Chemical Profile and Chemometric Analysis of Genetically Modified Soybeans Produced in the Triângulo Mineiro Region (MG), Brazil

Soy production in Brazil is an important factor for the agro-industrial, economic, and social development of the country. The expansion of soy in the Brazilian territory is mainly due to the incorporation of new genetic characteristics into cultivars that granted resistance to the Cerrado conditions and to herbicides. Currently, Brazilian soy production is the result of genetically modified cultivars. Studies regarding the chemical composition of soybeans show that qualitative and quantitative variations can occur, depending on the region of production. This work aimed to investigate the chemical composition of soybeans produced in different cities of the Triângulo Mineiro region/MG, Brazil (Harvest 2017/2018) and stored in three warehouses located in the city of Uberaba/MG. The grain analysis was made by liquid chromatography coupled to electrospray ionization mass spectrometry (LC-MS-ESI). The classes of metabolites identified from methanolic extraction were organic acids, phenolic compounds, flavonoids, sugars, amino acids, dipeptides, nitrogenous bases, nucleosides, sphingolipids, and fatty acids. The isoflavones genistein, daidzein, glycitein, genistin, acetyldaidzin, and acetylgenistin were identified in soybeans from the three warehouses. The flavonoid eriodictyol-O-hexoside was also found. The Principal Component Analysis (PCA) from the mass spectrum data obtained by direct injection in the negative and positive modes evidenced the well-defined separation of three groups, indicating that there was variance among the soy samples from each warehouse. The samples from warehouses 1 and 3 showed greater similarity in the Hierarchical Cluster Analysis (HCA) in negative mode, while in positive mode, the samples from warehouses 2 and 3 presented greater similarity.

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Effects of Gender and Geographical Origin on the Chemical Composition and Antiradical Activity of Baccharis myriocephala and Baccharis trimera

Foods ◽

10.3390/foods9101433 ◽

2020 ◽

Vol 9 (10) ◽

pp. 1433

Author(s):

Suzana Struiving ◽

Ana Carolina Mendes Hacke ◽

Edésio Luiz Simionatto ◽

Dilamara Riva Scharf ◽

Cláudia Vargas Klimaczewski ◽

...

Keyword(s):

Chemical Composition ◽

Ethyl Acetate ◽

Essential Oils ◽

Antiradical Activity ◽

Principal Component ◽

Hierarchical Cluster ◽

Gas Chromatography Mass Spectrometry ◽

Array Detector ◽

Chemical Compositions ◽

Baccharis Trimera

This study aimed to characterize and compare essential oils and ethyl acetate fractions obtained in basic and acidic conditions from both male and female Baccharis species (Baccharis myriocephala and Baccharis trimera) from two different Brazilian regions. Samples were characterized according to their chemical compositions and antiradical activity by 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) assays. Principal component analysis (PCA) provided a clear separation regarding the chemical composition of essential oils from the samples obtained from different regions by using gas chromatography–mass spectrometry with flame-ionization detection (GC-MS-FID). PCA also revealed that gender and region of plant collections did not influence the chemical composition and antiradical activity of ethyl acetate fractions, which was corroborated with hierarchical cluster analysis (HCA) data. High performance liquid chromatography with diode-array detector (HPLC-DAD) identified significant quantities of flavonoids and phenolic acids in the fractions obtained in basic and acidic fractions, respectively. The obtained results clearly demonstrated that the geographical region of plant collection influenced the chemical composition of essential oils from the studied Baccharis species. Moreover, the obtained fractions were constituted by several antiradical compounds, which reinforced the usage of these species in folk medicine.

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Application of gas chromatography analysis to quality control of residual organic solvents in clopidogrel bisulphate

Journal of the Serbian Chemical Society ◽

10.2298/jsc131120013p ◽

2014 ◽

Vol 79 (10) ◽

pp. 1279-1293 ◽

Cited By ~ 3

Author(s):

Aleksandar Pavlovic ◽

Ljubisa Ignjatovic ◽

Sasa Popov ◽

Aleksandar Mladenovic ◽

Igor Stankovic

Keyword(s):

