Identification and quantification of cyclitols and sugars isolated from different morphological parts of Raphanus sativus L.

Through this study, we aimed to develop a new analytical method for identification and quantification of sugars and cyclitols isolated from different morphological parts of Raphanus sativus L (R. sativus). Accelerated solvent extraction with water was involved for targets extraction. Solid phase extraction was used for purification and preconcentration, while high performance liquid chromatography with evaporative light scattering detector (HPLC-ELSD) was used for chromatographic analyses. A short method of only 30 min for a single analysis was developed finally. The obtained results, allowed for quantification of eight targets, i.e., three cyclitols (D-pinitol, allo-inositol and scyllo-inositol) and five sugars (xylose, D-mannose, D-fructose, D-glucose and sucrose) that were determined simultaneously using a single analysis. The developed method can be applied in industry as a routine method for analysis of sugars and cyclitols from different sources.

Correlation Study of Honey Regarding their Physicochemical Properties and Sugars and Cyclitols Content.

Honey is a natural sweetener, with an osmotic effect on microorganisms due to the increased sugar content and low amount of water. Cyclitols are minor constituents of honey. They play a defensive role in plants against unfavorable environmental conditions. Honey's physicochemical properties can vary, resulting in a wide range of colors, flavors, scents, antioxidant activity, dissimilar values of pH, acidity, electrical conductivity, etc. Some literature regarding correlation between honey types is already available, but a comprehensive study displaying an ample evaluation of multifarious aspects is still needed. This study focuses on the correlation between 18 honey types, originating from 10 countries, collected during four years, summarizing a total of 38 samples. A total of 6 physicochemical properties and 18 target components (sugars and cyclitols) were considered as variables. A correlation analysis is presented between the investigated parameters and between honey types, together with the statistical analysis which allowed for observation of the clusters' distribution according with the investigated variables.

Supercritical fluid extraction in isolation of cyclitols and sugars from chamomile flowers.

The aim of the present study was to develop an optimization procedure for supercritical fluid extraction parameters, in order to obtain the highest possible yield of sugars and cyclitols from plant material. Response surface methodology based on Box-Behnken design was applied to evaluate the effect of: temperature (40, 60, 80°C), pressure (100, 200, 300 bar), and co-solvent (methanol) percentage (20, 25, 30%). As a result of the optimization process, we found that the highest amount of sugars (15.02 mg/gof dried material) and cyclitols (0.86 mg/g of dried material) was obtained when the following parameters were applied: 80°C, 228 bar, and 30% of methanol. Moreover, co-solvent concentration and temperature had a higher influence onto the obtained amounts compared with the pressure.

Pressurized liquid extraction of cyclitols and sugars: optimization of extraction parameters and selective separation.

Cyclitols and sugars were obtained as a mixture from Medicago sativa L., in a comparative study by using maceration, and pressurized liquid extraction, as a modern and green extraction techniques. The influence of extraction parameters including: extraction temperature, time and number of cycles on the content of sugars and cyclitols was investigated based on response surface methodology. The highest total amount of sugars and cyclitols (62.27 ± 2.30 and 50.35 ± 0.77 mg/g of dry material, respectively) was obtained when extraction was performed at 88°C, for 22 min, in two cycles. The methodology used involved extraction, purification, selective separation (using yeast and anion exchange resin) and derivatization, followed by gas chromatography -mass spectrometry analysis. The use of yeast treatment realized an effective fractionation of cyclitols and sugars, which allowed the removal of most sugars. The involvement of anion exchange resin after yeast allowed the removal of sugar alcohols and lactose, together with other sugar traces remained and to obtain a solution containing six cyclitols. The recrystallization of dry residue after solvent evaporation, from ethanol, allowed us to obtain 14.65 mg of white pure crystals identified with NMR spectroscopy, liquid chromatography with mass spectrometry, gas chromatography with mass spectrometry, optical rotation and melting point as analysis D-pinitol.

