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  • 1
    Keywords: evaluation ; Germany ; human ; QUANTIFICATION ; TOOL ; DISEASE ; PATIENT ; RAT ; SUSCEPTIBILITY ; smoking ; SPECTROMETRY ; PATHOGENESIS ; MASS-SPECTROMETRY ; HELICOBACTER-PYLORI ; INFLAMMATORY-BOWEL-DISEASE ; INJURY ; MASSES ; LIGHT ; BILE ; COLITIS ; GASTRIC-MUCOSA ; GASTRODUODENAL MUCOSAL PROTECTION ; inflammatory bowel disease ; mucosa barrier ; NanoESI MS/MS ; PANCREATITIS ; phosphatidylcholine ; PHOSPHOLIPIDS ; STANDARDS ; ulcerative colitis ; WEIGHT
    Abstract: Background: A defective mucus composition represents a key pathogenetic factor for intestinal injury. Phosphatidylcholine (PC) is an essential component contributing to formation of a hydrophobic mucus layer. For evaluation of PC in the pathogenesis of inflammatory bowel disease, the concentration and composition of PC in the rectal mucus Of patients with ulcerative colitis was determined. Electrospray ionization (ESI) tandem mass spectrometry (MS/MS) allows quantification of PC species and enables analysis of crude extracts. Methods: Lipid extracts of material obtained by light scrapings of the intestinal lumen were analysed quantitatively by nanoESI MS/MS with synthetic internal PC and lysophosphatidylcholine (LPC) standards. PC and LPC species from rectoscopically acquired Mucus aliquots of patients with ulcerative colitis were compared to Crohn disease and control subjects. Results: Patients with inactive ulcerative colitis showed significantly less PC and LPC (median 346 [IQR: 2304051 pmol total PC/mg dry weight) in rectal mucus compared to Crohn disease (median 1126 [IQR: 4651-9411 pmol total PC/mg dry weight) and control subjects (median 1285 [IQR: 850-1639] pmol total PC/mg dry weight) (P 〈 0.05). The molecular species of PC and LPC were not significantly different between the groups. The most abundant species were PC 16:0/18:1; PC 16:0/18:2;, PC 18:0/18:1; PC 18:0/18:2 LPC 16:0: and LPC 18:0. Conclusion: NanoESI MS/MS is a suitable tool for analysing and quantifying small amounts of PC in human mucus. Patients with ulcerative colitis have significant less PC in their intestinal mucus despite a comparable PC molecular species composition pattern. This suggests that a low amount of protective mucus PC is a characteristic feature in ulcerative colitis and explains an increased susceptibility to luminal contents
    Type of Publication: Journal article published
    PubMed ID: 15513358
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  • 2
    Keywords: CELLS ; IN-VITRO ; PROTECTION ; CELL ; evaluation ; Germany ; PERFUSION ; VITRO ; PROTEIN ; MICE ; RAT ; animals ; colon ; INJECTION ; SPECTROSCOPY ; FORM ; NO ; IN-SITU ; DIFFERENCE ; MEMBRANE ; RATES ; electrospray ionization ; TANDEM MASS-SPECTROMETRY ; IONIZATION ; EPITHELIAL-CELLS ; Jun ; ORIGIN ; MASSES ; BILE ; phosphatidylcholine ; bile acid ; intestinal mucus layer ; LAMELLAR BODIES ; MDR3 P-GLYCOPROTEIN ; MUCOSAL BARRIER ; perfusion study ; phosphatidylcholine transport ; SURFACTANT-LIKE PARTICLES
