍生物因具有很好的手性识别能力而得到了广泛研究[2-3].但到目前为止,我们还未见乙基纤维素手性固定相的报道.本文制备了乙基纤维素手性固定相,并在正相、反相以及极性有机溶剂的流动相条件下,对15种手性化合物的拆分情况进行了探究,其中9种得到了不同程度的分离,研究结果表明该手性固定相具有较好的手性拆分能力.     

一种手性中间体在键合型和涂覆型纤维素手性固定相上的拆分

制备了涂覆型和键合型纤维素-(3, 5-二甲基苯基氨基甲酸酯)固定相, 分别在制备的纤维素手性固定相上成功地拆分了一种手性中间体, 通过考察流动相中的改性剂(醇、四氢呋喃、三氯甲烷)对手性拆分的影响, 优化了手性中间体在两种手性固定相上的色谱分离条件, 并比较了手性中间体在涂覆和键合型纤维素手性固定相上的拆分. 结果表明, 涂覆型和键合型手性固定相对这种手性中间体均有较好的拆分效果, 在150 mm的色谱柱上, 这两种手性固定相对这种手性中间体的拆分能力相差不大, 但键合型固定相上可选择的流动相范围更广.     

纤维素衍生物手性固定相研究进展

本文从用作手性固定相的纤维素衍生物种类、纤维素衍生物手性固定相制备方法及其在高效液相色谱中的应用三个方面介绍了国内外近年来的研究进展,并展望了该领域今后的研究方向。     

纤维素衍生物手性固定相研究进展

本文从用作手性固定相的纤维素衍生物种类、纤维素衍生物手性固定相制备方法及其在高效液相色谱中的应用三个方面介绍了国内外近年来的研究进展, 并展望了该领域今后的研究方向.     

纤维素衍生物手性固定相研究进展

本文从用作手性固定相的纤维素衍生物种类、纤维素衍生物手性固定相制备方法及其在高效液相色谱中的应用三个方面介绍了国内外近年来的研究进展,并展望了该领域今后的研究方向。     

高效液相色谱手性固定相的制备及色谱柱的评价

制备了两种不同结构的β-环糊精型手性固定相CSP A和CSP B,制成手性色谱柱Ⅰ和Ⅱ,并且用DL-氨基酸衍生物的手性拆分实验对色谱柱进行了评价。     

键合型纳米纤维素手性固定相的制备及其手性拆分

通过碱法水解制备了纳米纤维素,并进一步衍生化得到了区域选择性纳米纤维素衍生物,通过化学键合法将纳米纤维素衍生物固定于硅胶基质上,制备了键合型纳米纤维素手性固定相。通过高效液相色谱对纳米纤维素键合的固定相进行手性拆分性能评价,探讨了溶剂效应(醇的浓度、流动相添加剂)对手性拆分的影响。     

纤维素衍生物手性固定相用于高效液相色谱对映体分离

纤维素衍生物是目前高效液相色谱 (HPLC)中应用最为广泛的手性固定相之一 ,对各种类型的外消旋体都表现出了很高的对映体选择性 ,因其负载量大特别适用于对映体制备分离。本文对纤维素衍生物手性固定相的种类、影响手性选择性的因素以及手性识别的机理进行了较为全面的评述 ,并展望了研究前景     

Enantioseparation of vesamicol and novel vesamicol analogs by high-performance liquid chromatography on different chiral stationary phases

High-performance liquid chromatography enantioseparation of vesamicol and six novel azaspirovesamicols (amino alcohols) was accomplished on different chiral stationary phases (CSPs) by using an optical rotation based chiral detector for identification of the resolved enantiomers. The Pirkle-type column Reprosil Chiral-NR was found to be most suitable for chiral resolution in normal phase (NP) mode; all compounds could be enantioseparated successfully. Also the cellulose-based column Reprosil Chiral-OM showed appropriate separation properties by using NP conditions. The amylose-type column Reprosil Chiral-AM-RP was most suitable for enantioseparation in reversed phase (RP) mode; five out of seven compounds were resolved. This CSP showed a considerably higher capability for chiral recognition of vesamicol derivatives in RP mode than the corresponding cellulose-based column Reprosil Chiral-OM-RP. Enantioseparation with the teicoplanin aglycone-based column Reprosil Chiral-AA was successful under polar ionic mobile phase conditions.     

Enantiomeric separation of chiral theophylline derivatives by liquid chromatography on cellulose-based sorbents

The enantiomeric resolution of seven closely related theophylline racemates by high-performance liquid chromatography on cellulose-based sorbents, in particular Chiralcel-OD, -OC and -OJ, is described. Although all chiral stationary phases (CSPs) are suitable for the enantioseparation of all racemates investigated, it is obvious that method development is different for each stationary phase. The screenings with the above-mentioned CSP included variation of mobile phase and temperature. It turned out that Chiralcel-OD should be used with 2-propanol in n-hexane as the mobile phase at higher temperatures, whereas Chiralcel-OC performed best with methanol at ambient temperature. Improved enantioseparations were observed for Chiralcel-OJ with increased modifier concentrations in n-hexane at increased temperature.     

大分子键合型手性固定相的研究进展

高效液相色谱（HPLC）被广泛认为是分离制备光学纯单一对映体最有效的方法。在高效液相色谱手性拆分中,手性固定相的性能直接影响到色谱柱的手性分离能力。在众多手性固定相中,键合型手性固定相具有溶剂耐受性好,分离模式灵活等优点,是很重要的一大类手性固定相。本文主要针对大分子键合型手性固定相,包括多糖衍生物键合型手性固定相、蛋...     

