Academic literature on the topic 'Preparative layer chromatography'

Abstract This paper summarizes the role of planar chromatography (PC) in medicinal and aromatic plant (MAP) research and development, and demonstrates the importance of the technique, after extraction, in the analysis of MAP (identification and quantitative determination of the separated compound/s), in the purification and isolation process, and in different types of screening procedure. Special attention is paid to analytical, micropreparative and preparative forced-flow techniques, for example overpressured-layer chromatography (OPLC) and rotation planar chromatography (RPC). The special features of analytical, micropreparative, and preparative layer chromatography (PLC), OPLC, and RPC are compared in tables. Purification and isolation procedures using forced-flow techniques are shown in flowcharts. Some applications, relating to different classes of substance, are presented to demonstrate the versatility of various planar chromatographic techniques.

An extract from a submersed culture of the mushroom Agrocybe aegerita (BRIG.) SING., containing antifungal antibiotic compounds was chromatographed on a silica gel column. Compounds from fractions which displayed the highest biological activity were concentrated and isolated by means of preparative thin-layer chromatography and preparative high-performance liquid chromatography, and were further characterized by means of gas chromatography, mass spectrometry and nuclear magnetic resonance. They are sesquiterpenic diols predominantly with an illudine skeleton. Structural formulae are proposed for some of them.

Abstract The most important advances in planar chromatography published between November 1, 2013 and November 1, 2015 are reviewed in this paper. Included are an introduction to the current status of the field; student experiments, books, and reviews; apparatus and techniques for sample preparation and TLC separations; detection and identification of separated zones; quantitative analysis; preparative layer chromatography; and thin layer radiochromatography. Selected applications are given in the various sections of the review.

Abstract The most important advances in planar chromatography published between November 1, 2015, and November 1, 2017, are reviewed in this paper. Included are an introduction to the current status of the field; student experiments and reviews; apparatus and techniques for sample preparation and TLC separations; detection and identification of separated zones; quantitative analysis; preparative layer chromatography; and thin-layer radiochromatography. Selected applications are given in the various sections of the review.

The target of this study was to study the natural phytochemical components of the head (capsule) of Cynara scolymus cultivated in Iraq. The head (capsule) of plant was extracted by maceration in70% ethanol for 72 hours, and fractioned by hexane, chloroform and ethyl acetate. Preliminary qualitative phytochemical screening was performed on the ethyl acetate fraction for capsule was revealed the presence of flavonoid and aromatic acids. These were examined by (high -performance liquid chromatography) (HPLC diodarray), (high- performance thin-layer chromatography)(HPTLC). Flavonoids were isolated by preparative layer chromatography and aromatic acid was isolated by preparative high-performance liquid chromatography HPLC from the ethyl acetate fraction of capsule. Then identified by High Performance Thin Layer Chromatography HPTLC, High performance liquid chromatography HPLC diode array , ultraviolet diode array UV-diode array and Liquid Chromatography /Mass Spectroscopy LC/MS. The chloroform fraction from the capsule was evaluated by Gas Chromatography//Mass Spectrometer(GC/MS). The different chromatographic and spectroscopic techniques revealed the presence of luteolin, apigenin and cinnamic acid in capsule of Cynara scolymus, also 9-octadecanoic acid (oleic acid), Oxalic acid, allyl tetradecyl ester, limonene, in chloroform of Cynara scolymus. The results of the current study proved the presence of luleolin, apigenin, and cinnamic acid in the ethyl acetate fraction of Cynara scolymus capsule.

Abstract The most important advances in the planar chromatography published between November 1, 2009 and November 1, 2011 are reviewed in this paper. Included are an introduction to the current status of the field; history, student experiments, books, and reviews; theory and fundamental studies; apparatus and techniques for sample preparation and TLC separations (sample application and plate development with the mobile phase); detection and identification of separated zones (chemical and biological detection, TLC/MS, and TLC coupled with other methods); techniques and instruments for quantitative analysis; preparative layer chromatography; and thin layer radiochromatography. Selected applications are given in the various sections of the review, especially for modern HPTLC-densitometry.