    Abstract: Background: Intestinal mucus not only facilitates substrate absorption, but also forms a hydrophobic, phosphatidylcholine (PC) enriched, barrier against luminal gut contents. Methods: For evaluation of the origin of PC in intestinal mucus, we first analyzed the mucus PC in mice with absent biliary phospholipid secretion (mdr2 ( - / -) mice) using electrospray ionization (ESI) tandem mass spectroscopy (MS/MS). Second, in situ perfused rat jejunum, ileum and colon were analyzed after i.v. bolus injections of 155 pmol [H-3]-PC. Additional in vitro experiments were performed with isolated mucosal cells after incubation with the PC precursor [H-3]-choline. Results: In mdr2 ( - / -) mice and control animals no significant quantitative difference in mucus PC was found, indicating that mucus PC is of intestinal and not biliary origin. In situ perfusion studies detected intestinal secretion of [H-3]-PC, which was stimulated in presence of 2 mM taurocholate (TC). Secretion rates of [H-3]-PC were highest in ileum (9.0 +/- 0.8 fmol h(-1) x cm(-1)), lower in jejunum (4.3 +/- 0.5) and minimal in colon (0.8 +/- 0.2). It compares to an intestinal secretion of native PC originating to 64% from bile, 9% from jejunum, 28% from ileum, and 1% from colon. Complementary in vitro studies showed 30-min secretion rates for [H-3]-PC to be highest in enterocytes from ileum (26.5 +/- 5.3% of intracellular [H-3]-PC) and jejunum (19.8 +/- 2.9%), and significantly lower in colonocytes (8.4 +/- 1.3%). Conclusion: PC in the intestinal mucus originates from secretion by ileal and jejunal enterocytes. (C) 2004 Elsevier B.V. All rights reserved
    Type of Publication: Journal article published
    PubMed ID: 15158757
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  • 3
    Keywords: IN-VITRO ; Germany ; VITRO ; SYSTEM ; SYSTEMS ; QUANTITATION ; ACID ; PERFORMANCE ; ASSAY ; PLASMA ; ANTIOXIDANT ; OXYGEN ; FOOD ; PHENOLIC-COMPOUNDS ; CHEMISTRY ; RE ; PROFILES ; TECHNOLOGY ; USA ; HPLC-ESI-MS ; PROFILE ; kernel ; ANTIOXIDANT ACTIVITY ; mangiferin ; benzophenones ; cancer chemopreventive polyphenolic compounds ; DPPH assay ; FRAP assay ; gallotannins ; LEAVES ; ORAC assay ; PLANTS ; TRADITIONAL MEDICINE ; xanthones
    Abstract: The contents of secondary plant substances in solvent extracts of various byproducts (barks, kernels, peels, and old and young leaves) in a range of Brazilian mango cultivars were identified and quantitated. The results show that the profiles of secondary plant substances such as xanthone C-glycosides, gallotannins, and benzophenones in different byproducts vary greatly but are fairly consistent across cultivars. The free radical scavenging activity of the solvent extracts was evaluated using a high-performance liquid chromatography-based hypoxanthine/xanthine oxidase assay and revealed dose-dependent antioxidant capacity in all extracts. Four (mangiferin, penta-O-galloyl-glucoside gallic acid, and methyl gallate) of the major phenolic compounds detected were also evaluated in additional in vitro bioassay systems such as oxygen radical absorbance capacity, 2,2diphenyl-1-picrylhydrazyl, and ferric reducing ability of plasma. Mangiferin in particular, detected at high concentrations in young leaves (Coite = 172 g/kg), in bark (Momika = 107 g/kg), and in old leaves (Itamaraka = 94 g/kg), shows an exceptionally strong antioxidant capacity
    Type of Publication: Journal article published
    PubMed ID: 18558692
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  • 4
    Keywords: APOPTOSIS ; CANCER ; CELLS ; GROWTH ; INVASION ; CELL ; CLINICAL-TRIAL ; Germany ; IN-VIVO ; VIVO ; SYSTEM ; DEATH ; DISEASE ; DISEASES ; liver ; GENE-EXPRESSION ; RELEASE ; ACTIVATION ; BIOLOGY ; MOLECULAR-BIOLOGY ; TRIAL ; TRIALS ; CELL-DEATH ; INDUCED APOPTOSIS ; MEMBRANE ; METASTASIS ; CLINICAL-TRIALS ; NETHERLANDS ; curcumin ; ANTIOXIDANT ; prostate carcinoma ; OXYGEN ; HEPG2 CELLS ; reactive oxygen species ; INJURY ; molecular biology ; molecular ; POTENTIALS ; MMP-9 ; LOSSES ; LIVER-DISEASE ; MATRIX METALLOPROTEINASE-2 ; HUMAN ENDOTHELIAL-CELLS ; clinical trial ; transformed cell ; flavonoid ; cytoprotection ; liver injury ; SILIBININ
