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Estimation of the total antioxidant potential in the meat samples using thin-layer chromatography

  • Paweł Piszcz , Magdalena Tomaszewska and Bronisław K. Głód EMAIL logo
Published/Copyright: February 28, 2020

Abstract

There is limited literature on the antioxidative properties of food of animal origin. Measurements of antioxidative properties are usually performed using the reaction of reduction of colored 2,2-diphenyl-1-picrylhydrazyl (DPPH) radials. Changes of the DPPH color are tracked photometrically. These measurements are interfered by both, the tested samples and reduced DPPH. This study aims to demonstrate the ability to separate different forms of DPPH (DPPH and DPPH-H) by thin-layer chromatography (TLC). Further, it has been practically applied in the study of the determination of antioxidative properties of the meat samples. It was found that TLC can be used for the separation of different forms of DPPH as well as for measurement of TAP (total antioxidant potential) values related to the DPPH. The strongest antioxidant properties were observed for pork neck extracted in buffer pH 2 and for smoked salmon fish extracted in acetone, the lowest for veal and turkey fillet extracted in methanol.

1 Introduction

Free radicals are molecules, ions, atoms or groups of atoms having, on the valence shell (or orbital) one, or more, unpaired electron, giving them paramagnetic properties. Often they are highly reactive, unstable and undergoing oxidation and/or reduction reactions. They impair the structure of cell membranes, lipids, proteins and nucleic acids in the cells. As a result, they can cause damage of the vital functions of cells, tissues of the body and the whole body [1].

Living organisms developed many defense mechanisms to protect themselves against free radicals. The defense system of living organisms against free radicals can be divided into three stages: (i) preventing the generation of free radicals (e.g., chelators of transition metals), (ii) removing radicals (antioxidants or scavengers of the free radicals) or (iii) repairing system of damages [2]. According to [3] antioxidant is “any substance that delays, prevents, or removes oxidative damage to a target molecule”. Maintaining a balance between free radicals and antioxidants is essential to maintaining the health.

In the literature, it is observed that the increased interest in compounds (antioxidants) intended to prevent the harmful effects of free radicals on the human body. The current concern is focused on the vegetables, fruits, herbs, spices and honey [4]. There is very little information available on the antioxidative properties of food of animal origin. It should be noted here that after slaughter, a number of uncontrolled chemical reactions (acidification, oxidation, etc.) run in the meat. Next, during the meat preparation for the human consumption, changes in muscle fibers and connective tissue microstructure cause changes in the meat antioxidative properties [5].

Meat is essential for the proper functioning of the human body. Meat from the slaughtered animals contains healthy proteins and essential amino acids (needed to build tissues that the human body cannot create itself). From a nutritional point of view, meat is also a source of minerals [6]. It contains a lot of antioxidants, such as carotenoids (β-carotene, zeaxanthin, lutein), the unsaturated aliphatic compounds (characterized by orange-pink color) and vitamins A and E [7]. Vitamin E (α-tocopherol) is the most active lipophilic antioxidant in the human body. It is soluble in fats and most of the organic solvents. Carnosine is a basic dipeptide and it is also the major non-protein nitrogen-containing compound in the skeletal muscles of vertebrates [8]. It is soluble in water and can catalyze lipid oxidation by free radicals. Its concentration depends on age, race, gender, and color of meat. Vitamin C (ascorbic acid) is involved in the metabolism and biochemical reactions, like a synthesis of hormones or biosynthesis of collagen. It forms an oxidation-reduction buffer of blood plasma and forms the first line of defense against free radicals in the cytoplasm. Glutathione is a tripeptide consisting of glycine, cysteine, and glutamate. Inside the living organisms, it is available in several forms - reduced (GSH), oxidized (GSSG), S-nitrosoglutathione (GSNO) and the mixture of glutathione disulfide and proteins [9]. It is the most important part of the antioxidant system, maintaining the balance between free radicals and antioxidants. Heat treatment, such as cooking, significantly reduces the concentration of antioxidants [10, 11].

DPPH is a free radical and a scavenger for other radicals. It can be either reduced or oxidized. Reactions on the surface of the electrode in the first stage lead to the formation of an anion DPPH- or cation DPPH+. In the solution, it can be oxidized by strong oxidants, such as hydroxyl radicals, or reduced by antioxidants. Its reduction is, usually, based on the acceptance of a hydrogen atom. It may be a multi-stage reaction. In such case, the electron will be first accepted into the DPPH molecule, followed by the proton, or vice versa. These reactions strongly depend on the environment in which they run, as it was discussed in detail in the paper [12].

