Search PubMed⌕ Search

SEARCH · Search PubMed

Results for “CHLOROGENIC ACID”

Search indexed PubMed citations on genomics, clinical trials, systematic reviews and public health. Explore titles, authors and supplied subject terms, then open the PubMed record.

Quote a phrase for an exact phrase match. Source license links do not imply unrestricted reuse.

At least 523 records · Page 29Linked to original sources

Two new 24-isopropenyl-lanostanoids from Tillandsia brachycaulos.

The leaves of Tillandsia brachycaulos afforded two novel tetracyclic triterpenoids identified as (24S)-24-isopropenyl-29-nor-5alpha-lanosta-7-en-3beta-ol (1) and (24S)-24-isopropenyl-29-nor-5alpha-lanosta-7-en-3-one (2), in addition to the known isopimaric acid (3) and chlorogenic acid (4). Their structures were elucidated on the basis of spectral analysis, including homo- and heteronuclear correlation NMR experiments (COSY, ROESY, HMQC and HMBC) and by comparison with data in the literature. The antimicrobial and antifungal activities were studied. The compounds did not show significant activity.

Anti-Bacterial Agents↗

[A historical study of coffee in Japanese and Asian countries: focusing the medicinal uses in Asian traditional medicines].

The medicinal properties of coffee, making it a diuretic and stimulant, because of the effects of caffeine, have been known since ancient times, and coffee is today a popular beverage worldwide. In Japan it was introduced at the end of the eighteenth century through overseas trading with the Netherlands. During this period, various Western cultures flowed into Japan, and coffee was one of the subjects introduced through the translations of Dutch medical books. The pharmacological effects of coffee have been presented by Yamamoto in "Kōmō Honzou, (--, 1783)"; by K. Takahashi, G. Ohtsuki, and Y. Udagawa et al. in "Kōsei Shimpen (--, 1811)"; and by Kai Hirokawa in "Nagasaki Bunkenroku (--, 1795)." In the Chinese and Arabic traditional systems of medicine, the uses of coffee were based on its diuretic and central nervous system stimulant properties, attributed in general to caffeine. This study dealt with the uses of coffee in the traditional medicines of Asian countries and with some biological activities related to aging, infectious diseases, and cardioprotective effects. In various biological tests, the water extract of coffee showed no notable effect on myocardial cell beating; however, it did show superoxide anion-scavenging effects, inhibitory activity of lipid peroxidation, and suppression of hepatitis B virus surface antigen. These biological activities are closely related to the presence of caffeic acid derivatives, especially chlorogenic acid. The findings suggest that besides its stimulant effect, coffee has properties to prevent the deleterious actions of free radicals and viral infections.

Asia↗

[Phytochemical research of hawthorn species introduced in Lithuania].

UNLABELLED: The natural vegetable resources of Republic of Lithuania can be supplied by imported hawthorn species, subspecies and varieties, not growing naturally in the territory of country, but well growing and able to produce the crude drug with local conditions of the climate. OBJECTIVE: Determinate amounts of phenolic substances (favonoid glycosides and phenolic acids) in the flowers and leaves of collected species of genus Crataegus and Crataegomespilus. MATERIALS AND METHODS: Different examples of crude drug from some Lithuanian regions were extracted with 96% of ethanol and flavonoids were detected spectroscopically and with HPLC (High performance liquid chromatography). RESULTS: In leaves and flowers were found different quantities of common amounts of flavonoids (1.07-2.53%) and different quantities of individual substances: flavonoids (hyperosid, vitexin-O-rhamnosid, rutin, quercitrin, quercetin, vitexin) and phenolic acids (chlorogenic and caffeic acids). CONCLUSION: Flowers and leaves of hawthorn species, introduced in Lithuania, can be used for preparation of crude drugs procurements; the marks of phytochemical compounds of phenotypes from different genetic lines are sufficient grounds for planning of production of crude drug with special phytotherapeutic influences.

Chromatography, High Pressure Liquid↗

Effect of antioxidants, oxidants, metals and saliva on cytotoxicity induction by sodium fluoride.

