scholarly journals Isolation and Purification of Bioactive Compounds from the Stem Bark of Jatropha podagrica

Molecules ◽  
2019 ◽  
Vol 24 (5) ◽  
pp. 889 ◽  
Author(s):  
Truong Minh ◽  
Tran Xuan ◽  
Hoang-Dung Tran ◽  
Truong Van ◽  
Yusuf Andriana ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Ethyl Acetate ◽  
Gallic Acid ◽  
Bioactive Compounds ◽  
Stem Bark ◽  
Ionization Mass ◽  
Methyl Gallate ◽  
Antioxidant Power ◽  
Isolation And Purification ◽  
Chemical Structures

This paper reports the successive isolation and purification of bioactive compounds from the stem bark of Jatropha podagrica, a widely known medicinal plant. The ethyl acetate extract of the stem bark exhibited the strongest antioxidant activity assessed by 2,2-diphenyl-1-picrylhydrazyl (DPPH), 2,2′-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radical scavenging, and ferric reducing antioxidant power (FRAP) assays (IC50 = 46.7, 66.0, and 492.6, respectively). By column chromatography (CC) with elution of hexane and ethyl acetate at 8:2, 7:3, and 6:4 ratios, the isolation of this active extract yielded five fractions (C1–C5). Chemical structures of the constituents included in C1–C5 were elucidated by gas chromatography-mass spectrometry (GC-MS), electrospray ionization-mass spectrometry (ESI-MS), and nuclear magnetic resonance (NMR) and resolved as methyl gallate (C1, C2, C3, C4), gallic acid (C1, C2), fraxetin (C2, C3, C4, C5), and tomentin (C3). Mixture C2 (IC50 DPPH and ABTS = 2.5 µg/mL) and C3 (IC50 FRAP = 381 µg/mL) showed the highest antioxidant properties. Among the isolated fractions, C4 was the most potential agent in growth inhibition of six bacterial strains including Staphylococcus aureus, Escherichia coli, Klebsiella pneumoniae, Listeria monocytogenes, Bacillus subtilis, and Proteus mirabilis (MIC = 5, 20, 30, 20, 25, and 20 mg/mL, respectively). All identified constituents exerted an inhibitory activity on the growth of Lactuca sativa, of which the mixture C3 performed the maximal inhibition on shoot (IC50 = 49.4 µg/mL) and root (IC50 = 47.1 µg/mL) growth. Findings of this study suggest that gallic acid, methyl gallate, fraxetin, and tomentin isolated from J. podagrica possessed antioxidant, antibacterial, and growth inhibitory potentials.

scholarly journals Preparative isolation and purification of seven compounds from Hibiscus mutabilis L. leaves by two-step high-speed counter-current chromatography

2015 ◽  
Vol 21 (2) ◽  
pp. 331-341 ◽  
Author(s):  
Zhuoni Hou ◽  
Xianrui Liang ◽  
Feng Su ◽  
Weike Su
Keyword(s):  
Ethyl Acetate ◽  
High Speed ◽  
Solvent System ◽  
Ionization Mass ◽  
Two Phase ◽  
Purification Method ◽  
Isolation And Purification ◽  
Chemical Structures ◽  
13C Nuclear Magnetic Resonance ◽  
Counter Current

Seven compounds from Hibiscus mutabilis L. leaves were first successfully achieved by two-step high-speed counter-current chromatography with two-phase solvent system composed of n-butanol-ethyl acetate-water (1:6:9, v/v/v) and n-hexane-ethyl acetate-methanol-water (3:5:3:5, v/v/v/v/). The critical experimental parameters of first-step separation were optimized with response surface methodology as follows: flow rate was 1.1 mL/min, revolution speed was 800 rpm and temperature was 30?C. Under the optimal conditions, around 5.0 mg of salicylic acid, 13.6 mg of rutin, 5.5 mg of genistein were obtained in 100 mg crude sample. Then, 9.2 mg of potengriffioside A, 4.7 mg of kaempferol 3-O-rutinoside, 3.0 mg of steppogenin and 2.5 mg of emodin were obtained by second-step separation. The purities of the seven compounds determined by UPLC were 96.2%, 93.8%, 95.4%, 94.3%, 98.0%, 94.1% and 90.8%, respectively. Their chemical structures were identified by electron spray ionization mass spectroscopy (ESI-MS) and 1H, 13C nuclear magnetic resonance (NMR). Furthermore, compound steppogenin and genistein were first reported from Hibiscus mutabilis L. The purification method was simple, efficient and evaded tedious separation process.