The DPPH are used as (i) an external standard of electron paramagnetic resonance (EPR) and (ii) to determine sample cleavage [13]. During reduction they change the color. They are used to the photometric or chromatographic estimation of the total antioxidant potential (TAP). Therefore, they are also used to determine total antioxidant potential (TAP) by photometric method [14, 15]. In our previous paper, we have used the TLC for the determination of the oxidized form of DPPH [16]. In this case, the TAP measure was the change of absorbance of the DPPH spot which is correlated to the change of the DPPH concentration after its reaction with antioxidants. It is worth to note that previously DPPH was used to visualize spots on the TLC plate (yellow spots on a purple background) [17].

Measurements of antioxidative properties are usually based on the reduction of colored DPPH. Changes of the DPPH color are observed photometrically. The TAP measure is the decrease of absorption at l = 517 nm, after the reaction between radicals and sample. These measurements are interfered by both, the tested samples and reduced DPPH.

The aim of this study was to (i) develop an assay for determining total antioxidant potential [4, 17, 18] related to the DPPH and (ii) evaluation of antioxidant properties of different kinds of meat. This includes (i) the separation of different forms of DPPH using TLC; (ii) examine the possibility of determining the TAP by TLC (the TAP measure was the reduction in the absorption at l = 517 nm after the DPPH reaction with the sample) and (iii) the use of the developed method for the determination of TAPs of meat products.

The aim of this study was to improve the assay for TAP [4, 16, 18, 19] related to the DPPH. Conditions for the separation of various forms of DPPH were developed. The effect of mixtures of various solvents and the values ​ of their Hildebrand coefficients on the selectivity of the chromatographic system was investigated. The elaborated method was practically used to evaluate the antioxidant properties of various meat species.

2 Materials and methods

2.1 Instrumentation

Samples were prepared using ultrasonic bath UM-0,5 (Unitra-Unima, Olsztyn, Poland), and centrifuge MPW-251 (MPW Med. Instruments, Warsaw, Poland). Measurements were performed using the DS-II-5x10 or DS-II-20x20 (Chromdes, Lublin, Poland) TLC chambers and Helios Epsilon spectrophotometer (Thermo Spectronic, Rochester, NY, USA). Samples were separated on 5 cm x 10 cm commercial glass plates precoated with 0.25 mm layers of silica gel 60 or silica gel 60 F254 and RP-18W modified silica gel coated with fluorescent indicator F254 plates (Merck, Darmstadt, Germany). The chromatograms were scanned using HP Scanjet G210, with software Scion Image and ImageJ [16].

2.2 Reagents

Gallic acid, 96.6% ethanol, 2-propanol, disodium hydrogen phosphate, dihydrogen sodium phosphate (Chempur, Piekary Śląskie, Poland), HCl, NaOH (POCh, Gliwice, Poland), acetone, n-hexane, methanol, DPPH - 2,2-diphenyl-1-picrylhydrazyl, acetonitrile (Sigma-Aldrich, St. Louis, MO, USA), acetone (StanLab, Lublin, Poland) were of analytical-reagent grade and were used without further purification. Water was three times distilled in a quartz apparatus. Solvents were filtered through a (0.22 μm) membrane filter (Millipore, Bedford, USA).

2.3 Samples

The research material consisted of two types of poultry (turkey and chicken fillets), beef (sirloin, veal) and pork (neck, shoulder) meat sample and smoked salmon meat. The meat was bought from the butcher shop at Siedlce (Poland).

2.4 Raw samples preparation

Extracts of the meat at a concentration of 0.5 g/mL were prepared by dissolving 2 g of thawed, minced meat (60 seconds milling) in 4 mL of solvent (methanol, ethanol, hexane, acetone, acetonitrile, water or 0.01 M HCl, pH 2). The meat extracts were placed in an ultrasonic bath, filtered and centrifuged (3 min; 18000 r/min). Such prepared test material was stored tightly in aluminum foil in the refrigerator at a temperature of +5C.