Degradation Products ◽

Direct Injection ◽

Principal Component ◽

Process Variations ◽

Hierarchical Cluster ◽

Statistical Technique ◽

Dimethyl Formamide ◽

Chromatography Analysis ◽

Flame Ionization ◽

Gas Chromatographic Method

A direct-injection, split-mode capillary gas chromatographic procedure with a flame ionization detection is developed for the analysis of eight solvents used in the synthesis and purification of an anti-thrombotic drug clopidogrel bisulphate. The solvents analyzed were methanol, acetone, dichloromethane (DCM), 2-butanol, cyclohexane, toluene, acetic acid and N, N-dimethyl formamide (DMF). In addition, as a result of dehydration of 2-butanol during drying process, in clopidogrel bisulphate samples, significant amounts of 2-butanol dehydration products (1-butene, cis and trans isomers of 2-butene, 2,2'-oxydibutane and 1-(1-methylpropoxy)butane) may be detected. The content of each of these volatile products can be evaluated using the same gas-chromatographic method, with quantification based on the response factor established for the chromatographic peak of 2-butanol. For each solvent used in the process of clopidogrel bisulphate preparation, the procedure is validated for selectivity, linearity, recovery, precision, robustness, quantitation limit, and detection limit. All eight solvents plus five 2-butanol degradation products are fully separated. System suitability test is validated, and requirements are set. Based on a large number of result sets, retrospectively, from many different batches analyzed, conclusions were made about process variations and reliability and a lack of consistency was identified in the quality of the active substance from a particular producer source. Multivariate analysis was used as statistical technique to classify samples. From the analyzed set of 11 solvents, 6 of them were preselected based upon their occurrence in the samples and both Principal Component Analysis (PCA) and Hierarchical Cluster Analysis (HCA) were performed.

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Seasonal Effect on the Chemical Composition, Insecticidal Properties and Other Biological Activities of Zanthoxylum leprieurii Guill. & Perr. Essential Oils

Foods ◽

10.3390/foods9050550 ◽

2020 ◽

Vol 9 (5) ◽

pp. 550 ◽

Cited By ~ 5

Author(s):

Evelyne Amenan Tanoh ◽

Guy Blanchard Boué ◽

Fatimata Nea ◽

Manon Genva ◽

Esse Leon Wognin ◽

...

Keyword(s):

Chemical Composition ◽

Essential Oil ◽

Essential Oils ◽

Biological Activities ◽

Principal Component ◽

Hierarchical Cluster ◽

Wild Plant ◽

Gas Chromatography Mass Spectrometry ◽

Seasonal Effect ◽

The Impact

This study focused, for the first time, on the evaluation of the seasonal effect on the chemical composition and biological activities of essential oils hydrodistillated from leaves, trunk bark and fruits of Zanthoxylum leprieurii (Z. leprieurii), a traditional medicinal wild plant growing in Côte d’Ivoire. The essential oils were obtained by hydrodistillation from fresh organs of Z. leprieurii growing on the same site over several months using a Clevenger-type apparatus and analyzed by gas chromatography-mass spectrometry (GC/MS). Leaf essential oils were dominated by tridecan-2-one (9.00 ± 0.02–36.80 ± 0.06%), (E)-β-ocimene (1.30 ± 0.50–23.57 ± 0.47%), β-caryophyllene (7.00 ± 1.02–19.85 ± 0.48%), dendrolasin (1.79 ± 0.08–16.40 ± 0.85%) and undecan-2-one (1.20 ± 0.03–8.51 ± 0.35%). Fruit essential oils were rich in β-myrcene (16.40 ± 0.91–48.27 ± 0.26%), citronellol (1.90 ± 0.02–28.24 ± 0.10%) and geranial (5.30 ± 0.53–12.50 ± 0.47%). Tridecan-2-one (45.26 ± 0.96–78.80 ± 0.55%), β-caryophyllene (1.80 ± 0.23–13.20 ± 0.33%), α-humulene (4.30 ± 1.09–12.73 ± 1.41%) and tridecan-2-ol (2.23 ± 0.17–10.10 ± 0.61%) were identified as major components of trunk bark oils. Statistical analyses of essential oil compositions showed that the variability mainly comes from the organs. Indeed, principal component analysis (PCA) and hierarchical cluster analysis (HCA) allowed us to cluster the samples into three groups, each one consisting of one different Z. leprieurii organ, showing that essential oils hydrodistillated from the different organs do not display the same chemical composition. However, significant differences in essential oil compositions for the same organ were highlighted during the studied period, showing the impact of the seasonal effect on essential oil compositions. Biological activities of the produced essential oils were also investigated. Essential oils exhibited high insecticidal activities against Sitophilus granarius, as well as antioxidant, anti-inflammatory and moderate anti-plasmodial properties.