    Abstract: Silybin or silymarin extract has been used to treat liver diseases, and has now been entered into clinical trials for cancer treatment. Here, we compared antioxidant and anticancer activities between silybin and its oxidized form 2,3-dehydrosilybin (DHS). With IC50 at three-fold lower concentrations than silybin, DHS inhibited reactive oxygen species generation in glucose-glucose oxidase system and HcpG2 cells. Compared with silybin, DHS elicited greater protection against H2O2-induced HepG2 cell death and galactosamine-induced liver injury in vivo. It is known that oxidants induce releases of metalloproteinases (MMP)-2,-9 which are responsible for invasive and metastasis potentials of transformed cells. DHS at 10 mu M markedly inhibited MMP-2,-9 releases as well as invasiveness, while silybin at 90 mu M had marginal effects. DHS but not silybin at 30 mu M induced apoptosis and loss of mitochondrial membrane potentials. LD50 of DHS was five-fold lower than that of silybin. Our data suggest that DHS may be more useful therapeutically than silybin. (C) 2007 Elsevier B.V. All rights reserved
    Type of Publication: Journal article published
    PubMed ID: 18222181
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  • 5
    Keywords: tumor ; Germany ; HPLC ; ACID ; mass spectrometry ; antioxidants ; phenolic compounds ; sterols ; SCIENCE ; FRUITS ; TECHNOLOGY ; STEM ; Species ; CUCUMIS-SATIVUS ; INDICA L. ; Terpenoids
    Abstract: Thirty secondary plant substances were detected in various extracts of the leaves, fruits, stem and bark of Caraipa densifolia Mart. Phenolic compounds were preliminarily identified and quantitated by HPLC-ESIMS and the structures of the compounds, purified by semi-preparative HPLC, were further characterized by nano-ESI-MS-MS. The presence of gallic acid, 3,4-dihydroxybenzoic acid, neochlorogenic acid, chlorogenic acid, methyl gallate, p-coumaric acid quinate, epicatechin, procaynidin dimer B-2, procyanidin trimer C-1, syringic acid, 1,2,3,6-tetragallate glucoside, 1,3,4,6-tetragallate glucoside, corilagin, ellagic acid, methyl ellagic acid rhamnoside, quercetin-3-O-rhamnoside, two apigenin-C-glycosides (vitexin and isovitexin) and two luteolin-C-glycosides (orientin and isoorientin) are reported in this species for the first time. In addition, the previously reported following terpenoids, lupeol, lupenone, betulinic acid, betulin, friedelin and a previously non-characterized, terpenoid in this species, friedelinol were identified and quantitated by GC-MS. A previously identified sterol was beta-sitosterol along with stigmasterol in this species for the first time. The vitamins alpha-tocopherol and gamma-tocopherol were also identified in extracts of the leaves of Caraipa species for the first time. The data shows that the botanical parts of C. densifolia Mart, has a much richer spectrum of secondary plant substances than previously reported. (C) 2010 Elsevier Ltd. All rights reserved
    Type of Publication: Journal article published
    PubMed ID: 20347919
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  • 6
    Keywords: PROTEIN ; COMPONENTS ; ASSAY ; COMPONENT ; mass spectrometry ; NMR ; MASS-SPECTROMETRY ; FRUIT ; PHENOLIC-COMPOUNDS ; ANTIOXIDANT CAPACITY ; VEGETABLE CONSUMPTION ; structure elucidation ; HPLC-ESI-MS ; LEAVES ; ELLAGIC ACID ; INDICA L. ; ELLAGIC ACID-DERIVATIVES ; HYDROLYZABLE TANNINS ; PUNICA-GRANATUM ; Chebulagic acid ; Corilagin ; Dimokarpus ; Ellagic acid 4-O-alpha-L-arabinofuranoside ; ETHYL BREVIFOLIN CARBOXYLATE ; Geraniin ; Isomallotinic acid ; Longan ; Sapindaceae