2.5 TAP measurements

The sample solution (200 mL) was mixed with 100 mL of 1 mM DPPH in methanol. The mixture was shaken vigorously and left for 5 min at the room temperature in the dark. It turned out that absorbance decreased for five minutes reaching an asymptote. For chromatographic separation 5 μL volume of the sample solutions were applied to the plates as spots with a syringe (Hamilton, Bonaduz, Switzerland). The normal (NP) and reversed (RP-18W) plates were developed after saturation of the tanks with mobile phase vapor for 0.5 h. A TAP of meat samples was determined by measuring the intensity of the purple spots of DPPH, which turns to the light yellow of DPPH-H. After separation, the plates were dried at ambient temperature for 0.5 h and the surface of each plate was scanned in 8-bit resolution RGB color mode, in the direction of chromatogram development, by means of an HP Scanjet G2410 scanner equipped with Windows-compatible Scion Image software.

As a preliminary study, a method of separation of reduced and oxidized forms of DPPH was elaborated. The influence of the chromatographic conditions for separation (chamber saturated or unsaturated, normal (NP) or reversed (RP-18W) phase systems, the effect of temperature, mobile phase composition, and multiple development techniques) were investigated [16]. The developed method was used to determine the TAPs of meats. Unless it will be specified otherwise the measurements were performed on the NP or RP-18W plates at 20C, in a saturated chamber, using the mobile phase hexane/acetone (4:1, v/v). A solution of DPPH in methanol was used as a control sample. The chromatograms were scanned at a resolution of 300 dpi, 24 million colors mode and stored in TIFF formats.

The results are expressed as gallic acid equivalent (GAE) [mg of gallic acid on g of sample]:

TAPGAE=αGAαi

where: αGA and αi denote slopes of the calibration curves of gallic acid or investigated sample, respectively.

2.6 Statistical analysis

The measurements of the antioxidant capacity were repeated three times for each sample and the results were averaged and expressed relative to the average result for the control samples containing no analyte. The significance of differences between means was determined by Student’s t-test at p < 0.05. In all cases, the percent relative standard deviation (RSD) did not exceed 10%.

3 Results and discussion

At the beginning, conditions for the chromatographic separation of various forms of DPPH were developed. The dependence of the inverse of retardation factor, Rf, of DPPH on the inverse of the acetone concentration is shown in Figure 1 and the dependence of the retardation factor on the Hildenbrand parameter in Figure 2. In the first case, a linear correlation, in the second one the inverse proportionality was found. The dependence of the ratio (as well as the difference) of the retardation factors of DPPH and DPPH-H on the Hildebrand parameter is presented in Figure 3. In both, normal and reversed phase, no elution of DPPH was observed in hexane. From the other side, the maximal elution (no retention) (Rf ≈ 1) was observed in the pure polar solvents (methanol, acetonitrile, acetone, dichloromethane or 2-propanol). Water could not be used as the mobile phase due to the insolubility of the DPPH. An exemplary TLC plate is shown in Figure 4.

Figure 1 Dependence of the inverse of retardation factor of DPPH•, 1/Rf, on the inverse of the concentration of acetone, 1/C. Chromatographic conditions: NP plate, temp. +20○C, saturated chamber.
Figure 1

Dependence of the inverse of retardation factor of DPPH•, 1/Rf, on the inverse of the concentration of acetone, 1/C. Chromatographic conditions: NP plate, temp. +20C, saturated chamber.

Figure 2 Dependence of the retardation factor, Rf, on the Hildenbrand parameter, δ. Tested mixtures - methanol/water, acetonitrile/water, acetonitrile/methanol, hexane/acetone, hexane/acetone/ethanol. Chromatographic conditions: RP-18W plate, temp. +20○C, saturated chamber.
Figure 2

Dependence of the retardation factor, Rf, on the Hildenbrand parameter, δ. Tested mixtures - methanol/water, acetonitrile/water, acetonitrile/methanol, hexane/acetone, hexane/acetone/ethanol. Chromatographic conditions: RP-18W plate, temp. +20C, saturated chamber.

Figure 3 Dependence of the ratio (●, black line) and the difference (▲, gray line) of RfDPPH• and RfDPPH-H on the Hildebrand parameter, d. Chromatographic conditions: NP plate (left picture), RP (right), temp. +20○C, saturated chamber.
Figure 3

Dependence of the ratio (●, black line) and the difference (▲, gray line) of RfDPPH• and RfDPPH-H on the Hildebrand parameter, d. Chromatographic conditions: NP plate (left picture), RP (right), temp. +20C, saturated chamber.

