High impact information on C12128

• These effects were shared by gallic acid (1-20 microm), epicatechin gallate (ECG; 1-20 microM) and epigallocatechin gallate (EGCG; 1-10 microM), the former being the most potent flavan-3-ol [1].
• Moreover, only tea flavan-3-ol gallate esters (i.e. ECG, EGCG) and gallic acid inhibited apoptotic events induced by Abeta(25-35) [1].
• In this study, the absorption and metabolism of the monomeric flavan-3-ol, catechin, was investigated after the in situ perfusion of the jejunum + ileum in rats [2].
• The MS/MS analysis demonstrated that the major ions derived from heterocyclic ring fission and retro-Diels-Alder reaction of flavan-3-ol provided information about the hydroxylation pattern and type of interflavan bond [3].
• When further tested for inhibitory effect on cyclooxygenase-2 catalysed prostaglandin biosynthesis, the five flavan-3-ol derivatives exhibited from equal to weaker inhibitory potencies, as compared to their cyclooxygenase-1 inhibitory effects [4].

Biological context of C12128

• Inhibition of platelet activation and endothelial cell injury by flavan-3-ol and saikosaponin compounds [5].
• Percutaneous absorption of flavan-3-ol conjugates from plant procyanidins [6].
• Moreover, flavan-3-ol digallate esters, such as (-)-epigallocatechin-3,5-digallate, showed higher activities of inhibition on lipase with an IC50 of 0.098 microM [7].
• The effects of flavan-3-ol and saikosaponin compounds on platelet aggregation, platelet thromboxane biosynthesis and H2O2-induced endothelial cell injury were studied [5].
• The inhibitory effect of epigallocatechin and saikosaponin a on platelet activation and the cytoprotective effect of gallocatechin-3-0-gallate and epicatechin-3-0-gallate on H2O2-induced endothelial cell injury could give evidence of explaining the possible role of flavan-3-ol and saikosaponin compounds in maintaining vascular homeostasis [5].

Anatomical context of C12128

• Finally, HPLC determinations of low-molecular-weight phenolic compounds showed flavan-3-ol derivatives to be significantly retained by both yeasts and their cell walls [8].
• Fourteen plant phenols of five structural groups (flavones, flavonols, flavan-3-ol, isoflavones, and phenylpropanoids) demonstrated concentration-dependent inhibitory or modulatory effects in a fibroblast cell culture model [9].
• Liver, kidney, brain and gastrointestinal (GI) tract together with plasma, urine and faeces were collected over a 24 h period and their flavan-3-ol content was analysed by HPLC with tandem mass spectrometry and diode array detection [10].
• More than 50 tannin derivatives were used for the study, but only two compounds - proanthrocyanidin A-2 (belonging to the flavan-3-ol group) and 1,2,3,6-tetra-O-galloyl-beta-D-glucose (belonging to the gallotannin group) - showed significant growth inhibition of Vero cells [11].
• We induced lipid peroxidation in rat heart mitochondria with FeSO4 and compared the inhibitory effect of various flavan-3-ol tannins on it [12].

Associations of C12128 with other chemical compounds

• We confirmed by HPLC/DAD and LC/ESI-MS analyses that some of these anthocyanin pigments generated in rosé cider during vinification corresponded to those formed in model cider containing anthocyanin and flavan-3-ol in the presence of acetaldehyde [13].
• Exposure of the flavan-3-ols to tyrosinase and subsequent trapping of the o-quinone intermediates resulted in the formation of novel flavan-3-ol derivatives, the structures of which were elucidated by mono- and two-dimensional 1H-NMR experiments [14].
• A new flavone xyloside and two new flavan-3-ol glucosides from Juniperus communis var. depressa [15].

Gene context of C12128

• Retention of the investigated compounds by the SDS micelles is affected by (i) the stereochemistry of the heterocycle of the flavan-3-ol skeleton, (ii) the molecular size, the number and position of free phenolic hydroxy groups, and (iii) the type of acyl residues attached at the C-3 hydroxy function [16].
• Antioxidant benzoylated flavan-3-ol glycoside from Celastrus orbiculatus [17].
• Dietary flavonoids including (-)-epicatechin, a major flavan-3-ol in cocoa products, grapes and wine, are substrates of MPO as well as potent inhibitors of LPO in LDL at micromolar concentrations [18].

Analytical, diagnostic and therapeutic context of C12128

• Data presented in this work confirm the great utility of atmospheric pressure-ionisation electrospray mass spectrometry coupled to HPLC for analysis of phenolic compounds, under negative mode in the case of low-molecular mass phenols, and under both positive and negative modes in flavan-3-ol compounds [19].
• These flavan-3-ol metabolites were not detected in plasma from the control group [20].

References