AbstractThe most important advances in planar chromatography published between November 1, 2011 and November 1, 2013 are reviewed in this paper. Included are an introduction to the current status of the field; student experiments, books, and reviews; theory and fundamental studies; apparatus and techniques for sample preparation and TLC separations (sample application and plate development with the mobile phase); detection and identification of separated zones (chemical and biological detection, TLC/mass spectrometry, and TLC coupled with other spectrometric methods); techniques and instruments for quantitative analysis; preparative layer chromatography; and thin layer radiochromatography. Numerous applications to a great number of compound types and sample matrices are presented in all sections of the review.

A method of preparation of rotors with a reversed phase (RP) solid silica gel sorbent layer has been developed for centrifugal preparative chromatography (CPC), also known as rotational planar chromatography (RPC). The rotors consist of binder free RP solid SiO2 layers of different thicknesses packed between two supported circular glass discs and can be used in any appropriate device for centrifugal chromatography, like Chromatotron® and CycloGraph®. Polar and /or semi-polar compounds with close R f values, as well as extracts and column fractions were separated and /or purified in a preparative and / or semi-preparative scale using the RP rotors, eluted with mixtures of aqueous-based solvents. We herein report three examples of its application, using RP ChromatorotorsTM, for the isolation of the diastereoisomeric alkaloids banistenosides I and II from Banisteriopsis caapi, saponins III and IV from Fagonia cretica, and the sesquiterpenes artemisinin (V) and artemisinic acid (VI) from Artemisia annua.

In this study two medicinal plant species, namely Galenia africana and Elytropapus rhinocerotis, the former belonging to the family Aizoceae and the latter belonging to the family Asteraceae, have been investigated and different compounds isolated and characterized. Both species are important plants used in traditional medicine in Africa and particularly in South Africa. Flavanoids are secondary metabolites found in plants. They have a protective function against UV radiation and have a defence against invading illnesses due to their important antioxidant activity. Much of the food we eat and some beverages we drink contain flavonoids. The aim of this study was to investigate the electrochemistry of flavanoids isolated from these species.