Figure 4 Separation of DPPH• (lower, purple spot) from DPPH-H (upper, yellow spot). Chromatographic conditions: plate – RP-18W (left), NP (right), temp. +20○C; mobile phase - hexane/acetone (20:80% v/v); chamber – saturated.
Figure 4

Separation of DPPH (lower, purple spot) from DPPH-H (upper, yellow spot). Chromatographic conditions: plate – RP-18W (left), NP (right), temp. +20C; mobile phase - hexane/acetone (20:80% v/v); chamber – saturated.

The antioxidant properties (TAP) of meat are caused by the presence of various compounds in the sample, i.e., enzymatic antioxidants as well as small-molecule ones, soluble in water or in lipids. Therefore, it is impossible to obtain complete information about the sample antioxidant activity just using one extraction solvent. The TAP value depends on extraction conditions and type of meat. The TAP values of various meats after extraction using different solvents are presented in Figure 5, as a function of the time of extraction are presented in Figure 6.

Figure 5 TAP values (GAE) of various meats (500 mg/mL) after extraction using different solvents (x - methanol, ▲ - water, ■- buffer pH 2, ♦ - hexane, ●- acetone).
Figure 5

TAP values (GAE) of various meats (500 mg/mL) after extraction using different solvents (x - methanol, ▲ - water, ■- buffer pH 2, ♦ - hexane, ●- acetone).

Figure 6A The dependence of TAP values on the time of extraction in methanol. Meat samples (500 mg/mL): sirloin of beef (white), chicken fillet (gray), pork shoulder (black).
Figure 6A

The dependence of TAP values on the time of extraction in methanol. Meat samples (500 mg/mL): sirloin of beef (white), chicken fillet (gray), pork shoulder (black).

The retardation factor, Rf, depends on the mobile phase, especially on the used solvent. If, as a mobile phase the mixture of two solvents is used, then Rf depends on their relative concentrations. It was found that there is a linear correlation between 1/Rf of DPPH and inverse of the concentration of less polar solvent in the mobile phase, as it is presented for the normal phase system in Figure 1. However, concentration as the measure of the mobile phase polarity can be easily used only in binary systems. When the mobile phase consists of more than two components or if we want to compare the different phases then it should be used an universal parameter describing the polarity of the mobile phase. We found that the retention of DPPH was strongly dependent on the δ - Hildebrand polarity parameter (Figure 2). In the reversed phase system (e.g. using the RP-18W plates) Rf increased with the decrease of the δ parameter. As the mobile phases the mixtures of methanol/water, acetonitrile/water, acetonitrile/methanol, hexane/acetone and hexane/acetone/ethanol were investigated. It turned out that, in this case, the Hildebrand parameter is a good measure of the polarity of the solvent mixtures as well as retardation factor. The best separation was obtained at the average values of the Hildebrand coefficients (Figure 3).

For the binary mixtures, such as methanol/water (5 to 20% of water) a slight decrease of the retardation factor (from 0.9 to 0.67) was observed with the increase of water concentration. It means that the retardation factor decreases with the increase of the concentration of more polar solvent. The addition of water caused a slight separation of the two forms of DPPH from each other. However, the better separation was achieved using a mixture of hexane and acetone. Spots on the plates RP-18W are narrower and less pronounced than on NP ones (Figure 4). In addition, to the spots originating from the oxidized and reduced forms of DPPH there are other spots (pink and brown). Multiple developing does not improve the separation.

The TAP values depend on the type of meat and its preparation (extraction conditions). Among them, the samples extracted in methanol (Figure 5), are characterized by the highest total antioxidant activities. They are in the range of 52.43 GAE for smoked salmon and 2.57 GAE obtained for pork. It was found that the concentration of polyphenols is not correlated with the TAPDPPH values of meat extracted in methanol. The TAP values of water extracts ranged from 31.24 GAE for chicken fillet to 23.52 GAE of turkey fillet.

It turned out that the results obtained with TLC are, on average, 1.8 times higher than those obtained with the classical photometric technique. For example, the TAP [GAE] values for chicken fillet were equal 21,43 and 11,56 using TLC and photometric methods, respectively. The corresponding results for the pork neck were 12.62 and 6.96, respectively. This is due to the fact that TAP is directly proportional to the difference in spot surface area of DPPH recorded without or with the sample. Smaller disturbances caused by the sample and the reduced form of the radicals increase the TAP values. This proves that the use of TLC is more advantageous than the photometric method.

