acteoside and caffeic-acid

Under climate change threats, there is a growing need to adapt the conventional agronomic practices used in rainfed olive orchards by sustainable practices, in order to ensure adequate crop yield and olive oil quality and to preserve soil health. Therefore, for two years, the effects of conventional tillage practice (T) and two sustainable soil management strategies, a leguminous cover crop (LC) and its combination with natural zeolites (ZL), on the yield, fatty acid composition, polyphenolic profile and quality indices of olive fruits and oil were evaluated. Crop yield was significantly increased by LC and ZL in the first year. Although in the second year no significant differences were verified, the cumulative yield increased significantly by 31.6% and 35.5% in LC and ZL trees, respectively. LC enhanced the moisture and size of olives, while ZL increased, in general, the concentrations of oleuropein, verbascoside, caffeic acid and epicatechin, as well the oleic/linoleic ratio in fruits and the levels of 3,4-dihydroxyphenylglycol, tyrosol, verbascoside and caffeic acid in olive oil. Despite the higher concentration of total phenols in the fruits and oil from T trees in the warmer and dryer year, the quality of the oil decreased, mainly when compared with ZL, as evidenced by the peroxide value and K232 and K270 coefficients. In short, both sustainable soil management strategies appear to be promising practices to implement in olive orchards under rainfed conditions, but the innovative strategy of combining zeolites with legume cover crops, first reported in the present study, confers advantages from a nutritional and technological point of view. Nevertheless, studies subjected to the long-term use of these practices should be conducted to ensure the sustainability of the crop yield and olive oil quality.

Topics: Crops, Agricultural; Fabaceae; Fatty Acids; Olea; Olive Oil; Phenols; Soil; Vegetables; Zeolites

Topics: Caffeic Acids; Chlorogenic Acid; Coumaric Acids; Coumarins; Flavones; Flavonoids; Glucosides; Lamiaceae; Phenols; Plant Development; Propionates; Succinates

Variations of phenylethanoid glycoside profiles and antioxidant activities in Osmanthus fragrans flowers through the digestive tract were evaluated by a simulated digestion model and UPLC/PDA/MS. Major phenylethanoid glycosides and phenolic acids, namely, salidroside, acteoside, isoacteoside, chlorogenic acid, and caffeic acid, were identified in four cultivars of O. fragrans flowers, and the concentration of acteoside was the highest, being up to 71.79 mg/g dry weight. After simulated digestion, total phenylethanoid glycoside contents and antioxidant activities were significantly decreased. Acteoside was identified as decomposing into caffeic acid, whereas salidroside was found to be stable during simulated digestion. According to Pearson's correlation analysis, acteoside contents showed good correlations with antioxidant activities during simulated digestion (R(2) = 0.994, P < 0.01). In conclusion, acteoside was the major contributor to the antioxidant activity of O. fragrans flowers, and salidroside was considered as the major antioxidant compound of O. fragrans flowers in vivo.

Topics: Antioxidants; Caffeic Acids; Chlorogenic Acid; Digestion; Flowers; Glucosides; Glycosides; Models, Biological; Molecular Structure; Phenols; Phenylethyl Alcohol

The antimicrobial properties of olive leaf extract (OLE) have been well recognized in the Mediterranean traditional medicine. Few studies have investigated the antimicrobial properties of OLE. In this preliminary study, commercial OLE and its major phenolic secondary metabolites were evaluated in vitro for their antimicrobial activities against Escherichia coli and Staphylococcus aureus, both individually and in combination with ampicillin. Besides luteolin 7-O-glucoside, OLE and its major phenolic secondary metabolites were effective against both bacteria, with more activity on S. aureus. In combination with ampicillin, OLE, caffeic acid, verbascoside and oleuropein showed additive effects. Synergistic interaction was observed between ampicillin and hydroxytyrosol. The phenolic composition of OLE and the stability of olive phenols in assay medium were also investigated. While OLE and its phenolic secondary metabolites may not be potent enough as stand-alone antimicrobials, their abilities to boost the activity of co-administered antibiotics constitute an imperative future research area.