Sukcinimidi su jedinjenja koja pokazuju višestruke farmakološke efekte uključujući i antiproliferativnu aktivnost, zahvaljujući prisustvu farmakofore sa dva hidrofobna regiona i dva regiona bogata elektronima. Savremeni dizajn lekova ima za cilj da se modifikacijama u strukturi (promena vrste, položaja i orijentacije supstituenata) i in silico računarskim metodama predvide i optimizuju farmakokinetske osobine i bezbednosni profil kandidata za lek. U ranoj fazi razvoja lekova se koriste postojeće baze podataka o molekulskim, farmakokinetskim i toksikološkim parametrima već ispitanih jedinjenja i pomoću matematičkih modela i algoritama predviđaju se osobine novih molekula, eliminišu se neodgovarajući kandidati i postiže se ušteda u vremenu i materijalnim sredstvima. Da se ispitaju fizičko-hemijske karakteristike 11 novosintetisanih metil-etil-N-aril-sukcinimida na osnovu strukture, primenom različitih softverskih paketa; da se na osnovu strukture odrede farmakokinetski i toksikološki parametri, primenom različitih softverskih paketa; da se ispita retenciono ponašanje, odnosno odrede retencione konstante za svako jedinjenje primenom visokoefikasne hromatografije na tankom sloju (HP-TLC) i ispita mogućnost primene retencionih konstanti kao mere lipofilnosti ispitivanih jedinjenja; da se ispita antiproliferativna aktivnost na odabranim kulturama ćelija karcinoma i na zdravim ćelijama fibroblasta pluća; da se analizom molekulskog dokinga ustanovi vezivanje za estrogene receptore. Ispitano je retenciono ponašanje 11 novosintetisanih derivata sukcinimida primenom visokoefikasne hromatografije na tankom sloju (HP-TLC) obrnute faze uz primenu dvokomponentne smeše vode i organskog rastvarača (metanola, acetonitrila ili acetona), sa odgovarajućim zapreminskim udelom organskog rastvarača kao mobilne faze. Iz razvijenih hromatograma su izračunate retencione konstante RM0 i S. Logaritam podeonog koeficijenta (logP) određen je in silico, korišćenjem različitih računarskih programa. In silico su određene fizičko-hemijske karakteristike, farmakokinetski parametri, toksikološki parametri, akvatična toksičnosti i afinitet vezivanja za estrogene receptore. Izračunate su vrednosti afiniteta za 4 vrste receptora (G-protein spregnuti receptori, jonski kanali, inhibitori kinaza, nuklearni receptori). Antiproliferativna aktivnost ispitivanih derivata sukcinimida određena je primenom kolorimetrijskog testa sa tetrazolijum solima (MTT testa) na komercijalnim kulturama ćelija (MRC-5, A549, HeLa, MDA-MB-231, MCF-7, HT-29) i izračunate su IC50 vrednosti. Urađena je i doking analiza sukcinimida prema ERA (estrogen receptor alfa) i ERB (estrogen receptor beta) i dobijene su vrednosti energije formiranja kompleksa sa posmatranim receptorima (MolDock Score). Statistički najznačajnije linearne korelacije dobijene su između eksperimentalno određenih hromatografskih parametara (RM0 i S) i in silico parametara lipofilnosti MlogP i ClogP. Ispitivanjem uticaja promene RM0 i S na farmakokinetske karakteristike dobijeni su rezultati koji pokazuju paraboličnu zavisnost konstante apsorpcije (Ka) i procenta vezivanja za proteine plazme (PPB) od posmatranih retencionih konstanti, dok je zavisnost sa volumenom distribucije (Vd) i sposobnošću prolaska kroz krvno-moždanu barijeru (logBBB) bila linearnog tipa. Toksičnost ispitivanih jedinjenja, procenjena na osnovu in silico dobijenih LD50 vrednosti, nije bila viša od toksičnosti već registrovanih lekova sa strukturom sukcinimida, i dala je parabolične zavisnosti u odnosu na RM0 i S vrednosti. Eksperimentalno nijedno od ispitivanih jedinjenja nije pokazalo aktivnost u odnosu na zdrave fibroblaste pluća. Najznačajniju antiproliferativnu aktivnost (najniže IC50) su pokazala jedinjenja 6 i 7 u odnosu na ćelije linije MCF-7 i jedinjenje 11 u odnosu na A549 ćelijsku liniju. Doking analiza je pokazala niže energije formiranja kompleksa sa ERA, u odnosu na ERB. Eksperimentalno određeni parametri RM0 i S se mogu koristiti kao alternativne i pouzdane mere lipofilnosti analiziranih sukcinimida. Ispitivana jedinjenja pokazuju povoljne fizičko-hemijske karakteristike, predviđene in silico metodama i povoljne farmakokinetske karakteristike: male vrednosti konstante apsorpcije, umeren volumen distribucije, povoljan afinitet vezivanja za proteine plazme, favorizovan prolazak kroz krvno-moždanu barijeru za lipofilnija jedinjenja. Procenjuje se da sva ispitivana jedinjenja, izuzev derivata sa –CN supstituentom, imaju zahtevani nizak stepen toksičnosti. Po antiproliferativnoj aktivnosti u odnosu na ćelije ER-zavisnog karcinoma dojke (MCF-7) izdvajaju se jedinjenja sa metil i nitro supstituentom u para položaju. Na osnovu malih energija formiranja kompleksa sa ERA, koji su eksprimirani na ćelijama MCF-7 linije, pretpostavlja se da bi mehanizam njihovog delovanja delimično mogao biti objašnjen uticajem na ERA, ali su potrebna dodatna istraživanja na tom polju.
Succinimides have exhibited various pharmaceutical effects including antiproliferative activity due to an important structural fragment (a pharmacophore) presented in form of two hydrophobic regions and two electron-rich centers. Current development of new drugs involves modifications in structure (type, position and orientation of substituents) and usage of in silico computational programs to predict and optimize pharmacokinetic and safety profile of drug candidates. In early phase of drug development, databases regarding the molecular, pharmacokinetic and toxicological parameters of already tested compounds are used, mathematical models and algorithms are applied for predicting the properties of new molecules and inadequate candidates are eliminated saving time and resources. Determination of physico-chemical properties of the analyzed methyl-ethyl-N-phenilsuccinimide derivatives by software packages; virtual pharmacokinetic and toxicology screening; investigation of retention behavior of the compounds by the reversed-phase HPTLC analysis and calculation of retention constants and their correlation with lipophilicity; in vitro evaluation of antiproliferative activity toward five carcinoma cell lines and normal fetal lung cell line; molecular behavior study on target estrogen receptors by molecular docking and correlation of antiproliferative activity toward ER+ breast carcinoma cell lines and in silico estrogen receptor affinity binding. Retention behavior of 11 newly synthesized succinimide derivatives was determined by reversed phase high performance thin layer chromatography (RP HPTLC) with the application of two-component mixtures water - organic solvent (methanol, acetonitrile or acetone) with adequate volume fractions of the organic modifier. After chromatographic development RM0 and S parameters were calculated. The logarithm of partition coefficient, logP for the analyzed compounds were calculated by different softwares. Physico-chemical properties, pharmacokinetic and toxicological parameters, aquatic toxicity and relative affinity to estrogen receptors were predicted in silico. The affinity toward 4 types of receptors (G-proteine coupled receptors, ion channels, kinase inhibitors, nuclear receptors) were calculated as well. Standard MTT assay was applied to evaluate cytotoxic activities of the analyzed succinimides after cells were exposed. Antiproliferative activity were investigated toward commercial MRC-5, A549, HeLa, MDA-MB-231, MCF-7, HT-29 cell lines and IC50 values were calculated for each compound. MolDock Score that represents energy of binding to estrogen alfa and estrogen beta receptors was determined by molecular docking. Statistically significant linear correlations were determined between the chromatographic retention constants (RM0 and S) and calculated logP, and the best two were obtained in correlation of retention constants with MlogP and ClogP. The examination of RM0 and S influence on pharmacokinetics indicated parabolic dependence of the absorption constant (Ka) and plasma protein binding predictor (PPB) from the observed constants while the volume of distribution (Vd) and the ability to cross the brain blood barrier (logBBB) had linear association with the retention parameters. The toxicity of the analysed compounds evaluated in silico as LD50 on rodents was lower in comparison with the drugs with succinimide structure that are on the market and had parabolic correlation with the RM0 and S values. The experiments indicated that none of the compounds examined had cytotoxic activity toward the healthy lung fibroblast cells. The results of the in vitro assay shown that none of the investigated compounds demonstrated antiproliferative activity toward fetal lung cells. The most potent antiproliferative agents were compounds 6 and 7 toward MCF-7 cell line, and compound 11 toward A549 cell line. Molecular docking shown lower energy for binding to ERA in comparison to ERB.