For various meats (Figure 6A) as well as for various solvents (Figure 6B) it was found that the TAPs go through a maximum in a function of time of extraction. Initially (approx. until 5 min) with the increase of extraction time it was observed an increase of the TAP values (Figure 6). Extraction time increased the amount of leached compounds. However, further prolongation of the extraction decreases TAPs due to the oxidation of antioxidants, for example by oxygen. It turned out that similar dependencies were observed for different types of meat (Figure 6A) and various solvents used for extraction (Figure 6B). At the optimal time of extraction (5 min), the use of methanol as a solvent is preferred. It is worth to note that the antioxidative activity of meat depends also on the chemical reactions during processing and storage of meat, as well as the additives used. They cause the formation of MRPs (Maillard Reaction Products), that is the products of Maillard reaction - the reaction between amino acids and sugars. Approximately in 5 min, there is an increase antioxidant activity of certain proteins due to changes occurring in their second, third and fourth-row structure [20, 21]. Too slow freezing/thawing of meat may cause water leakage, together with the dissolved antioxidants. The antioxidant activity of lean meat (veal or poultry) is relatively weak. Pork is the delicate bright red color meat, the intergrown with fat, forming a soft consistency [22]. It is a good source of selenium. Fat contains approx. 50% of unsaturated fatty acids, polyunsaturated from 7 - 14%, and monounsaturated fatty acids 41 - 52%. The most valuable meat, with an average calorific value, is the beef [23]. Fish is a source of vitamins, minerals, and proteins [24]. The content of antioxidants of extracts of different kinds of meat is depending on the solvent used for extraction (Figure 5). The highest TAP was observed for salmon fish extracted in acetone (57.16 GAE) and buffer pH 2 (49.94 GAE).

Figure 6B The dependence of TAP of chicken fillet (500 mg/mL) on time of extraction in acetone (white), methanol (gray) and hexane (black).
Figure 6B

The dependence of TAP of chicken fillet (500 mg/mL) on time of extraction in acetone (white), methanol (gray) and hexane (black).

4 Conclusions

It was found that TLC can be used for the separation of different forms of DPPH as well as for the measurements of TAP values related to the DPPH. The elaborated method was used to test the antioxidant properties of meat. Although meat is not characterized by the strongest antioxidant properties, it is consumed in much larger quantities by the average person than, for example, herbs. The highest antioxidant activity was observed for smoked salmon fish extracted in acetone (probably this is due to the fact that it contains the liquid smoke [25]) and for pork neck extracted in buffer pH 2, the lowest for veal and turkey fillet extracted in methanol. It turned out that the TAPs obtained with TLC are higher than those obtained using photometric method. This means that the separation of the DPPH from its derivatives and sample components improves the selectivity of the TAP measurement.

  1. Conflict of interest: Authors declare no conflict of interest.

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Received: 2019-10-20
Accepted: 2019-11-29
Published Online: 2020-02-28

© 2020 Paweł Piszcz, Magdalena Tomaszewska, Bronisław K. Głód, published by De Gruyter

This work is licensed under the Creative Commons Attribution 4.0 International License.

