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PubMed1998

Inhibitory effects of ellagic acid on the direct-acting mutagenicity of aflatoxin B1 in the Salmonella microsuspension assay.

Ellagic acid (EA) is a phenolic compound that exhibits both antimutagenic and anticarcinogenic activity in a wide range of assays in vitro and in vivo. It occurs naturally in some foods such as strawberries, raspberries, and grapes. In the previous work, we used the Salmonella microsuspension assay to examine the antimutagenicity of EA against the potent mutagen aflatoxin B1 (AFB1) using tester strains TA98 and TA100. Briefly, the microsuspension assay was approximately 10 times more sensitive than the standard Salmonella/microsome (Ames) test in detecting AFB1 mutagenicity, and EA significantly inhibited mutagenicity of all AFB1 doses in both tester strains with the addition of S9. The greatest inhibitory effect of EA on AFB1 mutagenicity occurred when EA and AFB1 were incubated together (with metabolic enzymes). Lower inhibition was apparent when the cells were first incubated with EA followed by a second incubation with AFB1, or when the cells were first incubated with AFB1 followed by a second incubation with EA alone, all with metabolic enzymes. The result of these sequential incubation studies indicates that one mechanism of inhibition could involve the formation of an AFB1-EA chemical complex. In the present study, we further examine the effect of EA on AFB1 mutagenicity, but without the addition of exogenous metabolic enzymes. We report the mutagenicity of AFB1 in the microsuspension assay using TA98 and TA100 without the addition of S9. Neither the concentrations of AFB1 (0.6, 1.2, and 2.4 microg/tube) nor the concentrations of EA (0.3, 1.5, 3, 10, and 20 microg/tube) were toxic to the bacteria. The results indicate that AFB1 is a direct-acting mutagen, and that EA inhibits AFB1 direct-acting mutagenicity.

Aflatoxin B1↗
PubMed1988

Inhibitory effect of ellagic acid on N-2-fluorenylacetamide-induced liver carcinogenesis in male ACI/N rats.

The effect of ellagic acid (EA) on the hepatocarcinogenesis induced by N-2-fluorenylacetamide (FAA) was investigated in male ACI/N rats. Rats were fed diet containing 200 ppm FAA and 400 ppm EA for 16 weeks, and diet containing 400 ppm EA alone was fed to the animals for one week before FAA exposure and one week after the carcinogen treatment. Animals were killed at intervals up to 20 weeks after cessation of the carcinogen. Liver altered foci and neoplasms were quantified using gamma-glutamyl transpeptidase reaction as well as conventional staining for identification. Exposure to FAA alone induced a substantial number of altered foci and at the end of experiment (week 36), the incidence of hepatocellular neoplasms was 100%. In the group receiving EA together with FAA, the number of altered foci was decreased at all time points and at termination, the final incidence of hepatocellular neoplasms (30%) was also reduced. Thus, EA inhibited the hepatocarcinogenesis induced by FAA when it was administered concurrently with the carcinogen.

2-Acetylaminofluorene↗
PubMed2002

Effect of ellagic acid on gastric damage induced in ischemic rat stomachs following ammonia or reperfusion.

We examined the effect of ellagic acid (EA), one of the polyphenols that are abundantly contained in whisky as a nonalcoholic component, on gastric lesions induced by ammonia plus ischemia or ischemia/reperfusion in rats, in relation to the antioxidative system. Under urethane anesthesia, a rat stomach was mounted in an ex vivo chamber, and the following two experiments were performed; 1) a stomach was made ischemic (1.5 ml/100 g body weight) for 20 min, followed by reperfusion for 15 min in the presence of 100 mM HCl; 2) a stomach was made ischemic by bleeding from the carotid artery (1 ml/100 g body weight), followed by intragastric application of ammonia (NH4OH: 120 mM). EA (0.1-10 mg/ml) was applied in the chamber 30 min before the onset of ischemia. Gastric potential difference (PD) and mucosal blood flow (GMBF) were measured before, during and after 20 min of ischemia. Ischemia/reperfusion caused a profound drop in GMBF followed by a return, and resulted in hemorrhagic lesions in the stomach in the presence of 100 mM HCI. These lesions were dose-dependently prevented by EA with suppression of lipid peroxidation but no effect on GMBF, and the effect at 6 mg/ml was almost equivalent to that of superoxide dismutase (SOD: 15000 unit/kg/hr) infused i.v. during a test-period. On the other hand, application of NH4OH to the ischemic stomach produced a marked reduction in PD, resulting in severe hemorrhagic lesions. These changes were prevented with both EA and SOD. In addition, EA had a potent scavenging action against monochloramine in vitro. These results suggest that EA exhibits gastric protective action against gastric lesions induced by NH4OH or reperfusion in the ischemic stomach, probably due to its anti-oxidative activity. This property of EA partly explains the less damaging effect of whisky in the stomach and may be useful as the prophylactic for Helicobacter pylori-associated gastritis.