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Pyrolysis - Field lonization Mass Spectrometry - A New Method for Direct, Rapid Characterization of Tobacco

Beiträge zur Tabakforschung International/Contributions to Tobacco Research ◽

10.2478/cttr-2013-0571 ◽

1986 ◽

Vol 13 (5) ◽

pp. 219-227 ◽

Cited By ~ 3

Author(s):

HR Schulten

Keyword(s):

Mass Spectrometry ◽

High Vacuum ◽

Principal Component ◽

Hierarchical Cluster ◽

Mass Range ◽

Linear Mapping ◽

Mapping Technique ◽

Ionization Mass ◽

Multivariate Statistical ◽

Rapid Characterization

AbstractFor the first time, pyrolysis - field ionization (Py-FI) mass spectra of the tobacco blends of three different cigarette brands have been recorded in the mass range up to 1000 mass units and evaluated by operational fingerprinting techniques. Due to the high reproducibility of the applied methods, all three tobacco blends could be differentiated clearly with several univariate or multivariate statistical methods. Feature scaling with Fisher ratios revealed that the signal at m/z 93, mainly due to aniline, is the most suited to distinguishing the tobacco blends analysed. Principal component analysis showed the variety of pyrolytic reactions during the thermal decomposition of tobacco in high vacuum. It revealed that, in addition to aniline, lignin-related signals can also be used for a clear differentiation. From the whole pattern of Py-FI mass spectrum, nearest-neighbour relationships are visualized by the non-linear mapping technique and further classification of tobacco blends is obtained by hierarchical cluster analysis. A thorough chemical interpretation of the data obtained should give new insights into the structure of tobacco and its pyrolytic decomposition. Pyrolysis - soft ionization mass spectrometry in combination with pattern recognition techniques appears to provide a useful tool for future investigations connected with the quality control of commercial tobacco products.

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The Essential Oil Compositions of Three Teucrium Taxa Growing Wild in Sicily: HCA and PCA Analyses

Molecules ◽

10.3390/molecules26030643 ◽

2021 ◽

Vol 26 (3) ◽

pp. 643

Author(s):

Giorgia Catinella ◽

Natale Badalamenti ◽

Vincenzo Ilardi ◽

Sergio Rosselli ◽

Laura De Martino ◽

...

Keyword(s):

Cluster Analysis ◽

Chemical Composition ◽

Essential Oils ◽

Principal Component ◽

Hierarchical Cluster ◽

The Other ◽

Qualitative And Quantitative ◽

Geographical Variations ◽

Sesquiterpene Hydrocarbons ◽

Principal Component Analyses

The chemical composition and the qualitative and quantitative variability of the essential oils of three taxa belonging to the Teucrium genus were studied. The investigated taxa, that grow wild in Sicily, were Teucrium flavum L. (section Chamaedrys (Mill.) Scheb.), Teucrium montanum and Teucrium capitatum L. of section Polium (Mill.) Scheb. Essential oils were extracted by hydrodistillation and analyzed by GC-MS. In total, 74 compounds were identified. Sesquiterpene hydrocarbons were found to be the main group for T. flavum (48.3%). T. capitatum consisted essentially of monoterpene hydrocarbons (72.7%), with α-pinene (19.9%), β-pinene (27.6%) and sylvestrene (16.6%) as the most abundant compounds whereas ledene oxide (12.1%), epiglobulol (13.5%) and longifolenaldehyde (14.5%) were identified as the main constituents among the oxygenated sesquiterpenes (63.5%) of T. montanum. Furthermore, a complete literature review on the composition of the essential oils of all the other accessions of these Teucrium taxa, studied so far, was performed. Hierarchical Cluster Analysis (HCA) and Principal Component Analyses (PCA) were used in order to demonstrate geographical variations in the composition of the essential oils.

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Discrimination and classification of tobacco wastes by identification and quantification of polyphenols with LC-MS/MS

Journal of the Serbian Chemical Society ◽

10.2298/jsc091109055w ◽

2010 ◽

Vol 75 (7) ◽

pp. 875-891 ◽

Cited By ~ 13

Author(s):

Jun Wang ◽

Dingqiang Lu ◽

Hui Zhao ◽

Ben Jiang ◽

Jiali Wang ◽

...