多糖衍生物手性固定相的制备方法

手性固定相色谱法已成为手性药物拆分的一个重要方法,其关键和核心在于手性固定相的研制,现已开发了众多手性固定相。其中,多糖衍生物手性固定相拆分能力强,可拆分大多数手性药物,广泛应用于手性药物的分析与制备。本文对这类固定相的四种制备方法(涂敷法、键合法、整体成球法以及交联-共聚法)进行了详尽的介绍,并比较了各种制备方法的优缺点。     

Novel β-cyclodextrin chiral stationary phases with different length spacers for normal-phase high performance liquid chromatography enantioseparation

Cyclodextrin and its derivatives are widely used as selectors of chiral stationary phases (CSPs) for high performance liquid chromatography (HPLC) due to their unique molecular structure and resolution capability. Three mono(6(A)-N-(ω-alkenylamino)-6(A)-deoxy)perphenylcarbamoylated β-cyclodextrin (PICD) based CSPs with different length spacers have been prepared, with their enantioseparation abilities evaluated with 10 model racemates including aromatic alcohols, flavanone compounds, amine and non-protolytic compounds under normal-phase conditions. The effect of spacer length and surface loading on the enantioseparation performance of CSPs is investigated herewith. The results indicate that higher surface loading 6C-PICD displays the best enantioselectivities towards selected racemates under normal-phase conditions.     

Systematic evaluation of new chiral stationary phases for supercritical fluid chromatography using a standard racemate library

A systematic approach to the evaluation of new chiral stationary phases (CSPs) for supercritical fluid chromatography (SFC) using a standard library of racemic analytes is described. A standard library of racemic analytes representing a variety of functional group classes was assembled from a mixture of proprietary and commercial compounds. The library is dispensed and stored in a convenient 96-well microplate format to facilitate ease of use, and to minimize the amount of analyte required for analysis. Automated SFC screening was performed on both established CSPs in common use, as well as a group of six recently commercialized CSPs. Screening results were archived in a structure-searchable database that allows convenient comparison of performance data to determine which CSPs shows the best performance.     

Preparation of chiral stationary phase via activated carbamate intermediate for liquid chromatographic optical resolution

Summary Chiral stationary phases (CSPs) for liquid chromatography were prepared by the way of an activated carbamate intermediate. The amino group of aminopropylsilyl silica gel was first activated by carbamylation with disuccinimido carbonate (DSC). The obtained activated carbamate silica gel (ACsil) proved useful as an intermediate for the preparation of urea-type CSPs. The reaction of ACsil with (S)- of (R)-1-(α-naphthyl)-ethylamine gave naphthylethylurea type CSPs. These CSPs were also obtained directly from aminopropylsilyl silica gel by its reaction with optically active (S)- or (R)-succinimido 1-(α-naphthyl)ethyl carbamate (SINEC). Several phenylthiohydantoin amino acid enantiomers and p-bromophenylcarbamyl amino acid enantiomers were resolved on the CSPs by elution with aqueous mobile phase.     

Evaluation of the chiral recognition properties as well as the column performance of four chiral stationary phases based on cellulose (3,5-dimethylphenylcarbamate) by parallel HPLC and SFC

The performance of four commercially available cellulose tris(3,5-dimethylphenylcarbamate) based chiral stationary phases (CSPs) was evaluated with parallel high performance liquid chromatography (HPLC) and super critical fluid chromatography (SFC). Retention, enantioselectivity, resolution and efficiency were compared for a set of neutral, basic and acidic compounds having different physico-chemical properties by using different mobile phase conditions. Although the chiral selector is the same in all the four CSPs, a large difference in the ability to retain and resolve enantiomers was observed under the same chromatographic conditions. We believe that this is mainly due to differences in the silica matrix and immobilization techniques used by the different vendors. An extended study of metoprolol and structure analogues gave a deeper understanding of the accessibility of the chiral discriminating interactions and its impact on the resolution of the racemic compounds on the four CSPs studied. Also, a clear difference in enantioselectivity is observed between SFC and LC mode, hydrogen bonding was found to play an important role in the differential binding of the enantiomers to the CSPs.     

The Resolution of Enantiomeric Ibuprofen on Chiral Stationary Phases Containing N-Arylcarbamoyl Derivatives of Phenylglycine

A series of fourteen anilide derivatives of ibuprofen were resolved on six chiral stationary phases (CSPs) derived from N-arylcarbamoyl derivatives of (S)-phenylglycine. Excellent chiral resolutions were achieved on these CSPs. The ionic-type CSPs showed better chiral recognition abilities than the corresponding covalent-type CSPs, and the CSP bearing two chiral centers has better performance than the CSPs bearing only one chiral center. The highest separation factor was achieved using the ionic-type CSP bearing two chiral centers for the resolution of the 3,5-dinitroanilide derivative of ibuprofen. This result is better than those reported in literature for the resolution of ibuprofen on the CSPs derived from amino acids, According to the chromatographic behaviors, the hydrogen bonding interaction, the π-π interactions provided by the phenyl groups in CSPs bearing one chiral center, and the phenylethylcarbamoyl moiety in CSPs bearing two chiral centers dominate the chiral recognition.