scholarly journals Natalenamides A–C, Cyclic Tripeptides from the Termite-Associated Actinomadura sp. RB99

Molecules ◽  
2018 ◽  
Vol 23 (11) ◽  
pp. 3003 ◽  
Author(s):  
Seoung Rak Lee ◽  
Dahae Lee ◽  
Jae Sik Yu ◽  
René Benndorf ◽  
Sullim Lee ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Cyclic Peptides ◽  
Culture Broth ◽  
Resonance Spectroscopy ◽  
Ionization Mass ◽  
Inhibitory Effects ◽  
Associated Bacteria ◽  
Chemical Structures ◽  
New Compounds ◽  
Powerful Strategy

In recent years, investigations into the biochemistry of insect-associated bacteria have increased. When combined with analytical dereplication processes, these studies provide a powerful strategy to identify structurally and/or biologically novel compounds. Non-ribosomally synthesized cyclic peptides have a broad bioactivity spectrum with high medicinal potential. Here, we report the discovery of three new cyclic tripeptides: natalenamides A–C (compounds 1–3). These compounds were identified from the culture broth of the fungus-growing termite-associated Actinomadura sp. RB99 using a liquid chromatography (LC)/ultraviolet (UV)/mass spectrometry (MS)-based dereplication method. Chemical structures of the new compounds (1–3) were established by analysis of comprehensive spectroscopic methods, including one-dimensional (1H and 13C) and two-dimensional (1H-1H-COSY, HSQC, HMBC) nuclear magnetic resonance spectroscopy (NMR), together with high-resolution electrospray ionization mass spectrometry (HR-ESIMS) data. The absolute configurations of the new compounds were elucidated using Marfey’s analysis. Through several bioactivity tests for the tripeptides, we found that compound 3 exhibited significant inhibitory effects on 3-isobutyl-1-methylxanthine (IBMX)-induced melanin production. The effect of compound 3 was similar to that of kojic acid, a compound extensively used as a cosmetic material with a skin-whitening effect.

scholarly journals Determination of Imidacloprid and Benzimidazole Residues in Fruits and Vegetables by Liquid Chromatography–Mass Spectrometry after Ethyl Acetate Multiresidue Extraction

2000 ◽  
Vol 83 (3) ◽  
pp. 748-755 ◽  
Author(s):  
Amadeo R Fernández-Alba ◽  
Ana Tejedor ◽  
Ana Agüera ◽  
Mariano Contreras ◽  
Juan Garrido
Keyword(s):  
Mass Spectrometry ◽  
Liquid Chromatography ◽  
Ethyl Acetate ◽  
Fruits And Vegetables ◽  
Monitoring Program ◽  
Reversed Phase ◽  
Food Samples ◽  
Ionization Mass ◽  
Vegetables And Fruits

Abstract A simple and sensitive method based on liquid chromatography–atmospheric pressure ionization–mass spectrometry is described for the determination of 4 benzimidazole pesticides (carbendazim, thiabendazole, benomyl, and thiophanate-methyl) and imidacloprid in vegetables and fruits. Food samples were typically extracted with ethyl acetate to draw the analytes into the organic phase. No cleanup step was necessary before injection into the liquid chromatographic (LC) system with electrospray mass spectrometric detection. The analytes were separated on a reversed-phase C8LC column. Limits of detection for the compounds were in the μg/L range. Results are reported for validation studies with fortified pear and tomato samples and for residues of the target compounds found in the pesticide residue monitoring program during 1998.

scholarly journals Photocatalytic Degradation of Trifluralin, Clodinafop-Propargyl, and 1,2-Dichloro-4-Nitrobenzene As Determined by Gas Chromatography Coupled with Mass Spectrometry

2014 ◽  
Vol 2014 ◽  
pp. 1-9 ◽  
Author(s):  
Niyaz A. Mir ◽  
A. Khan ◽  
M. Muneer ◽  
S. Vijayalakhsmi
Keyword(s):  
Mass Spectrometry ◽  
Gas Chromatography ◽  
Photocatalytic Degradation ◽  
Degradation Mechanism ◽  
Gas Chromatography Mass Spectrometry ◽  
Ionization Mass ◽  
Water Medium ◽  
Fragmentation Pattern ◽  
Chemical Structures ◽  
Clodinafop Propargyl