    Abstract: Longan (Dimocarpus longan Lour, syn. Euphoria longan Lam.) represents an important fruit in Northern Thailand and has significant economic impact. The fruit is either consumed fresh or as commercially prepared dried and canned products. The canning industry in Thailand produces considerable quantities of waste products, in particular Longan seeds. Because these seeds may be an exploitable source of natural phenolic antioxidants, it was of interest to identify, purify and quantitate the major potential antioxidant phenolics contained therein. The polyphenolic fraction from ground Longan seeds was obtained by extraction with methanol after delipidation with hexane. The hexane extract contained predominantly long-chain fatty acids with major contributions from palmitic (35%) and oleic (28%) acids. The polyphenolic fraction (80.90 g/kg dry weight) was dominated by ellagic acid (25.84 g/kg) and the known ellagitannins corilagin (13.31 g/kg), chebulagic acid (13.06 g/kg), ellagic acid 4-O-alpha-L-arabinofuranoside (9.93 g/kg), isomallotinic acid (8.56 g/kg) and geraniin (5.79 g/kg). Structure elucidation was performed with mass spectrometry and complete assignment of H-1 and C-13 NMR signals. The methanol extracts exhibited strong antioxidant capacities with an IC50 of 154 mu g/ml for reactive oxygen species attack on salicylic acid and 78 mu g/ml for inhibition of xanthine oxidase in the hypoxanthine/xanthine oxidase assay. The extracts were less effective in the 2-deoxyguanosine assay (IC50 = 2.46 mg/ml), indicating that gallates along with ellagic acid and its congeners exert their potential antioxidant effects predominantly by precipitation of proteins such as xanthine oxidase. This was confirmed for the pure compounds gallic acid, methyl gallate, ellagic acid and corilagin.
    Type of Publication: Journal article published
    PubMed ID: 22277734
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  • 7
    Keywords: Germany ; RISK ; COMPONENTS ; RISK-FACTORS ; H-1 ; ACID ; FORM ; risk factors ; COLORECTAL-CANCER ; mass spectrometry ; POLYPHENOLS ; RISK FACTOR ; MASS-SPECTROMETRY ; DIET ; CHROMATOGRAPHY ; LIQUID-CHROMATOGRAPHY ; ANTIOXIDANT ; isolation ; antioxidants ; GC-MS ; OLIVE OIL ; dietary fiber ; C-13 NMR ; GLYCOSIDES ; antioxidants,carob fibre,Ceratonia siliqua,polyphenols,flavonoids,HPLC,mass spectrometry,Mediterrane ; GALLIC ACID ; HYPERCHOLESTEROLEMIA ; NUTRITIONAL UTILIZATION ; PHENOLIC-COMPOUNDS ; PODS CERATONIA-SILIQUA ; RHUBARB ; TANNINS
    Abstract: Although it is already known that carob fibre contains several classes of polyphenolic substances, a comprehensive analysis of these has not been conducted to date. Therefore, the major polyphenotic compounds were extracted with organic solvents, and, following fractionation by normal-phase column chromatography on silicic acid, their structures were elucidated by liquid-chromatography electrospray-ionisation mass spectrometry (LC-ESI), nano-electrospray-ionisation mass spectrometry (ESI-MS), and gas-chromatography mass spectrometry (GC-MS). In addition, complete H-1 and C-13 NMR assignments were obtained for the isolated gallotannins 1,6-di-, 1,2,6-tri- and 1,2,3,6-tetra-O-galloyl-beta-D-glucose. Carob fibre was found to contain a rich variety of phenolic antioxidants. A total of 24 polyphenol