Ammonia↗
PubMed2005

Analytical methods for assay of ellagic acid and its solubility studies.

Ultra-violet (UV) spectrophotometric and high performance liquid chromatographic methods for quantitative determination of ellagic acid (EA), an antioxidant were developed. The analytical methods were validated for linearity, accuracy, intra- and inter-day variability, and precision. EA was eluted using a polyethylene glycol (PEG) column with mobile phase composed of acetonitrile and 5 mM potassium dihydrogen orthophosphate buffer pH 2.5 (80:20, v/v). The UV and high performance liquid chromatography (HPLC) methods have lower detection limits of 0.2 and 0.1 microg/ml, respectively. Because of the increasing pharmaceutical interest in phytochemicals and their solubility problems, solubility studies for EA were also carried out. Various organic solvents and surfactants were screened for assessing solubility of EA and the compound was found to be soluble in some pharmaceutically acceptable solvents like triethanolamine, polyethylene glycol 400 and N-methyl pyrrollidone (NMP). Aqueous and pH dependent solubility of EA were determined using UV and HPLC methods, respectively.

Antioxidants↗
PubMed1987

The thrombopenic effect of ellagic acid in the rat. Another model of platelet stimulation "in vivo".

In the rat, intravenous injection of large doses (30 mg/Kg) of ellagic acid (EA) induced a decrease in the plasma level of fibrinogen and in the blood platelet content and an increase of the activated partial thromboplastin time. The long-lasting thrombocytopenia was inhibited by heparin (4 mg/Kg), defibrase (20 U/Kg), clocoumarol (4 mg/Kg) and CCI 17810 (120 mg/Kg). It was not inhibited by aspirin (90 mg/Kg), indomethacin (8 mg/Kg), ketoprofen (4-10 mg/Kg), epsilon-aminocaproic acid (150 mg/Kg), methysergide (4 mg/Kg), chlorpromazine (10 mg/Kg) and promethazine (4 mg/Kg). On the contrary, the small doses of indomethacin (4 mg/Kg) and of ketoprofen (0.5-2 mg/Kg) increased the thrombopenic effect of EA. EA induced the accumulation of Cr51-labelled platelets into the lungs and the liver, accompanied by a 64% fall in Cr51 blood radioactivity. The platelet stimulating effect of EA would depend on an intravascular coagulation which occurs in the whole cardiovascular system. It is suggested that the pro-aggregating derivatives of arachidonic acid had a minor role in this stimulation. The intravascular coagulation induced by EA was accompanied by a swelling of the lymph nodes and of the spleen. In immune platelet depleted rats, EA induced only the swelling of lymph nodes.

Animals↗
PubMed1985

The effect of ellagic acid on the uptake, persistence, metabolism and DNA-binding of benzo[a]pyrene in cultured explants of strain A/J mouse lung.

Ellagic acid (EA), a plant phenol found in a variety of fruits and vegetables normally consumed by humans, inhibited the metabolism of benzo[a]pyrene (B[a]P) and covalent binding of B[a]P metabolites to DNA in cultured lung explants from strain A/J mice. Explants were incubated in medium containing EA at concentrations of 10 - 100 microM for 16 h followed by the addition of 1 microM [3H]B[a]P for 24 h. Culture medium was extracted and analyzed by high-performance liquid chromatography. DNA from the explants was extracted, purified and quantitated to determine B[a]P metabolite binding to DNA. EA at concentrations of 10, 25, 50, 100 microM inhibited the metabolism of B[a]P in lung explants by 24-47% and DNA-binding of B[a] metabolites by 36-71%. Analysis of total lipids and trichloroacetic acid insoluble fractions of homogenized lung explants showed two to three times more radioactivity in EA-treated cultures even though EA did not affect the uptake of B[a]P. Explants maintained for four days after the removal of EA and [3H]B[a]P from the culture medium exhibited significant persistence of B[a]P and B[a]P metabolites associated with the total lipid and TCA insoluble fractions and in B[a]P metabolites bound to DNA. H.p.l.c. analysis of the total lipids extracted from homogenized lung explants showed that during the first 3 days of incubation most of the radioactivity in the EA-treated cultures was unmetabolized B[a]P while that in the control cultures existed as metabolites of B[a]P. The inhibition of metabolism of B[a]P and the consistently lower B[a]P-DNA binding in EA-treated mouse lung explants support the role of EA as a naturally occurring inhibitor of B[a]P-induced carcinogenesis.

