Determination of Antidiabetic Polysaccharides of<i>Ocimum basilicum</i>Seeds Indigenous to Xinjiang of China by High-Performance Thin-Layer Chromatography-UV/Vis-Mass Spectrometry

Yili, Abulimiti; Yimamu, H.; Ghulameden, Saideiahmat; Qing, Zhao; Aisa, Haji Akber; Morlock, Gertrud E.

doi:10.1556/jpc.27.2014.1.2

Cited by 12 publications

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“…The enzyme activity was measured using the PTP-1B (3-(3,5-dibromo-4-hydroxybenzoyl)-2-ethylbenzofuran-6-sulfonic acid-(4-(thiazol-2-ylsulfamyl)-phenyl)-amide) enzyme inhibition assay according to the literature [ 13 , 28 , 29 , 30 ].…”

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Evaluation of the Antidiabetic Activity and Chemical Composition of Geranium collinum Root Extracts—Computational and Experimental Investigations

et al. 2017

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The root of Geranium collinum Steph is known in Tajik traditional medicine for its hepatoprotective, antioxidant, and anti-inflammatory therapeutic effects. The present study was conducted to evaluate of potential antidiabetic, antioxidant activities, total polyphenolic and flavonoid content from the different extracts (aqueous, aqueous-ethanolic) and individual compounds isolated of the root parts of G. collinum. The 50% aqueous-ethanolic extract possesses potent antidiabetic activity, with IC50 values of 0.10 μg/mL and 0.09 μg/mL for the enzymes protein-tyrosine phosphatase (1B PTP-1B) and α-glucosidase, respectively. Phytochemical investigations of the 50% aqueous-ethanolic extract of G. collinum, led to the isolation of ten pure compounds identified as 3,3′,4,4′-tetra-O-methylellagic acid (1), 3,3′-di-O-methylellagic acid (2), quercetin (3), caffeic acid (4), (+)-catechin (5), (–)-epicatechin (6), (–)-epigallocatechin (7), gallic acid (8), β-sitosterol-3-O-β-d-glucopyranoside (9), and corilagin (10). Their structures were determined based on 1D and 2D NMR and mass spectrometric analyses. Three isolated compounds exhibited strong inhibitory activity against PTP-1B, with IC50 values below 0.9 μg/mL, more effective than the positive control (1.46 μg/mL). Molecular docking analysis suggests polyphenolic compounds such as corilagin, catechin and caffeic acid inhibit PTP-1B and β-sitosterol-3-O-β-d-gluco-pyranoside inhibits α-glucosidase. The experimental results suggest that the biological activity of G. collinum is related to its polyphenol contents. The results are also in agreement with computational investigations. Furthermore, the potent antidiabetic activity of the 50% aqueous-ethanolic extract from G. collinum shows promise for its future application in medicine. To the best of our knowledge, we hereby report, for the first time, the antidiabetic activity of G. collinum.

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Section: Methodsmentioning

confidence: 99%

Evaluation of the Antidiabetic Activity and Chemical Composition of Geranium collinum Root Extracts—Computational and Experimental Investigations

et al. 2017

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“…The principal constituents were xylose, glucuronic acid, and arabinose [5]. In continuation of research in this area, we present results on the isolation and purification of acidic watersoluble polysaccharides from O. basilicum fruit by column chromatography over DEAE-Sepharose CL-6B and Sephadex G-100 and on their structures according to IR and NMR spectroscopy.Pure acidic polysaccharides were obtained using the previously obtained acidic water-soluble polysaccharide (WSPS-H-A) [5]. WSPS-H-A (200 mg) was dissolved in distilled H 2 O (6 mL) and centrifuged for 5 min at 10,000 rpm and 4°C.…”

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Isolation and Characterization of a Polysaccharide from Ocimum basilicum Seeds