compounds were identified with a yield of 3.94 g/kg (dry weight). The profile was dominated by gallic acid in various forms: free gallic acid (42% of polyphenols by weight), gallotannins (29%), and methyl gallate (1%), while simple phenols, mainly cinnamic acid, made up about 2% of the total. Flavonoids represented 26% of the polyphenols, and the major components were identified as the glycosides myricetin- and quercetin-3-O-alpha-L-rhamnoside (ca. 9% and 10%, respectively). These data indicate that carob fibre is rich in both amount and variety of phenolic antioxidant substances, and its inclusion in the diet may have chemopreventive properties. (C) 2003 Elsevier Ltd. All rights reserved
    Type of Publication: Journal article published
    PubMed ID: 14563398
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  • 8
    Keywords: SPECTRA ; CANCER ; Germany ; INHIBITION ; SYSTEM ; RISK ; INFECTION ; RISK-FACTORS ; HPLC ; treatment ; SPECTROSCOPY ; ACID ; IDENTIFICATION ; ASSAY ; risk factors ; NMR ; cancer risk ; DERIVATIVES ; PURIFICATION ; INFECTIONS ; antioxidants ; FATIGUE ; COMPOUND ; cancer research ; RISK-FACTOR ; ROS ; CANCER-RISK ; SPECTRUM ; TOXICOLOGY ; BARK
    Abstract: The root bark of Anisophyllea dichostyla R. Br. is traditionally used in the Democratic Republic Congo for the treatment of several conditions such as anorexia, fatigue and intestinal infections. We have identified and quantitated several polyphenol antioxidants in the methanol extract of the root bark (120g). The polyphenol content (3.32g/kg) was predominantly ellagitannins (25%) and polyhydroxyflavan-3-ols (catechins and procyanidins, 75%) with 3'-O-methyl-3,4-methylenedioxo ellagic acid 4'-O-beta-d-glucopyranoside and (-)-epicatechin as the major species in each class. These two compounds and the following species were identified unequivocally by NMR spectroscopy: (+)-catechin, (-)-epicatechin 3-O-gallate, 3-O-methyl ellagic acid, 3,3'-di-O-methyl ellagic acid, 3'-O-methyl-3,4-methylenedioxo ellagic acid, 3'-O-methyl-3,4-methylenedioxo ellagic acid 4'-O-beta-d-glucopyranoside, and 3'-O-methyl ellagic acid 4-O-beta-d-xylopyranoside. The following additional compounds were purified by semi-preparative HPLC and tentatively identified on the basis of UV spectra, HPLC-ESI-MS and nano-ESI-MS-MS: (+)-catechin-3-O-beta-d-glucopyranoside, epicatechin-(4beta--〉8)-catechin (procyanidin B(1)), epicatechin-(4beta--〉8)-epicatechin (procyanidin B(2)), an (epi)catechin trimer, 3-O-methyl ellagic acid 4-O-beta-d-glucopyranoside, (-)-epicatechin 3-O-vanillate, 3,4-methylenedioxo ellagic acid 4'-O- beta-d-glucopyranoside, and 3,3'-di-O-methyl ellagic acid 4-O-beta-d-xylopyranoside. Fractionation of the raw extract by column chromatography on silicic acid yielded 10 fractions. In the hypoxanthine/xanthine oxidase antioxidant assay system, CC-9 which contained a range of polyphenols dominated by (-)-epicatechin-O-gallate proved to be the most potent antioxidant fraction (IC(50)=52mug/mL) in terms of ROS scavenging. In terms of XO inhibition CC-8, dominated by (epi)catechin trimer and which also contained appreciable amounts of 3'-O-methyl ellagic acid 4'-O-beta-d-xylopyranoside, as well as the catechins (+)-catechin-3-O-beta-d-glucopyranoside, epicatechin-(4beta--〉8)-catechin (procyanidin B(1)), and (-)-epicatechin 3-O-gallate, proved to be the most potent (IC(50)=36mug/mL)
    Type of Publication: Journal article published
    PubMed ID: 17084499
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  • 9