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  33. Diorganotin(iv) benzyldithiocarbamate complexes: synthesis, characterization, and thermal and cytotoxicity study
  34. Keratin 17 is induced in prurigo nodularis lesions
  35. Anticancer, antioxidant, and acute toxicity studies of a Saudi polyherbal formulation, PHF5
  36. LaCoO3 perovskite-type catalysts in syngas conversion
  37. Comparative studies of two vegetal extracts from Stokesia laevis and Geranium pratense: polyphenol profile, cytotoxic effect and antiproliferative activity
  38. Fragmentation pattern of certain isatin–indole antiproliferative conjugates with application to identify their in vitro metabolic profiles in rat liver microsomes by liquid chromatography tandem mass spectrometry
  39. Investigation of polyphenol profile, antioxidant activity and hepatoprotective potential of Aconogonon alpinum (All.) Schur roots
  40. Lead discovery of a guanidinyl tryptophan derivative on amyloid cascade inhibition
  41. Physicochemical evaluation of the fruit pulp of Opuntia spp growing in the Mediterranean area under hard climate conditions
  42. Electronic structural properties of amino/hydroxyl functionalized imidazolium-based bromide ionic liquids
  43. New Schiff bases of 2-(quinolin-8-yloxy)acetohydrazide and their Cu(ii), and Zn(ii) metal complexes: their in vitro antimicrobial potentials and in silico physicochemical and pharmacokinetics properties
  44. Treatment of adhesions after Achilles tendon injury using focused ultrasound with targeted bFGF plasmid-loaded cationic microbubbles
  45. Synthesis of orotic acid derivatives and their effects on stem cell proliferation
  46. Chirality of β2-agonists. An overview of pharmacological activity, stereoselective analysis, and synthesis
  47. Fe3O4@urea/HITh-SO3H as an efficient and reusable catalyst for the solvent-free synthesis of 7-aryl-8H-benzo[h]indeno[1,2-b]quinoline-8-one and indeno[2′,1′:5,6]pyrido[2,3-d]pyrimidine derivatives
  48. Adsorption kinetic characteristics of molybdenum in yellow-brown soil in response to pH and phosphate
  49. Enhancement of thermal properties of bio-based microcapsules intended for textile applications
  50. Exploring the effect of khat (Catha edulis) chewing on the pharmacokinetics of the antiplatelet drug clopidogrel in rats using the newly developed LC-MS/MS technique
  51. A green strategy for obtaining anthraquinones from Rheum tanguticum by subcritical water
  52. Cadmium (Cd) chloride affects the nutrient uptake and Cd-resistant bacterium reduces the adsorption of Cd in muskmelon plants
  53. Removal of H2S by vermicompost biofilter and analysis on bacterial community
  54. Structural cytotoxicity relationship of 2-phenoxy(thiomethyl)pyridotriazolopyrimidines: Quantum chemical calculations and statistical analysis
  55. A self-breaking supramolecular plugging system as lost circulation material in oilfield
  56. Synthesis, characterization, and pharmacological evaluation of thiourea derivatives
  57. Application of drug–metal ion interaction principle in conductometric determination of imatinib, sorafenib, gefitinib and bosutinib
  58. Synthesis and characterization of a novel chitosan-grafted-polyorthoethylaniline biocomposite and utilization for dye removal from water
  59. Optimisation of urine sample preparation for shotgun proteomics
  60. DFT investigations on arylsulphonyl pyrazole derivatives as potential ligands of selected kinases
  61. Treatment of Parkinson’s disease using focused ultrasound with GDNF retrovirus-loaded microbubbles to open the blood–brain barrier
  62. New derivatives of a natural nordentatin
  63. Fluorescence biomarkers of malignant melanoma detectable in urine
  64. Study of the remediation effects of passivation materials on Pb-contaminated soil
  65. Saliva proteomic analysis reveals possible biomarkers of renal cell carcinoma
  66. Withania frutescens: Chemical characterization, analgesic, anti-inflammatory, and healing activities
  67. Design, synthesis and pharmacological profile of (−)-verbenone hydrazones
  68. Synthesis of magnesium carbonate hydrate from natural talc
  69. Stability-indicating HPLC-DAD assay for simultaneous quantification of hydrocortisone 21 acetate, dexamethasone, and fluocinolone acetonide in cosmetics
  70. A novel lactose biosensor based on electrochemically synthesized 3,4-ethylenedioxythiophene/thiophene (EDOT/Th) copolymer
  71. Citrullus colocynthis (L.) Schrad: Chemical characterization, scavenging and cytotoxic activities
  72. Development and validation of a high performance liquid chromatography/diode array detection method for estrogen determination: Application to residual analysis in meat products
  73. PCSK9 concentrations in different stages of subclinical atherosclerosis and their relationship with inflammation
  74. Development of trace analysis for alkyl methanesulfonates in the delgocitinib drug substance using GC-FID and liquid–liquid extraction with ionic liquid