Keyword(s):

Principal Component Analysis ◽

Cluster Analysis ◽

Chemical Composition ◽

Active Compound ◽

Methanolic Extract ◽

Principal Component ◽

Hierarchical Cluster ◽

Chlorogenic Acids ◽

Tobacco Waste

The chemical composition of polyphenols in tobacco waste was identified by HPLC-PAD-ESI/MS/MS and the contents of chlorogenic acids and rutin in 10 varieties of tobacco wastes were determined by HPLC-UV. The relationships between the contents of active polyphenols and the varieties of tobacco wastes were interpreted by hierarchical cluster analysis (HCA) and principal component analysis (PCA). The results showed that 15 polyphenols were identified in a methanolic extract of dried tobacco waste. The tobacco wastes were characterized by high levels of chlorogenic acids (3-CQA, 5-CQA, and 4-CQA) and rutin; their ranges in the 10 tobacco varieties were 0.116-0.196, 0.686-1.781, 0.094- 0.192, and 0.413-0.998 %, respectively. According to multivariate statistics models, two active compound variables can be considered important for the discrimination of the varieties of tobacco wastes: chlorogenic acids and rutin. Consequently, samples of 10 tobacco varieties were characterized into three groups by HCA based on the PCA pattern. In conclusion, tobacco waste could be used as a new pharmaceutical material for the production of natural chlorogenic acids and rutin in the ethnopharmacological industry.

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Metabolic Profiling of Varronia curassavica Jacq. Terpenoids by Flow Modulated Two-Dimensional Gas Chromatography Coupled to Mass Spectrometry

Separations ◽

10.3390/separations7010018 ◽

2020 ◽

Vol 7 (1) ◽

pp. 18

Author(s):

Roselaine Facanali ◽

Marcia Ortiz Mayo Marques ◽

Leandro Wang Hantao

Keyword(s):

Mass Spectrometry ◽

Gas Chromatography ◽

Chemical Composition ◽

Essential Oil ◽

Principal Component ◽

Hierarchical Cluster ◽

Resolving Power ◽

Active Principle ◽

Two Dimensional ◽

Seasonal Factors

In this study, a metabolomic approach was used to investigate the effect of seasonality on the chemical composition and yield of anti-inflammatory active principle, α-humulene, in the essential oil of three genotypes of Varronia curassavica Jacq. (Syn. Cordia verbenaceae). The essential oils were extracted by hydrodistillation and analyzed by comprehensive two-dimensional gas chromatography coupled to mass spectrometry (GC×GC-MS). The GC×GC approach a three-fold improvement in qualitative analysis (48 compounds were identified by GC-MS versus 135 by GC×GC-MS). The improved resolving power of GC×GC resolved important coelutions and enabled the detection of unusual substances in V. curassavica essential oil. The chromatographic data was analyzed by using peak table-based chemometrics, namely, principal component analysis (PCA) and hierarchical cluster analysis (HCA). The metabolic study showed that seasonality has a significant effect on the chemical composition. The α-humulene content was affected by genotype and season. Spring and summer were the best harvest seasons for the yield of the active ingredient, found in higher concentrations in the VC2 genotype. The proposed metabolomic workflow was successfully applied to terpene analysis found in V. curassavica essential oil, and such results have broadened our understanding of the influence of seasonal factors on the specialized metabolism of the species.

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Composition and Chemical Variability of Myrtus communis Leaf Oil From Northwestern Algeria

Natural Product Communications ◽

10.1177/1934578x19850030 ◽

2019 ◽

Vol 14 (5) ◽

pp. 1934578X1985003

Author(s):

Chahrazed Bekhechi ◽

Charaf Eddine Watheq Malti ◽

Maghnia Boussaïd ◽

Imane Achouri ◽

Karima Belilet ◽

...

Keyword(s):

Chemical Composition ◽

Essential Oils ◽

Biological Activities ◽

Principal Component ◽

Hierarchical Cluster ◽

Retention Indices ◽

Resonance Spectroscopy ◽

Myrtus Communis ◽

Leaf Oil ◽

Pharmaceutical Industries

Myrtus communis L. is a shrub growing wild in most countries all around the Mediterranean Sea and myrtle leaf oil is useful in the perfumery and pharmaceutical industries. Nowadays, “chemotyped” essential oils are more and more appreciated. Myrtle oil from eastern and central-north Algeria belong to the “α-pinene-cineole” chemotype. In contrast, Moroccan myrtle oil displayed appreciable content of myrtenyl acetate. Therefore, it appeared crucial to investigate the composition of myrtle leaf oil from northwestern Algeria in order to ensure the homogeneity of the composition of Algerian myrtle leaf oil. The chemical composition of 42 oil samples of M. communis isolated from leaves collected in five locations from Tlemcen Province was investigated by gas chromatography (GC) in combination with retention indices, GC-mass spectroscopy, and 13C nuclear magnetic resonance spectroscopy. Yields ranged between 0.13% and 1.04% (w/w). The chemical composition of the oils was largely dominated by monoterpene hydrocarbons, with α-pinene (24.3-59.0%) and 1,8-cineole (13.2-49.5%) being the major compounds followed by limonene (3.2-19.8%). The 42 compositions were submitted to statistical analyses. The combination of hierarchical cluster analysis and principal component analysis allowed the distinction of two groups, the second group being subdivided into two subgroups. Groups and subgroups were differentiated with respect to their contents of α-pinene and 1,8-cineole and, to a lesser extent, of limonene. This study ensures that Algerian myrtle leaf oil belongs to the “α-pinene-cineole” chemotype which displays various biological activities. The observed homogeneity could be a positive point to join the international market of essential oils.