Phototransformation is considered one of the most key factors affecting the fate of pesticides. Therefore, our study focused on photocatalytic degradation of three selected pesticide derivatives: trifluralin (1), clodinafop-propargyl (2), and 1,2-dichloro-4-nitrobenzene (3). The degradation was carried out in acetonitrile/water medium in the presence of titanium dioxide (TiO2) under continuous purging of atmospheric air. The course of degradation was followed by thin-layer chromatography and gas chromatography-mass spectrometry techniques. Electron ionization mass spectrometry was used to identify the degradation species. GC-MS analysis indicates the formation of several intermediate products which have been characterized on the basis of molecular ion, mass fragmentation pattern, and comparison with NIST library. The photocatalytic degradation of pesticides of different chemical structures manifested distinctly different degradation mechanism. The major routes for the degradation of pesticides were found to be (a) dealkylation, dehalogenation, and decarboxylation, (b) hydroxylation, (c) oxidation of side chain, if present, (d) isomerization and cyclization, (e) cleavage of alkoxy bond, and (f) reduction of triple bond to double bond and nitro group to amino.

scholarly journals Four New Acyclic Diterpenes From Siegesbeckia orientalis

2021 ◽  
Vol 16 (11) ◽  
pp. 1934578X2110561
Author(s):  
Do Thi Trang ◽  
Phan Thi Thanh Huong ◽  
Nguyen Thi Cuc ◽  
Duong Thi Dung ◽  
Bui Thi Thu Trang ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
High Resolution ◽  
Xanthine Oxidase ◽  
Ionization Mass ◽  
Oxidative Reaction ◽  
Chemical Structures ◽  
Aerial Parts ◽  
Extensive Analysis ◽  
Siegesbeckia Orientalis

Four new acyclic diterpenes, siegetalises A-D (1-4), were isolated from the aerial parts of Siegesbeckia orientalis. Their chemical structures were elucidated by extensive analysis of high-resolution electrospray ionization mass spectrometry and nuclear magnetic resonance spectral data. The effects of the isolated compounds on the activity of xanthine oxidase were evaluated by the oxidative reaction with xanthine as a substrate. At a concentration of 50 µM, compounds 1-4 exhibited xanthine oxidase inhibitory activity at levels of 13.59% ± 0.51%, 19.64% ± 1.54%, 17.45% ± 1.26%, and 21.36% ± 1.40%, respectively.

scholarly journals Aktivitas Antioksidan dan Penghambatan Xantin Oksidase Kulit Batang Songi (Dillenia serrata Thunb.)

2020 ◽  
Vol 6 (1) ◽  
pp. 151-159
Author(s):  
Carla Wulandari Sabandar ◽  
Juriyati Jalil ◽  
Norizan Ahmat ◽  
Nor-Ashila Aladdin ◽  
Harni Sartika Kamaruddin ◽  
...  
Keyword(s):  
Ethyl Acetate ◽  
Petroleum Ether ◽  
Xanthine Oxidase ◽  
Gallic Acid ◽  
Methanol Extract ◽  
Biological Activities ◽  
Stem Bark ◽  
Total Phenolic ◽  
Dependent Manner ◽  
Organic Fractions

Songi (Dillenia serrata) is a tree endemic to Southeast Sulawesi and its stem bark been used in folk medicine. Nonetheless, only a handful scientific knowledge regarding chemistry and biological activities has been investigated on the plant. The present study aimed to investigate the antioxidant and xanthine oxidase (XO) inhibitory activity of the stem bark of the plant. Methanol extract and organic fractions (petroleum ether, ethyl acetate, and methanol) of the dried powdered stem bark of songi were evaluated for phytochemical screening, total phenolic (TPC), total flavonoid contents (TFC), DPPH, FRAP, and XO in vitro assays. Flavonoids, tannins, terpenoids, steroids, and saponins present in the extract. TPC and TFC in extract were 59.2 mg GAE/g and 23.4 mg QE/g. The contents in organic fractions were in solvent-dependent manner (methanol>ethyl acetate>petroleum ether). Extract and fractions scavenged DPPH radicals (48.2–59.7%) at 100 μg/mL compared to ascorbic acid, trolox, and gallic acid (90.3–93.8%). FRAP values varied from 0.8–3.4 μg/μg equivalent trolox amount (quercetin and gallic acid were 25.7 dan 32.4 μg/μg, respectively). They also inhibited xanthine oxidase (15.3–50.3%) at 100 μg/mL (allopurinol, 98.2%). The study concluded the potential of methanol extract and organic fraction of the stem bark of songi, thus highlighted the prospect of songi to be used in herbal and drugs development from nature.