  75. Electrochemical evaluation of the antioxidant capacity of natural compounds on glassy carbon electrode modified with guanine-, polythionine-, and nitrogen-doped graphene
  76. A Dy(iii)–organic framework as a fluorescent probe for highly selective detection of picric acid and treatment activity on human lung cancer cells
  77. A Zn(ii)–organic cage with semirigid ligand for solvent-free cyanosilylation and inhibitory effect on ovarian cancer cell migration and invasion ability via regulating mi-RNA16 expression
  78. Polyphenol content and antioxidant activities of Prunus padus L. and Prunus serotina L. leaves: Electrochemical and spectrophotometric approach and their antimicrobial properties
  79. The combined use of GC, PDSC and FT-IR techniques to characterize fat extracted from commercial complete dry pet food for adult cats
  80. MALDI-TOF MS profiling in the discovery and identification of salivary proteomic patterns of temporomandibular joint disorders
  81. Concentrations of dioxins, furans and dioxin-like PCBs in natural animal feed additives
  82. Structure and some physicochemical and functional properties of water treated under ammonia with low-temperature low-pressure glow plasma of low frequency
  83. Mesoscale nanoparticles encapsulated with emodin for targeting antifibrosis in animal models
  84. Amine-functionalized magnetic activated carbon as an adsorbent for preconcentration and determination of acidic drugs in environmental water samples using HPLC-DAD
  85. Antioxidant activity as a response to cadmium pollution in three durum wheat genotypes differing in salt-tolerance
  86. A promising naphthoquinone [8-hydroxy-2-(2-thienylcarbonyl)naphtho[2,3-b]thiophene-4,9-dione] exerts anti-colorectal cancer activity through ferroptosis and inhibition of MAPK signaling pathway based on RNA sequencing
  87. Synthesis and efficacy of herbicidal ionic liquids with chlorsulfuron as the anion
  88. Effect of isovalent substitution on the crystal structure and properties of two-slab indates BaLa2−xSmxIn2O7
  89. Synthesis, spectral and thermo-kinetics explorations of Schiff-base derived metal complexes
  90. An improved reduction method for phase stability testing in the single-phase region
  91. Comparative analysis of chemical composition of some commercially important fishes with an emphasis on various Malaysian diets
  92. Development of a solventless stir bar sorptive extraction/thermal desorption large volume injection capillary gas chromatographic-mass spectrometric method for ultra-trace determination of pyrethroids pesticides in river and tap water samples
  93. A turbidity sensor development based on NL-PI observers: Experimental application to the control of a Sinaloa’s River Spirulina maxima cultivation
  94. Deep desulfurization of sintering flue gas in iron and steel works based on low-temperature oxidation
  95. Investigations of metallic elements and phenolics in Chinese medicinal plants
  96. Influence of site-classification approach on geochemical background values
  97. Effects of ageing on the surface characteristics and Cu(ii) adsorption behaviour of rice husk biochar in soil
  98. Adsorption and sugarcane-bagasse-derived activated carbon-based mitigation of 1-[2-(2-chloroethoxy)phenyl]sulfonyl-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl) urea-contaminated soils
  99. Antimicrobial and antifungal activities of bifunctional cooper(ii) complexes with non-steroidal anti-inflammatory drugs, flufenamic, mefenamic and tolfenamic acids and 1,10-phenanthroline
  100. Application of selenium and silicon to alleviate short-term drought stress in French marigold (Tagetes patula L.) as a model plant species
  101. Screening and analysis of xanthine oxidase inhibitors in jute leaves and their protective effects against hydrogen peroxide-induced oxidative stress in cells
  102. Synthesis and physicochemical studies of a series of mixed-ligand transition metal complexes and their molecular docking investigations against Coronavirus main protease
  103. A study of in vitro metabolism and cytotoxicity of mephedrone and methoxetamine in human and pig liver models using GC/MS and LC/MS analyses
  104. A new phenyl alkyl ester and a new combretin triterpene derivative from Combretum fragrans F. Hoffm (Combretaceae) and antiproliferative activity
  105. Erratum
  106. Erratum to: A one-step incubation ELISA kit for rapid determination of dibutyl phthalate in water, beverage and liquor
  107. Review Articles
  108. Sinoporphyrin sodium, a novel sensitizer for photodynamic and sonodynamic therapy
  109. Natural products isolated from Casimiroa
  110. Plant description, phytochemical constituents and bioactivities of Syzygium genus: A review
  111. Evaluation of elastomeric heat shielding materials as insulators for solid propellant rocket motors: A short review
  112. Special Issue on Applied Biochemistry and Biotechnology 2019
  113. An overview of Monascus fermentation processes for monacolin K production
  114. Study on online soft sensor method of total sugar content in chlorotetracycline fermentation tank