We have recently found that millimolar concentrations of sodium fluoride (NaF) induced apoptotic cell death, characterized by caspase activation and DNA fragmentation, in tumor cell lines. This finding paved the way to investigating the interaction between NaF and the oral environment. As an initial step, we investigated redox compounds, metals and saliva, which may modify the cytotoxic activity of NaF against a human oral squamous cell carcinoma cell line (HSC-2). The minimum exposure time to NaF required for cytotoxicity induction was 8 hours. Noncytotoxic concentrations of antioxidants (sodium ascorbate, gallic acid, epigallocatechin gallate, chlorogenic acid, curcumin, superoxide dismutase, catalase), oxidants (hydrogen peroxide, sodium hypochlorite), metals (CuCl, CuCl2, FeCl2, FeCl3, CoCl2) or saliva neither protected against, nor enhanced the cytotoxic activity of NaF. Cytotoxic concentrations of these compounds produced somewhat additive, but not synergistic, effects on the cytotoxicity of NaF. ESR analysis demonstrated that NaF did not apparently change the radical intensity of sodium ascorbate and gallic acid, measured under alkaline conditions. During the cell death induction in human promyelocytic leukemia HL-60 cells by NaF, the consumption of glucose rapidly declined, followed by a decline in the consumption of major amino acids. The present study suggests that the cytotoxic activity of NaF is not regulated by the redox mechanism, but rather linked to the rapid decline in glucose consumption at early stage.

Amino Acids↗

Interferences in radioimmunoassay of aflatoxins in food and fodder samples of plant origin.

Cross-reactions and resulting nonspecific binding of substances with structures resembling aflatoxins (derivatives of coumarin, and cinnamonic and benzoic acids, etc.) were investigated. The concentrations of these substances causing erroneously high or false positive values in radioimmunoassay were determined. One microgram aflatoxin B1/kg sample may be simulated by the occurrence of 5 g coumarin, 10 g caffeic acid, 16 g chlorogenic acid, or 15 g vanillin/kg fodder or food sample.

Aflatoxins↗

Purification and characterization of hydroxycinnamoyl D-glucose. Quinate hydroxycinnamoyl transferase in the root of sweet potato, Ipomoea batatas Lam.

We have previously proposed a chlorogenic acid biosynthetic pathway which involves a transesterification reaction between hydroxycinnamoyl D-glucose and D-quinic acid. The proposed pathway was based on tracer experimental results (Kojima, M., and Uritani, I. (1972) Plant Cell Physiol. 13, 311-319). The enzyme that catalyzes the above reaction has been purified 160-fold from sweet potato root (Ipomoea batatas Lam.) and characterized. The purified enzyme yielded one band of 26,000 daltons on sodium dodecyl sulfate-polyacrylamide gel electrophoresis, and its molecular weight was estimated to be 25,000 by gel filtration chromatography. Therefore, the enzyme seems to consist of a single polypeptide of 25,000-26,000 daltons. The isoelectric point of the enzyme was 8.6. The optimum pH of the enzyme reaction was 6.0. The enzyme did not require any metal for activity and showed a broad substrate specificity toward hydroxycinnamoyl D-glucose as donors. The Km and Vmax values were 3.7 mM and 8.5 units/mg of protein for t-cinnamoyl D-glucose, 3.9 mM and 15.1 units/mg of protein for p-coumaroyl D-glucose, and 14.3 mM and 38.1 units/mg of protein for caffeoyl D-glucose. The enzyme showed a strict substrate specificity toward D-quinic acid-related compounds as acceptors; the Km and Vmax values were 16.7 mM and 15.1 units/mg of protein for D-quinic acid, 250 mM and 19.0 units/mg of protein for shikimic acid, and there was no activity with either L-malic acid or meso-tartaric acid. The enzyme activity changed in a manner suggesting its involvement in chlorogenic acid biosynthesis during incubation of sliced sweet potato root tissues.

Acyltransferases↗

Screening and identification of antioxidants in biological samples using high-performance liquid chromatography-mass spectrometry and its application on Salacca edulis Reinw.

In this study, a new approach was developed for screening and identifying antioxidants in biological samples. The approach was based on significant decreases of the intensities of ion peaks obtained from high-performance liquid chromatography (HPLC) coupled with mass spectrometry (MS) upon reaction with 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) free radicals. HPLC-MS/MS was further applied to elucidate structures of antioxidant peaks characterized in a spiking test. The new approach could also be used to monitor the reactivity of antioxidants in biological sample with free radicals. The approach was successfully applied to the identification of antioxidants in salak (Salacca edulis Reinw), a tropical fruit that is reported to be a very good source of natural antioxidants, but it was still not clear which compounds were responsible for its antioxidant property. The antioxidants in salak were identified to be chlorogenic acid, (-)-epicatechin, and singly linked proanthocyanidins that mainly existed as dimers through hexamers of catechin or epicatechin. In salak, chlorogenic acid was identified to be an antioxidant of the slow reaction type as it reacted with free radicals much more slowly than either (-)-epicatechin or proanthocyanidins. The new approach was proved to be useful for the characterization and identification of antioxidants in biological samples as a mass detector combined with an HPLC separation system not only serves as an ideal tool to monitor free radical active components but also provides their possible chemical structures in a biological sample.