New approach for fast identification of cyclitols by MALDI-TOF mass spectrometry.

INTRODUCTION: Alfalfa (Medicago sativa L.) is the subject of many studies due to its numerous chemical constituents and beneficial properties. Among these constituents are cyclitols, which have attracted attention due to the variety of biological properties they have. OBJECTIVE: A rapid and sensitive analytical procedure based on matrix-assisted laser desorption ionisation technique with time-of-flight and mass spectrometry (MALDI-TOF-MS) analysis was used for the first time for the identification of three cyclitols from different parts of alfalfa. METHODOLOGY: Plant extracts were prepared and purified using Soxhlet extraction and solid-phase extraction (SPE). Then, samples were dissolved in α-cyano-4-hydroxycinnamic acid (HCCA) matrix, and subjected to MALDI-TOF-MS analysis. RESULTS: The ion at m/z 524.0 was distributed in all standards and in leaves and stem extracts. In turn, the signal at m/z 335.1 was found in all standards and all alfalfa extracts. The ion at m/z144.1 was found just for d-chiro-inositol and distributed in all extracts. Both signals at m/z 265.9 and 250.0 were found only in l-chiro-inositol standard and the extract of stem. However, the ion at m/z 177.1 was found in d-pinitol standard and the extract of leaves. Based on molecular weights, information on fragment ions obtained by MALDI-TOF-MS, and the chemistry of cyclitols, we successfully identified three cyclitols (d-chiro-inositol, l-chiro-inositol, d-pinitol) in different parts of alfalfa (leaves, stem, flowers). CONCLUSION: The obtained results in this study proved that MALDI-TOF-MS is a rapid, sensitive and very powerful tool for identification of cyclitols within plants and has the potential to differentiate between enantiomers.

Extraction approaches used for the determination of biologically active compounds (cyclitols, polyphenols and saponins) isolated from plant material.

Based on the bioactive properties of certain compounds, such as antioxidant and anti-inflammatory activities, an interesting subject of research are natural substances present in various parts of plants. The choice of the most appropriate method for separation and quantification of biologically active compounds from plants and natural products is a crucial step of any analytical procedure. The aim of this review article is to present an overview of a comprehensive literature study from the last 10 years (2007-2017), where relevant articles exposed the latest trends and the most appropriate methods applicable for separation and quantification of biologically active compounds from plant material and natural products. Consequently, various extraction methods have been discussed, together with the available procedures for purification and pre-concentration and dedicated methods used for analysis.

Complex investigation of extraction techniques applied for cyclitols and sugars isolation from different species of Solidago genus.

Cyclitols are phytochemicals naturally occurring in plant material, which attracted an increasing interest due to multiple medicinal attributes, among which the most important are the antidiabetic, antioxidant, and anticancer properties. Due to their valuable properties, sugars are used in the food industry as sweeteners, preservatives, texture modifiers, fermentation substrates, and flavoring and coloring agents. In this study, we report for the first time the quantitative analysis of sugars and cyclitols isolated from Solidago virgaurea L., which was used for the selection of the optimal solvent and extraction technique that can provide the best possible yield. Moreover, the quantities of sugars and cyclitols extracted from two other species, Solidago canadensis and Solidago gigantea, were investigated using the best extraction method and the most appropriate solvent. Comparative analysis of natural plant extracts obtained using five different techniques-maceration, Soxhlet extraction, pressurized liquid extraction, ultrasound-assisted extraction, and supercritical fluid extraction-was performed in order to decide the most suitable, efficient, and economically convenient extraction method. Three different solvents were used. Analysis of samples has been performed by solid-phase extraction for purification and pre-concentration, followed by derivation and GC-MS analysis. Highest efficiency for the total amount of obtained compounds has been reached by PLE, when water was used as a solvent. d-pinitol amount was almost similar for every solvent and for all the extraction techniques involved.

Isolation, Separation, and Preconcentration of Biologically Active Compounds from Plant Matrices by Extraction Techniques.