  115. Studies on the Anti-Gouty Arthritis and Anti-hyperuricemia Properties of Astilbin in Animal Models
  116. Effects of organic fertilizer on water use, photosynthetic characteristics, and fruit quality of pear jujube in northern Shaanxi
  117. Characteristics of the root exudate release system of typical plants in plateau lakeside wetland under phosphorus stress conditions
  118. Characterization of soil water by the means of hydrogen and oxygen isotope ratio at dry-wet season under different soil layers in the dry-hot valley of Jinsha River
  119. Composition and diurnal variation of floral scent emission in Rosa rugosa Thunb. and Tulipa gesneriana L.
  120. Preparation of a novel ginkgolide B niosomal composite drug
  121. The degradation, biodegradability and toxicity evaluation of sulfamethazine antibiotics by gamma radiation
  122. Special issue on Monitoring, Risk Assessment and Sustainable Management for the Exposure to Environmental Toxins
  123. Insight into the cadmium and zinc binding potential of humic acids derived from composts by EEM spectra combined with PARAFAC analysis
  124. Source apportionment of soil contamination based on multivariate receptor and robust geostatistics in a typical rural–urban area, Wuhan city, middle China
  125. Special Issue on 13th JCC 2018
  126. The Role of H2C2O4 and Na2CO3 as Precipitating Agents on The Physichochemical Properties and Photocatalytic Activity of Bismuth Oxide
  127. Preparation of magnetite-silica–cetyltrimethylammonium for phenol removal based on adsolubilization
  128. Topical Issue on Agriculture
  129. Size-dependent growth kinetics of struvite crystals in wastewater with calcium ions
  130. The effect of silica-calcite sedimentary rock contained in the chicken broiler diet on the overall quality of chicken muscles
  131. Physicochemical properties of selected herbicidal products containing nicosulfuron as an active ingredient
  132. Lycopene in tomatoes and tomato products
  133. Fluorescence in the assessment of the share of a key component in the mixing of feed
  134. Sulfur application alleviates chromium stress in maize and wheat
  135. Effectiveness of removal of sulphur compounds from the air after 3 years of biofiltration with a mixture of compost soil, peat, coconut fibre and oak bark
  136. Special Issue on the 4th Green Chemistry 2018
  137. Study and fire test of banana fibre reinforced composites with flame retardance properties
  138. Special Issue on the International conference CosCI 2018
  139. Disintegration, In vitro Dissolution, and Drug Release Kinetics Profiles of k-Carrageenan-based Nutraceutical Hard-shell Capsules Containing Salicylamide
  140. Synthesis of amorphous aluminosilicate from impure Indonesian kaolin
  141. Special Issue on the International Conf on Science, Applied Science, Teaching and Education 2019
  142. Functionalization of Congo red dye as a light harvester on solar cell
  143. The effect of nitrite food preservatives added to se’i meat on the expression of wild-type p53 protein
  144. Biocompatibility and osteoconductivity of scaffold porous composite collagen–hydroxyapatite based coral for bone regeneration
  145. Special Issue on the Joint Science Congress of Materials and Polymers (ISCMP 2019)
  146. Effect of natural boron mineral use on the essential oil ratio and components of Musk Sage (Salvia sclarea L.)
  147. A theoretical and experimental study of the adsorptive removal of hexavalent chromium ions using graphene oxide as an adsorbent
  148. A study on the bacterial adhesion of Streptococcus mutans in various dental ceramics: In vitro study
  149. Corrosion study of copper in aqueous sulfuric acid solution in the presence of (2E,5E)-2,5-dibenzylidenecyclopentanone and (2E,5E)-bis[(4-dimethylamino)benzylidene]cyclopentanone: Experimental and theoretical study
  150. Special Issue on Chemistry Today for Tomorrow 2019
  151. Diabetes mellitus type 2: Exploratory data analysis based on clinical reading
  152. Multivariate analysis for the classification of copper–lead and copper–zinc glasses
  153. Special Issue on Advances in Chemistry and Polymers
  154. The spatial and temporal distribution of cationic and anionic radicals in early embryo implantation
  155. Special Issue on 3rd IC3PE 2020
  156. Magnetic iron oxide/clay nanocomposites for adsorption and catalytic oxidation in water treatment applications
  157. Special Issue on IC3PE 2018/2019 Conference
  158. Exergy analysis of conventional and hydrothermal liquefaction–esterification processes of microalgae for biodiesel production
  159. Advancing biodiesel production from microalgae Spirulina sp. by a simultaneous extraction–transesterification process using palm oil as a co-solvent of methanol
  160. Topical Issue on Applications of Mathematics in Chemistry
  161. Omega and the related counting polynomials of some chemical structures
  162. M-polynomial and topological indices of zigzag edge coronoid fused by starphene
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