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Chemical Composition and Antibacterial Activity of Lippia multiflora Moldenke Essential Oil from Different Regions of Angola

Molecules ◽

10.3390/molecules26010155 ◽

2020 ◽

Vol 26 (1) ◽

pp. 155

Author(s):

Nsevolo Samba ◽

Radhia Aitfella-Lahlou ◽

Mpazu Nelo ◽

Lucia Silva ◽

Rui Coca. ◽

...

Keyword(s):

Antibacterial Activity ◽

Chemical Composition ◽

Essential Oils ◽

Antimicrobial Agents ◽

Antibacterial Properties ◽

Intraspecific Variability ◽

Principal Component ◽

Hierarchical Cluster ◽

Vapour Phase ◽

Lippia Multiflora

The purpose of the study was to determine the chemical composition and antibacterial activity of Lippia multiflora Moldenke essential oils (EOs) collected in different regions of Angola. Antibacterial activity was evaluated using the agar wells technique and vapour phase test. Analysis of the oils by GC/MS identified thirty-five components representing 67.5 to 100% of the total oils. Monoterpene hydrocarbons were the most prevalent compounds, followed by oxygenated monoterpenes. The content of the compounds varied according to the samples. The main components were Limonene, Piperitenone, Neral, Citral, Elemol, p-cymene, Transtagetone, and Artemisia ketone. Only one of the eleven samples contained Verbenone as the majority compound. In the vapour phase test, a single oil was the most effective against all the pathogens studied. The principal component analysis (PCA) and hierarchical cluster analysis (HCA) of components of the selected EOs and inhibition zone diameter values of agar wells technique allowed us to identify a variability between the plants from the two provinces, but also intraspecific variability between sub-groups within a population. Each group of essential oils constituted a chemotype responsible for their bacterial inhibition capacity. The results presented here suggest that Angolan Lippia multiflora Moldenke has antibacterial properties and could be a potential source of antimicrobial agents for the pharmaceutical and food industry.

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Assessment of poultry eggs freshness using FTIR spectroscopy combined with HCA and PCA methods

Science Technology and Innovation ◽

10.5604/01.3001.0012.1414 ◽

2018 ◽

Vol 2 (1) ◽

pp. 7-12

Author(s):

Ewelina Michalczyk ◽

Rafał Kurczab

Keyword(s):

Chemical Composition ◽

Ftir Spectroscopy ◽

Principal Component ◽

Hierarchical Cluster ◽

Culture Method ◽

Egg Yolk ◽

Chemometric Analysis ◽

Attenuated Total Reflection ◽

Ftir Spectra ◽

Chemometric Methods

The main aim of this study was to investigate the use of Attenuated Total Reflection Fourier Transform Infrared Spectroscopy (ATR FTIR) and selected chemometric methods to classify eggs in terms of the laying hen farming method, as well as to identify changes in the individual egg compositions during storage. In total, 50 eggs were used for the study; 10 eggs per classes: 0, 1, 2, 3 and rural. Eggs were stored by 29 days period, which was divided on the 10 measuring days in which one egg from each class was tested by recording two FTIR spectra for the shell, albumen and egg yolk. The chemometric analysis, including Hierarchical Cluster Analysis (HCA) and the Principal Component Analysis (PCA), was performed based on the recorded FTIR spectra. Changes in chemical composition during the experiment in individual egg elements were analyzed. Furthermore, by analyzing the graphs (HCA and PCA) obtained by the chemometric analysis, it was noted that the largest changes in the chemical composition of eggs occurred in the shell and yolk, while in the albumen it was less insignificant. The chemometric analysis of the recorded spectra also showed that combination of chemometric methods and FTIR spectroscopy can potentially be used to develop a non-destructive method for classifying eggs in terms of the hen culture method and to monitor of their freshness.

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