Topics: Ampicillin; Anti-Bacterial Agents; Bacteria; Caffeic Acids; Drug Synergism; Escherichia coli; Flavones; Glucosides; Herb-Drug Interactions; Iridoid Glucosides; Iridoids; Medicine, Traditional; Olea; Phenols; Phenylethyl Alcohol; Plant Extracts; Plant Leaves; Staphylococcus aureus

Hepatocyte growth factor (HGF) has mitogenic, motogenic, and morphogenic activities in epithelial cells. Induction of HGF production may be involved in organ regeneration, wound healing and embryogenesis. In this study, we examined the effects of caffeic acid derivatives including 4,5-di-O-caffeoylquinic acid (1) and acteoside (2) on HGF production in Neonatal Normal Human Dermal Fibroblasts (NHDF). Both 4,5-di-O-caffeoylquinic acid (1) and acteoside (2) significantly induced HGF production dose-dependent manner. To know the important substructure for HGF production activity, we next investigated the effect of the partial structure of these caffeic acid derivatives. From the results, caffeic acid (3) showed strong activity on the promotion of HGF production, while hydroxytyrosol (4) and quinic acid (5) didn't show any activity. Our findings suggest that the caffeoyl moiety of caffeic acid derivatives is essential for accelerated production of HGF. The compound which has the caffeoyl moiety may be useful for the treatment of some intractable organ disease.

Topics: Caffeic Acids; Cells, Cultured; Fibroblasts; Glucosides; Hepatocyte Growth Factor; Humans; Monosaccharides; Phenols; Phenylethyl Alcohol; Quinic Acid; Succinates

Verbascoside (VB) is a phenylpropanoid isolated from Buddleja species, some of which originate in Mexico, and was first described in the sixteenth century in the codices of Mexican traditional medicine. VB is present in alcohol extracts and is widely used in the north of Mexico as a sunscreen. VB absorbs UV-A and UV-B radiation and has high antioxidant and anti-inflammatory capacities. VB and its constituent caffeic acid (CA) were screened to determine their genotoxic activity using the Drosophila wing spot test. Third instar larvae (72±4 h) of the standard (ST) and high bioactivation (HB) crosses, with regulated and high levels of cytochrome P450s (Cyp450s), respectively, were exposed to VB or CA (0, 27, 57, 81, 135, and 173 mM). VB was not genotoxic at any of the concentrations tested in both crosses. The amount of VB residue as determined by HPLC in the adult flies that were fed with VB indicated a low metabolism of this compound, which explains the absence of genotoxicity. CA decreased the spontaneous frequencies of small and total spots and showed putative toxicity in the ST cross.

Topics: Animals; Anti-Inflammatory Agents; Antioxidants; Biotransformation; Caffeic Acids; Chromatography, High Pressure Liquid; Drosophila; Glucosides; Mutagenicity Tests; Mutation; Phenols; Ultraviolet Rays; Wings, Animal

Clerodendron trichotomum leaves and Rumex aquatica herbs are used as a folk medicine for the treatment of inflammatory diseases, but their active ingredients are not known until now. We isolated caffeic acid and phenylpropanoid glycosides, 1-O-caffeoyl glycoside and acteoside [β-(3',4'-dihydroxyphenyl) ethyl-O-α-l-rhamnopyranosyl(1→3)-β-d-(4-O-caffeoyl)-glucopyranoside] from their ethylacetate fractions, respectively, and evaluated their anti-asthmatic effects on the aerosolized ovalbumin (OA) challenge in the OA-sensitized guinea-pigs measuring the specific airway resistance (sRaw) during the immediate-phase response (IAR) and late-phase response (LAR), and also measured recruitment of leukocytes and chemical mediators on the bronchoalveolar lavage fluids (BALF) in LAR, as well as histopathological survey. Acteoside and 1-O-caffeoyl glycoside (25mg/kg) significantly (P<0.05) inhibited sRaw by 32.14 and 26.79% in IAR, and by 55.88% and 52.94% in LAR, respectively, whereas caffeic acid (25mg/kg) inhibited sRaw by 30.36% in IAR and 44.12% in LAR, compared to control, but with less effective than dexamethasone, disodium cromoglycate, and salbutamol, respectively. In addition, phenylpropanoid glycosides (25mg/kg) significantly inhibited the recruitments of leukocytes, particularly neutrophils and eosinophils into lung, Furthermore, 1-O-caffeoyl glycoside, acteoside and caffeic acid significantly (P<0.05) inhibited protein content at a dose of 25mg/kg, and histamine content and PLA(2) activity at a dose of 50mg/kg, in BALF. Acteoside had more active than caffeic acid and 1-O-caffeoyl glycoside. However, their anti-asthmatic effects were less than the reference drugs. These results indicated that caffeic acid and its glycosides (25mg/kg) have anti-asthmatic effect as the same manner with dexamethasone and disodium cromoglycate.