Antioxidants↗

Evaluation of the antioxidant properties and bioavailability of free and bound phenolic acids from Trichilia emetica Vahl.

Trichilia emetica Vahl. is commonly used in folk medicine of Mali for the treatment of various diseases. In this study, the content and the antioxidant activity of phenolic acids from Trichilia emetica root were evaluated. Free phenolic acids were extracted with a mixture of methanol and 10% acetic acid. Bound phenolic acids were released using first alkaline and then acid hydrolysis. All fractions were quantified separately by HPLC. After alkaline hydrolysis, a remarkable increase in caffeic acid, ferulic acid, p-coumaric acid, syringic acid, vanillic acid, protocathecuic acid and gallic acid content was observed, showing that most of phenolic acids in the drug are present as bound forms. Moreover, the extracts submitted to alkaline hydrolysis showed high antioxidant properties in two in vitro assays: autooxidation of methyl linoleate (MeLo) and ascorbate/Fe(2+)-mediated lipid peroxidation in rat microsomes. An in vivo study was also performed to investigate the intestinal absorption of phenolic acids after oral administration of Trichilia emetica extracts. Results showed high levels of phenolic acids, free or conjugated to glucuronide, in the plasma of rats treated with the hydrolyzed extract. Due to the absence of chlorogenic acid in plasma samples, the presence of caffeic acid seems to be derived from hydrolysis of chlorogenic acid in the gastrointestinal tract.

Animals↗

Colorimetric determination of phytate in unpurified extracts of seeds and the products of their processing.

The addition of orthophosphate (up to 20 micrograms/ml of phosphorus) and chlorogenic acid (up to 50 micrograms/ml) does not impair the colorimetric assay of phytate based on the decoloration of Fe3+-sulfosalicylate complex (M. Latta, and M. Eskin (1980) J. Agric. Food Chem. 28, 1313-1315). Phytate was determined in 14 samples of seed meal and protein isolates containing inorganic phosphate and chlorogenic acid. There was no difference between the results of the analysis using crude extracts and those using purified extracts. It is therefore possible to avoid the preliminary purification of extracts as in the original method, thereby simplifying and accelerating the phytate assay to a considerable extent.

Chlorogenic Acid↗

Oxygen radical absorbing capacity of phenolics in blueberries, cranberries, chokeberries, and lingonberries.

The antioxidant activity of phenolics in fruits of blueberry (Vaccinium corymbosum cv. Sierra), cranberry (Vaccinium macrocarpon cv. Ben Lear), wild chokeberry (Aronia melanocarpa), and lingonberry (Vaccinium vitis-idaea cv. Amberland) was determined in this study. The phenolic constituents and contents among the different berries varied considerably. Anthocyanins were found to be the main components in all these berries. Chlorogenic acid in blueberry, quercetin glycosides in cranberry and lingonberry, and caffeic acid and its derivative in chokeberry were also present in relatively high concentrations. Chlorogenic acid, peonidin 3-galactoside, cyanidin 3-galactoside, and cyanidin 3-galactoside were the most important antioxidants in blueberry, cranberry, wild chokeberry, and lingonberry, respectively. The contribution of individual phenolics to the total antioxidant capacity was generally dependent on their structure and content in the berries. Phenolics such as quercetin and cyanidin, with 3',4'-dihydroxy substituents in the B ring and conjugation between the A and B rings, had highly effective radical scavenging structures in blueberries, cranberries, chokeberries, and lingonberries. Phenolic acids such as caffeic acid also showed high antioxidant activity, probably due to its dihydroxylation in the 3,4 positions as hydrogen donors.

Absorption↗

[Comparative study of different extraction methods and assays of tannins in some pteridophytes].

Various processes of extraction and quantitative analysis of a condensed tannin in a plant extract, which also includes some chlorogenic acids, have been examined. 60% methanol, at 50 degrees C, proved the most efficient extraction solvent. Several methods of analysis have been tried. The measure of the colour intensity obtained by the action of sulphuric vanilline on flavanols cannot be used because it depends on the tannin condensation stage. It is impossible to separate tannin from chlorogenic acids using the methods of adsorption by skin or nylon powders, or precipitation by polyvinylpyrrolidone. Only paper chromatography, followed by the distinct elution of the various phenolic compounds, allows the tannin evaluation by subtraction; but owing to the variability of the results, many more experiments are necessary. Some other processes are being studied.