Camelina sativa (L.) Crantz – is an annual oilseed crop in the family Brassicaceae. The aim of the research was to study oil obtained from camelina seeds cultivated in the Crimea. Determination of fatty acid composition was carried out on the gas chromatograph “Хроматэк – Кристалл 5000” (Hromatek - Crystal 5000); automatic dosing unit ДАЖ-2М (DAJ- 2M); capillary column SolGelWax 30m × 0.25 mm × 0.5 μm; carrier gas – helium; speed – 22 centimeters per second; programming temperature –178–230 °С. The preparation of fatty acid methyl esters (FAMEs) using gas-liquid chromatography (GC) was performed in line with the methodology. The content of biologically active substances (tocopherols) in Camelina sativa oil was carried out using thin-layer chromatography (TLC) and spectroscopy. To obtain biofuel, we used the transesterification of triglyceride (or triacylglycerols) of camelina oil with methyl alcohol using potassium hydroxide (or sodium) as a homogeneous catalyst, as well as active metal oxides or enzymes (regiospecific lipase) as heterogeneous catalysts. Camelina sativa oil, obtained from false flax cultivated in the Crimea, should be used, first of all, to ensure healthy, dietary and therapeutic nutrition of the locals and tourists. Since, depending on the variety and the amount of precipitation, it contains 17.89-19.66% of linoleic acid; 33.02-37.06% of linolenic acid; not more than 3.05% of erucic acid. Furthermore, the ratio of omega-3 to omega-6 fatty acids varies from 1.7: 1.0 to 2.2: 1.0 even in wet years. The oil from the winter camelina seeds (‘Penzyak’ variety) in its composition and properties is suitable for the synthesis of biodiesel by the methanolysis reaction using a homogeneous alkaline catalyst. The physical and chemical properties of the obtained biodiesel are similar to those of sunflower or rapeseed oils.