scholarly journals Interlaboratory Coverage Test on Plant Food Bioactive Compounds and their Metabolites by Mass Spectrometry-Based Untargeted Metabolomics

Metabolites ◽  
2018 ◽  
Vol 8 (3) ◽  
pp. 46 ◽  
Author(s):  
Ville Mikael Koistinen ◽  
Andreia Bento da Silva ◽  
László Abrankó ◽  
Dorrain Low ◽  
Rocio Garcia Villalba ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Bioactive Compounds ◽  
High Resolution Mass Spectrometry ◽  
Chemical Space ◽  
Untargeted Metabolomics ◽  
Consensus Method ◽  
Health State ◽  
Plant Food ◽  
Chemical Structures ◽  
Successful Analysis

Bioactive compounds present in plant-based foods, and their metabolites derived from gut microbiota and endogenous metabolism, represent thousands of chemical structures of potential interest for human nutrition and health. State-of-the-art analytical methodologies, including untargeted metabolomics based on high-resolution mass spectrometry, are required for the profiling of these compounds in complex matrices, including plant food materials and biofluids. The aim of this project was to compare the analytical coverage of untargeted metabolomics methods independently developed and employed in various European platforms. In total, 56 chemical standards representing the most common classes of bioactive compounds spread over a wide chemical space were selected and analyzed by the participating platforms (n = 13) using their preferred untargeted method. The results were used to define analytical criteria for a successful analysis of plant food bioactives. Furthermore, they will serve as a basis for an optimized consensus method.

scholarly journals Qualitative Chemical Characterization and Multidirectional Biological Investigation of Leaves and Bark Extracts of Anogeissus leiocarpus (DC.) Guill. & Perr. (Combretaceae)

Antioxidants ◽  
2019 ◽  
Vol 8 (9) ◽  
pp. 343 ◽  
Author(s):  
Orlando ◽  
Ferrante ◽  
Zengin ◽  
Sinan ◽  
Bene ◽  
...  
Keyword(s):  
Ethyl Acetate ◽  
Cell Line ◽  
Hct116 Cell ◽  
Stem Bark ◽  
Rat Colon ◽  
Cholinesterase Inhibition ◽  
Ionization Mass ◽  
Hct116 Cell Line ◽  
Anogeissus Leiocarpus ◽  
Ethyl Acetate Extracts

Anogeissus leiocarpus (DC.) Guill. & Perr. (Combretaceae) has a long history of use by folk populations for the management of multiple human ailments. Based on the published literature, there has been no attempt to conduct a comparative assessment of the biological activity and the phytochemical profiles of the leaves and stem bark of A. leiocarpus extracted using methanol, ethyl acetate, and water. By high-performance liquid chromatography with electrospray ionization mass spectrometric detection (HPLC-ESI-MSn) analysis, quinic, shikimic, gallic, and protocatechuic acids were tentatively identified from all the extracts, while chlorogenic, caffeic, ferulic, and dodecanedioic acids were only characterised from the leaves extracts. Additionally, a pharmacological study was carried out to evaluate potential protective effects that are induced by the extracts in rat colon and colon cancer HCT116 cell line. In general, the methanol and water extracts of A. leiocarpus leaves and stem bark showed potent radical scavenging and reducing properties. It was noted that the stem bark extracts were more potent antioxidants as compared to the leaves extracts. The methanol extract of A. leiocarpus leaves showed the highest acetyl (4.68 mg galantamine equivalent/g) and butyryl (4.0 mg galantamine equivalent/g) cholinesterase inhibition. Among ethyl acetate extracts, the pharmacological investigation suggested stem bark ethyl acetate extracts to be the most promising. This extract revealed ability to protect rat colon from lipopolysaccharide-induced oxidative stress, without exerting promoting effects on HCT116 cell line viability and migration. As a conclusion, A. leiocarpus represents a potential source of bioactive compounds in the development of novel therapeutic agents.

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