Chlorogenic Acid↗

Influence of extraction parameters on the phytochemical characteristics of extracts from buckwheat (Fagopyrum esculentum) herb.

In recent years, the interest in herbal medicinal products, especially in the field of dermatology and cosmetics, has risen enormously. Many plant-derived substances show photoprotective properties in terms of absorption of UV radiation and preventing photodamage to molecular structures of human skin. Modern phytopharmaceutics as well as phytocosmetics require standardized, defined extracts from the herbal matrix. Buckwheat herb is rich in flavonoids, which have been identified as potent antioxidants. Up to now, there have been no systematic investigations available concerning the extraction conditions for phenolic substances from buckwheat herb. In this paper, we report the influence of three extraction parameters, ethanol concentration, temperature, and extraction time, on the response variables extractable matter, antioxidant activity, and content of fagopyrin, rutin, and chlorogenic acid. Our results suggest that an extract with good antioxidant activity, a high content of phenolics, and a low content of the phototoxic fagopyrin can be yielded by agitated maceration with 30% ethanol at 60 degrees C for 2 h. Furthermore, there is good correlation between the antioxidant activity and the rutin content, whereas the extractable matter is not an appropriate parameter for extract quality. Huge differences in the content of rutin and chlorogenic acid when using herbal drugs from different suppliers confirm the demand of standardized procedures for the production of herbal drugs.

Chlorogenic Acid↗

A flavanone and two phenolic acids from Chrysanthemum morifolium with phytotoxic and insect growth regulating activity.

Leaves of Chrysanthemum morifolium cv. Ramat were extracted sequentially with hexane, ethyl acetate, and methanol. The methanol fraction, when incorporated into artificial diet was found to reduce the growth of cabbage looper (Trichoplusia ni Hubner) larvae at concentrations between 500 and 5000 ppm of diet. Fractionation of the methanol extract on a Sephadex column yielded five fractions, three of which reduced the weight of larvae relative to the control. One fraction was analyzed using high performance liquid chromatography (HPLC) and found to contain three main constituents. These compounds were purified using a combination of gel permeation chromatography on Sephadex LH20 and HPLC, and analyzed by 1H and 13CNMR as well as undergoing chemical and physical analyses. The compounds were identified as: 1, chlorogenic acid (5-O-caffeoylquinic acid); 2, 3,5-O-dicaffeoylquinic acid; and 3, 3', 4',5-trihydroxyflavanone7-O-glucuronide (eriodictyol7-O-glucuronide). At concentrations between 100 to 1000 ppm these compounds reduced both growth and photosynthesis of Lemna gibba L. with the order of efficacy being: flavanone > chlorogenic acid > 3,5-O-dicaffeoylquinic acid. Furthermore, when incorporated separately into artificial diet these compounds, at 10 to 1000 ppm, enhanced or reduced growth of the cabbage looper (Trichoplusia ni) and gypsy moth (Lymantria dispar L.).

Animal Feed↗

[Study on the collecting method of constituents absorbed into the blood from anti-V capsule].

OBJECTIVE: Aim To establish the condition and parameters for collecting the effective constituents of Anti-V capsule. METHOD: Based on HPLC, using chlorogenic acid and baicalin which are the main constituents absorbed in the blood as the marker substance, the best technical process of macropore absorbed resin was evaluated by the quantity of two compounds in the collected part. RESULT: After the abstraction of the capsule, the collection method of NKA-2 macropore absorbed resin as sorbent and 5 bed volume 50% ethanol as mobile phase was definited as the best craftwork. In the collected part, the content of chlorogenic acid and baicalin was five times than in the capsule. CONCLUSION: In guide of serum pharmacochemistry, macropore absorbed resin is the effective method to collect the constituents absorbed in blood of Anti-V capsule. At the same time, this method provides a way to research other Compound medicine.

Animals↗

Interactions between volatile and nonvolatile coffee components. 1. Screening of nonvolatile components.