Accumulation of lipids in the intimal arterial layer, and of cholesterol esters in particular, has been recognised as an early and prominent phenomenon in atherogenesis. Several attempts have been made to link putative peroxidation of these lipids in vivo to causal or deteriorating etiological determinants of plaque formation. The occurrence in advanced human atheromata of oxidized derivatives of cholesteryl linoleate -a major polyunsaturated cholesterol ester species in plasma and vessel wall - has been described by Brooks et al. (Atherosclerosis, 1970,13,223) and a positive correlation between the amount of cholesteryl hydroxyoctadecadienoates (CHODES) and the stage of the lesion has also been reported. In addition Funk and Powell (J. Biol. Chem., 1985,260,7481) have found hydroxyoctadecadienoic acids in normal aorta of different species, wich were strikingly increased after alkaline hydrolysis of total lipids, and this in contrast with the arachidonic acid analogs. The aim of this study was to develop a sensitive and practical method for specific assay of CHODES, without resorting to laborious saponification and derivatisation procedures required for gas chromatographic analysis, which could moreover augment the risk for artefacts.Dog thoracal aorta was homogenised and lipids were extracted using the Folch method with CHCl3/CH30H;2/l containing 0.05mM butylated hydroxytoluene. Fractionation of CHODES from neutral lipids was carried out by thin-layer chromatography. For detection and quantification a high-performance liquid chromatography (HPI/2) assay method was developed, with UV monitoring at 232nm , a wavelength characteristic for conjugated dienes with vicinal hydroxyl function. Reference compounds and the internal standard for HPLC analysis were synthesized from linoleic acid and 10,13,16-docosatrienoic acid, respectively, by preparation of hydroxy fatty acids with soybean lipoxygenase and subsequent esterification to cholesterol esters with pancreas cholesterol esterase. Confirmation of the structural identity was obtained by mass spectrometry. Artefactual formation of CHODES ex vivo was investigated by subjecting radiolabeled cholesteryl linoleate through the analysis procedure. This method allows the specific detection of CHODES in non-atherosclerotic arteries which was hitherto only reported for human advanced atherosclerotic lesions and is proposed as a sensitive and specific probe for prospective survey of lipid peroxidation in atherosclerotic blood vessels.