et al. 2014

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Seeds of Ocimum basilicum L. are used in traditional medicine for stomach ulcers, dyspepsia, diarrhea, pharyngitis, and kidney inflammation [1]. Basil seeds are often included in drinks (sherbet) and frozen desserts (faloodeh) for esthetics and as a source of dietary fiber in Iran and many regions of Asia [2,3]. The external pericarp swells upon wetting with water and forms a gel-like coating [4] because of the presence of a polysaccharide layer.We communicated previously that polysaccharides isolated from O. basilicum seeds consisted of fructose, glucuronic acid, galacturonic acid, rhamnose, xylose, arabinose, and galactose. The principal constituents were xylose, glucuronic acid, and arabinose [5]. In continuation of research in this area, we present results on the isolation and purification of acidic watersoluble polysaccharides from O. basilicum fruit by column chromatography over DEAE-Sepharose CL-6B and Sephadex G-100 and on their structures according to IR and NMR spectroscopy.Pure acidic polysaccharides were obtained using the previously obtained acidic water-soluble polysaccharide (WSPS-H-A) [5]. WSPS-H-A (200 mg) was dissolved in distilled H 2 O (6 mL) and centrifuged for 5 min at 10,000 rpm and 4°C. The supernatant liquid was transferred to a Servacel DEAE-23SN ion-exchange column (25 mm u 25 cm) and eluted with H 2 O and NaCl solutions (concentrations 0.2, 0.5, and 1.0 M). The polysaccharide yield was monitored using the phenol-H 2 SO 4 method.The polysaccharide content in the fraction eluted by H 2 O was 12.6 mg (fraction 1, 6.3%); by NaCl (0.2 M), 170 mg (fraction 2, 80%); by NaCl (0.5 M), 19.5 mg (fraction 3, 9.7%); and by NaCl (1.0 M), 5.1 mg (fraction 4, 2.5%). A total of 98.5% of the polysaccharide fraction was recovered.Fraction 2 (50 mg) was separated by column chromatography over Sephadex G-100 on an HP Polysaccharide Purifier 10 instrument equipped with conductivity, UV, and differential detectors to afford homogeneous fraction 2-1 (13.1 mg yield).The IR spectrum of fraction 2-1 had absorption bands at 3411 cm 1 (OH), 1642 (carboxyl), 1200-1000 (C-Ñ and C-O stretching), 800 (pyranose ring), and 873 (E-glycoside bond) [6].The structure of fraction 2-1 was studied using PMR and 13 C NMR spectroscopy and 2D COSY, HSQC, and HMBC methods.PMR spectra in the region of anomeric protons exhibited four resonances at G 5.30 ppm (strongest), 4.86 (minor), 4.64, and 4.48. Other proton resonances were located in the range 3.2-4.4 ppm. A strong singlet at 3.48 ppm was characteristic of an OCH 3 group. The strong-field spectral region contained a doublet at 1.26 ppm (J = 4.2 Hz) that was characteristic of a rhamnopyranose (Rhap) methyl.The 13 C NMR spectrum showed in the range 100-105 ppm four anomeric resonances at 100.44, 102.79, 104.23, and 104.69 ppm. The first strong resonance belonged to C-1 of D-glucuronic acid (D-GlcpA). The other anomeric resonances were assigned to E-rhamnopyranose (E-Rhap, weak), E-xylopyranose (E-Xylp), and E-arabinopyranose (D-Arap). A resonance at 179.97 ppm that gave a cross-...

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“…In our previous paper (Morlock, & Gamlich, 2012), a HPTLC method was developed for characterization and profiling of biopolymers used as food thickening agents, based on their monomeric pattern after extraction and methanolysis. This HPTLC method was also applied for investigation of antidiabetic polysaccharides of Ocimum basilicum seeds (Yili et al, 2014) and Apocynum venetum leaves (Shi et al, 2015). Further, HPLC, GC-MS, capillary electrophoresis and FTIR were applied for analysis of gums/hydrocolloids and modified starches in food samples such as chocolate products, cacao, fruit products, ice creams, frozen desserts as well as mayonnaise (Eliasson, 2006).…”

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High-performance thin-layer chromatography combined with pattern recognition techniques as tool to distinguish thickening agents

Ristivojević

Morlock

2017

Food Hydrocolloids

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Determination of Antidiabetic Polysaccharides ofOcimum basilicumSeeds Indigenous to Xinjiang of China by High-Performance Thin-Layer Chromatography-UV/Vis-Mass Spectrometry

Cited by 12 publications

References 17 publications

Evaluation of the Antidiabetic Activity and Chemical Composition of Geranium collinum Root Extracts—Computational and Experimental Investigations

Evaluation of the Antidiabetic Activity and Chemical Composition of Geranium collinum Root Extracts—Computational and Experimental Investigations

Isolation and Characterization of a Polysaccharide from Ocimum basilicum Seeds

High-performance thin-layer chromatography combined with pattern recognition techniques as tool to distinguish thickening agents

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