    Keywords: COMPONENTS ; DERIVATIVES ; LIGNANS ; OIL ; squalene ; tocopherols ; PHENOLIC-COMPOUNDS ; SPINOSA ; PULP ; SAPONINS
    Abstract: High performance liquid chromatography coupled with negative electrospray ionization (HPLC-ESI) along with fragmentation patterns generated by nano-electrospray ionization (nano-ESI-MS-MS) and NMR techniques were utilized for the identification of phenolic compounds in Argan fruits. A total of 15.4 g/kg was determined represented by catechins (39%), flavonoids (28%), procyanidins (26%), free phenolic acids (6%) and phenolic acid glycosides (1%). Twenty-one phenolic compounds were identified for the first time in Argan fruits namely III. epicatechin-(4beta--〉8)-catechin dimer (procyanidin B1), IV. p-coumaric acid glycoside, VI. epicatechin-(4beta--〉8)-epicatechin dimer (procyanidin B2), VIII. caffeic acid glycoside, XIX. epicatechin-(4beta--〉8)-epicatechin-(4beta--〉8)-epicatechin trimer (procyanidin C1), X. p-hydroxybenzaldehyde XI. ferulic acid glycoside, XII. vanillic acid, XIII. sinapic acid glycoside, XVI. p-coumaric acid, XVII. ferulic acid, XVIII. sinapic acid, XIX. rutin pentoside, XX. quercetin glycopentoside, XXI. 4,4'-dihydroxy-3,3'-imino-di-benzoic acid, XXV. quercetin-3-O-rhamnogalactoside, XXVII. quercetin glycohydroxybenzoate, XXVIII. quercetin glycocaffeate, XXIX. quercetin glycosinapate, XXX. quercetin glycoferulate and XXXI. quercetin glycocoumarate.
    Type of Publication: Journal article published
    PubMed ID: 25722154
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  • 10
    Keywords: CANCER ; IN-VITRO ; tumor ; AGENTS ; Germany ; IN-VIVO ; MODEL ; MODELS ; TOXICITY ; VITRO ; VIVO ; METABOLISM ; HPLC ; BIOLOGY ; ACID ; TRIAL ; IDENTIFICATION ; PATTERNS ; ASSAY ; PLASMA ; PURIFICATION ; OXYGEN ; PATTERN ; SCIENCE ; FRUITS ; EXTRACT ; in vivo ; BARK ; gallotannins ; PLANTS ; METHANOL EXTRACT ; Species ; Preclinical models ; Antioxidative capacity ; Combretaceae ; ELLAGIC ACID-DERIVATIVES ; Ellagitannins ; HYDROLYZABLE TANNINS ; PHENOLICS ; POMEGRANATE JUICE ; PUNICA-GRANATUM ; RETZ ; Terminalia ; TRIPHALA
    Abstract: Thirty-four polyphenolic substances in methanol extracts of the fruits of Terminalia bellerica, Terminalia chebula and Terminalia horrida, three plants used in Egyptian folk medicine, were initially identified by HPLC-ESI-MS and quantitated by analytical HPLC after column chromatography on Sephadex LH-20. After purification by semi-preparative HPLC the compounds were identified by their mass and fragmentation patterns using ESI-MS-MS. For several compounds detailed H-1/C-13 NMR analysis at 600 MHz was performed. Two polyphenolics, namely 4-0-(4 ''-O-galloyl-alpha-L-rhamnopyranosyl)ellagic acid and 4-O(3 '',4 ''-di-O-galloyl-alpha-L-rhamnopyranosyl)ellagic acid were identified by NMR. Antioxidant capacities of the raw fruit extracts and the major isolated substances were determined using the 1,1-dipheny1-2-picrylhydrazyl radical (DPPH), oxygen radical absorbance capacity (ORAC) and ferric reducing ability of plasma (FRAP) in vitro assays and indicated that chebulic ellagitannins have high activity which may correlate with high potential as cancer chemopreventive agents. Therefore, further studies (metabolism, bioavailability and toxicity) of the polyphenolics in Terminalia species using preclinical models and in vivo human intervention trials are warranted. (C) 2010 Published by Elsevier Ltd
    Type of Publication: Journal article published
    PubMed ID: 20451939
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