Abstract Natural gas is sampled or produced throughout the lifespan of a field, including geochemical surface survey, mud gas logging, formation and well testing, and production. Detecting and measuring gas is a common practice in many upstream operations, providing gas composition and isotope data for multiple purposes, such as gas show, petroleum system analysis, fluid characterization, and production monitoring. Onsite gas analysis is usually conducted within a mud gas unit, which is operationally unavailable after drilling. Gas samples need be taken from the field and shipped back to laboratory for gas chromatography and isotope-ratio mass spectrometry analyses. Results take a considerable time and lack the resolution needed to fully characterize the heterogeneity and dynamics of fluids within the reservoir. We are developing and testing advanced sensing technology to move gas composition and isotope analyses to field for near real-time and onsite fluid characterization and monitoring. We have developed a novel QEPAS (quartz-enhanced photoacoustic spectroscopy) sensor system, employing a single interband cascade laser, to measure concentrations of methane (C1), ethane (C2), and propane (C3) in gas phase. The quartz fork detection module, laser driver, and interface are integrated as a small sensing box. The sensor, sample preparation enclosures and a computer are mounted in a rack as a gas analyzer prototype for the bench testing for oil industry application. Software is designed for monitoring sample preparation, collecting data, calibration and continuous reporting sample pressure and concentration data. The sensor achieved an ultimate detection limit of 90 ppb (parts per billion), 7 ppb and 3 ppm (parts per million) for C1, C2, and C3, respectively, for one second integration time. The detection limit for C2 made a record for QEPAS technique, and measuring C3 added a new capability to the technique. However, the linearity of the QEPAS sensing were previously reported in the range of 0 to 1000 ppm, which is mainly for trace gas detection. In the study, the prototype was separately tested on standard C1, C2, and C3 with different concentrations diluted in dry nitrogen (N2). Good linearity was obtained for all single components and the ranges of linearity were expanded to their typical concentrations (per cent, %) in natural gas samples from oil and gas fields. The testing on the C1-C2 mixtures confirms that accurate C1 and C2 concentrations in % level can be achieved by the prototype. The testing results on C1-C2-C3 mixtures demonstrate the capability of simultaneous detection of three hydrocarbon components and the probability to determine their precise concentrations by QEPAS sensing. This advancement of simultaneous measuring C1, C2 and C3 concentrations, with previously demonstrated capability for hydrogen sulfide (H2S) and carbon dioxide (CO2) and potential to analyze carbon isotopes (13C/12C), promotes QEPAS as a prominent optical technology for gas detection and chemical analysis. The capability of measuring multiple gas components and the advantages in small sensor size, high sensitivity, quick analysis, and continuous sensing (monitoring) open the way to use QEPAS technique for in-situ and real-time gas sensing in oil industry. The iterations of QEPAS sensor might be applied in geochemical survey, on-site fluid characterization, time-lapse monitoring of production, and gas linkage detection in the oil industry.

Commercially available handheld chemical analyzers for forensic applications have been available for over a decade. Portable systems from multiple vendors can perform X-ray fluorescence (XRF) spectroscopy, Raman spectroscopy, Fourier transform infrared(FTIR) spectroscopy, and recently laser-induced breakdown spectroscopy (LIBS). Together, we have been exploring the development and potential applications of a multisensor system consisting of XRF, Raman, and LIBS for environmental characterization with a focus on soils from military ranges. Handheld sensors offer the potential to substantially increase sample throughput through the elimination of transport of samples back to the laboratory and labor-intensive sample preparation procedures. Further, these technologies have the capability for extremely rapid analysis, on the order of tens of seconds or less. We have compared and evaluated results from the analysis of several hundred soil samples using conventional laboratory bench top inductively coupled plasma atomic emission spectroscopy (ICP-AES) for metals evaluation and high-performance liquid chromatography (HPLC) and Raman spectroscopy for detection and characterization of energetic materials against handheld XRF, LIBS, and Raman analyzers. The soil samples contained antimony, copper, lead, tungsten, and zinc as well as energetic compounds such as 2,4,6-trinitrotoluene(TNT), hexahydro-1,3,5-triazine (RDX), nitroglycerine (NG), and dinitrotoluene isomers (DNT). Precision, accuracy, and sensitivity of the handheld field sensor technologies were compared against conventional laboratory instrumentation to determine their suitability for field characterization leading to decisional outcomes.