Development of efficient methods for isolation and separation of biologically active compounds remains an important challenge for researchers. Designing systems such as organomineral composite materials that allow extraction of a wide range of biologically active compounds, acting as broad-utility solid-phase extraction agents, remains an important and necessary task. Selective sorbents can be easily used for highly selective and reliable extraction of specific components present in complex matrices. Herein, state-of-the-art approaches for selective isolation, preconcentration, and separation of biologically active compounds from a range of matrices are discussed. Primary focus is given to novel extraction methods for some biologically active compounds including cyclic polyols, flavonoids, and oligosaccharides from plants. In addition, application of silica-, carbon-, and polymer-based solid-phase extraction adsorbents and membrane extraction for selective separation of these compounds is discussed. Potential separation process interactions are recommended; their understanding is of utmost importance for the creation of optimal conditions to extract biologically active compounds including those with estrogenic properties.

Determination of sugars and cyclitols isolated from various morphological parts of Medicago sativa L.

Plant research interest has increased all over the world, and a large body of evidence has been collected to show the huge potential of medicinal plants in various disease treatments. Medicago sativa L., known as alfalfa, is a rich source of biologically active components and secondary metabolites and was frequently used from the ancient times both as fodder crop and as a traditional medicine in the treatment of various diseases. Cyclitols, naturally occurring in this plant, have a particular interest for us due to their significant anti-diabetic, antioxidant, anti-inflammatory, and anti-cancer properties. In the present study we revealed the isolation, the identification, and the quantification of some cyclitols and sugars extracted from different morphological parts of alfalfa plant. Soxhlet extraction and solid phase extraction were used as extraction and purification methods, while for the analyses derivatization followed by gas chromatography with mass spectrometry was involved. The obtained results showed significant differences in the quantities of cyclitols and sugars found in the investigated morphological parts, ranging between 0.02 and 13.86 mg/g of plant in case of cyclitols, and in the range of 0.09 and 40.09 mg/g of plant for sugars. However, roots have the richest part of cyclitols and sugars in contrast to the leaves.

The effect of growth medium on an Escherichia coli pathway mirrored into GC/MS profiles.

Escherichia coli (E. coli) is a Gram-negative coliform bacterium that is commonly found in the lower intestine of warm-blooded organisms. Most of the strains are harmless but some serotypes are pathogenic, meaning they can cause illness, either diarrhea or illness outside the intestinal tract. The aim of this work is to assess which components are generated for the purpose of E. coli target analysis. In this study, we intend to emphasize the importance of cultivability and to prove that growth media plays a crucial role in bacteria growth. To do this, E. coli was cultivated in three different growth mediums: (a) trypcase soy broth (TSB), (b) Mueller Hinton (MH), and (c) minimal salts (M9) enriched with glucose, respectively. Solid phase micro extraction was used as a sampling method, followed by gas chromatography-mass spectrometry for subsequent analysis. The relevant microbial volatile organic compounds (MVOCs) released in the headspace over the cultures of the E. coli bacteria and the afferent metabolic processes that occur in order to generate these compounds are presented in this work. The characteristic volatile compounds found in E. coli strain emissions were indole, phenylethyl alcohol and a series of esters when it was grown in TSB. Different pyrazines were found (pyrazine, 2-ethyl-3,5-dimethyl-, pyrazine, 2,5-dimethyl- and pyrazine, trimethyl-) when it was cultivated in MH. Long-chain alcohols such as 2-pentadecanol, 9-tetradecen-1-ol and 11-hexadecenol occurred in M9. Dimethyl disulfide, dimethyl trisulfide and a consistent number of alcohols and ketones were observed for E. coli cultivated in all three growth mediums. The occurrence and biosynthesis of these MVOCs clearly denote that the growth media used plays a crucial role in bacterial cultivation. The biomarker chemicals documented from this work may ultimately be used to identify bacterial infections by analyzing exhaled breath.