Topics: Airway Resistance; Albuterol; Animals; Anti-Asthmatic Agents; Asthma; Bronchoalveolar Lavage Fluid; Caffeic Acids; Clerodendrum; Cromolyn Sodium; Dexamethasone; Glucosides; Glycosides; Guinea Pigs; Histamine; Leukocytes; Lung; Male; Neutrophil Infiltration; Ovalbumin; Phenols; Phytotherapy; Plant Extracts; Plant Leaves; Propanols; Proteins; Rumex

We have previously reported that acteoside isolated from the leaves of Callicarpa dichotoma has significant neuroprotective activity against glutamate-induced neurotoxicity in primary cultured rat cortical cells. To determine the essential structural moiety within this phenylethanoid glycoside needed to exert neuroprotective activity, acteoside was hydrolyzed with acid into its aglycones, caffeic acid and 3',4'-dihydroxylphenylethanol. Caffeic acid and 3',4'-dihydroxylphenylethanol also showed significant neuroprotective activities. Acteoside and its aglycones inhibited glutamate-induced intracellular Ca2+ influx resulting in overproduction of nitric oxide and reduced the formation of reactive oxygen species. These compounds preserved the mitochondrial membrane potential and the activities of antioxidative enzymes, such as superoxide dismutase, glutathione reductase and glutathione peroxidase reduced by glutamate. It was followed by the preservation of the level of glutathione and finally the inhibition of membrane lipid peroxidation.

Topics: Animals; Antineoplastic Agents, Phytogenic; Antioxidants; Caffeic Acids; Calcium; Cell Survival; Cells, Cultured; Cerebral Cortex; Coumaric Acids; Excitatory Amino Acid Antagonists; Female; Glucosides; Glutathione; Lipid Peroxides; Membrane Lipids; Membrane Potentials; Mitochondria; Neurons; Neuroprotective Agents; Neurotoxins; Nitric Oxide; Phenols; Phosphatidylethanolamines; Pregnancy; Rats; Rats, Sprague-Dawley

Topics: Animals; Bepridil; Biphenyl Compounds; Caffeic Acids; Coumaric Acids; Free Radicals; Glucosides; In Vitro Techniques; Lipid Peroxidation; Liver; Male; Mitochondria, Liver; Oxygen Consumption; Phenols; Picrates; Plant Extracts; Rats; Rats, Wistar; Reperfusion Injury; Vitamin E

Five phenolic compounds and pyridoxine were studied for their activities as both scavengers of superoxide anions and inhibitors of lipid peroxidation. The superoxide anions were generated in a phenazin methosulfate-NADH system and were assayed by the reduction of nitroblue tetrazolium. The superoxide anion scavenging activities of verbascoside and alizarin yellow R were the strongest, followed by those of caffeic acid and phloridzin; vanillin and pyridoxine exhibited the weakest activity. The concentration values yielding 50% inhibition of lipid peroxidation in mouse liver microsomes were 10(-5) M for verbascoside, 10(-4) M for alizarin yellow R and caffeic acid, and 10(-3) M for phloridzin; vanillin and pyridoxine had almost no antioxidative activity. The inhibition of lipid peroxidation by these individual compounds was much weaker than by butylated hydroxyanisole. The results showed that phenolic compounds and pyridoxine have more than one mechanism of action for free radicals and are able to suppress free radical processes at two stages: the formation of superoxide anions and the production of lipid peroxides.

Topics: Animals; Antioxidants; Benzaldehydes; Caffeic Acids; Free Radical Scavengers; Glucosides; Lipid Peroxidation; Mice; Microsomes, Liver; Phenols; Phlorhizin; Pyridoxine; Superoxides