This study is the first of two publications that investigate the phenomena of coffee nonvolatiles interacting with coffee volatile compounds. The purpose was to identify which coffee nonvolatile(s) are responsible for the interactions observed between nonvolatile coffee brew constituents and thiols, sulfides, pyrroles, and diketones. The overall interaction of these compounds with coffee brews prepared with green coffee beans roasted at three different roasting levels (light, medium, and dark), purified nonvolatiles, and medium roasted coffee brew fractions (1% solids after 1 or 24 h) was measured using a headspace solid-phase microextraction technique. The dark roasted coffee brew was slightly more reactive toward the selected compounds than the light roasted coffee brew. Selected pure coffee constituents, such as caffeine, trigonelline, arabinogalactans, chlorogenic acid, and caffeic acid, showed few interactions with the coffee volatiles. Upon fractionation of medium roasted coffee brew by solid-phase extraction, dialysis, size exclusion chromatography, or anion exchange chromatography, characterization of each fraction, evaluation of the interactions with the aromas, and correlation between the chemical composition of the fractions and the magnitude of the interactions, the following general conclusions were drawn. (1) Low molecular weight and positively charged melanoidins present significant interactions. (2) Strong correlations were shown between the melanoidin and protein/peptide content, on one hand, and the extent of interactions, on the other hand (R = 0.83-0.98, depending on the volatile compound). (3) Chlorogenic acids and carbohydrates play a secondary role, because only weak correlations with the interactions were found in complex matrixes.

Carbohydrates↗

Modulation of the stress response by coffee: an in vivo microdialysis study of hippocampal serotonin and dopamine levels in rat.

We studied whether coffee and its components (caffeine and chlorogenic acid) have stress-relaxing effects. In vivo brain microdialysis was used to characterize the effects of coffee, stress, and their interaction on the serotonergic and dopaminergic systems in the rat hippocampus. Restraint stress for 100 min caused a marked increase in dopamine and serotonin (5-HT) levels in the hippocampus, and then, 100 min resting (freely-moving) time reduced them to basal levels. Pretreatment with 33 mg/kg coffee or 1.7 mg/kg caffeine reduced the second restraint-induced increase in the neurotransmitters, especially 5-HT, but neither saline nor 1.7 mg/kg chlorogenic acid did. These results suggest that coffee contributes to the reduction of restraint-induced stress and that these effects could be due to caffeine. Possible mechanisms of the effects are considered.

Animals↗

Effect of nighttime temperature on tomato plant defensive chemistry.

Given that the amplitude of diurnal temperature fluctuations has been decreasing, mainly via warmer night temperatures, we examined the effects of nighttime temperature on concentration of the catecholic phenolics chlorogenic acid and rutin in tomato plants. A two-factor design, with carbon dioxide (350 ppm and 700 ppm) and nighttime temperature (14, 15, 16, 17, and 18 degrees C, with a 26 degrees C daytime temperature) was used. Compared to the lower carbon dioxide level, for whole plants the concentration of phenolics was lower at the higher carbon dioxide level, but patterns for plant parts differed. Nighttime temperature did not affect concentration of phenolics for whole plants, but it did influence concentration of the phenolics for plant parts, although not in predictable ways. Furthermore, the pattern of concentration of chlorogenic acid was somewhat different from that of rutin. The amount of change in concentration of these allelochemicals is likely sufficient to have substantial effects on insect herbivores. We conclude that nighttime temperature affects concentration of allelochemicals in tomato plants in significant ways.

Carbon Dioxide↗

Phenol contents, oxidase activities, and the resistance of coffee to the leaf miner Leucoptera coffeella.

We examined the role of phenolic compounds, and the enzymes peroxidase and polyphenol oxidase, in the expression of resistance of coffee plants to Leucoptera coffeella (Lepidoptera: Lyonetiidae). The concentrations of total soluble phenols and chlorogenic acid (5-caffeoylquinic acid), and the activities of the oxidative enzymes peroxidase (POD) and polyphenol oxidase (PPO), were estimated in leaves of Coffea arabica, C. racemosa, and progenies of crosses between these species, which have different levels of resistance, before and after attack by this insect. The results indicate that phenols do not play a central role in resistance to the coffee leaf miner. Differences were detected between the parental species in terms of total soluble phenol concentrations and activities of the oxidative enzymes. However, resistant and susceptible hybrid plants did not differ in any of these characteristics. Significant induction of chlorogenic acid and PPO was only found in C. racemosa, the parental donator of the resistance genes against L. coffeella. High-performance liquid chromatography (HPLC) analysis also showed qualitative similarity between hybrids and the susceptible C. arabica. These results suggest that the phenolic content and activities of POD and PPO in response to the attack by the leaf miner may not be a strong evidence of their participation in direct defensive mechanisms.

Animals↗