Animals↗
PubMed2001

Ellagic acid formation from galloylglucoses by a crude enzyme of Cornus capitata adventitious roots.

The aqueous extract of acetone powder, which had been prepared from Cornus capitata 'Mountain Moon' adventitious roots, cultured in MS medium with a high concentration of Cu2+(10 microM), showed strong oxidative activity toward galloylglucoses. A compound formed from galloyglucoses, such as 1,2,3,4,6-penta-O-galloyl-beta-D-glucose and tannic acid, by the reaction with the crude enzyme solution of the adventitious roots was isolated and characterized as ellagic acid by spectrometric analyses.

Chromatography, High Pressure Liquid↗
PubMed2004

The modulatory effects of ellagic acid and vitamin E succinate on TCDD-induced oxidative stress in different brain regions of rats after subchronic exposure.

The effects of ellagic acid (EA) and vitamin E succinate (VES) on 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD)-induced oxidative stress in different brain regions of rats have been studied after subchronic exposure to the compounds. TCDD was administered to groups of rats at a dose of 46 ng/kg/day for 90 days. EA and VES were administered to groups of rats, either separately or simultaneously with TCDD, every other day for 90 days. At the end of the treatment period, animals were sacrificed and brains were dissected to cerebral cortex (Cc), hippocampus (H), cerebellum (C), and brain stem (Bs), and were assayed for production of superoxide anion (SA), lipid peroxidation (LP), and DNA single-strand breaks (SSBs). While TCDD administration to rats resulted in significant production of SA, LP, and DNA SSBs in Cc and H, simultaneous administration of VES or EA with the xenobiotics resulted in significant protection against those effects. The results also indicate that VES provided a better protyection against TCDD-induced effects in brains when compared with EA.

Animals↗
PubMed2006

The effects of ellagic acid and vitamin E succinate on antioxidant enzymes activities and glutathione levels in different brain regions of rats after subchronic exposure to TCDD.

Ellagic acid (EA) and vitamin E succinate (VES) were previously shown to protect against 2, 3, 7, 8-tetrachlorodibenzo-p-dioxin (TCDD)-induced reactive oxygen species (ROS) overproduction in certain brain regions of rats after subchronic exposure. The current study was designed to assess the modulation of antioxidant enzyme activities and glutathione (GSH) levels as protective measures for VES and EA against TCDD-induced ROS overproduction in four regions of rat brain. TCDD was administered to groups of rats at a daily dose of 46 ng/kg for 90 d. EA and VES were administered to some other groups of rats either alone or simultaneously with TCDD, every other day for 90 d. At the end of the treatment period, animals were sacrificed and brain regions were dissected, including cerebral cortex (Cc), hippocampus (H), cerebellum (C), and brainstem (Bs), for assay of superoxide dismutase (SOD), catalase (CAT), and glutathione peroxidase (GSH-Px) activities, as well as GSH levels. While treatment of rats with VES alone or in combination with TCDD resulted in significant increases in SOD and CAT activities in different brain regions, treatment with EA resulted in a significant rise in total GSH levels and GSH-Px activity in those regions. Results may suggest antioxidant modulation by VES and EA as a mechanism for the previously observed protection by these compounds against TCDD-induced ROS overproduction in brain. Data also indicate there are two different pathways in the protection provided by the two antioxidants.

Animals↗
PubMed1999

The effects of ellagic acid on arylamine N-acetyltransferase activity in the bacterium Pseudomonas aeruginosa.

Arylamine N-acetyltransferase (NAT) activity in Pseudomonas aeruginosa was inhibited by ellagic acid (EA), a naturally occurring dietary plant phenol. By measuring the acetylation of 2-aminofluorene (2-AF), the NAT activity was determined. In P. aeruginosa ATCC 27853, a NAT activity of 1.37 +/- 0.25 nmol/min/10(10) CFU for intact cell and a NAT activity of 5.92 +/- 0.20 nmol/min/mg protein for cytosolic preparation were measured. EA (ranging from 1 to 0.125 mM) showed a dose-dependent inhibition of NAT activities in the analysis of both intact cell and cytosolic preparations. Enzymatic kinetics were determined and found that EA was a potent non-competitive inhibitor of NAT activity in P. aeruginosa ATCC 27853. EA inhibition of NAT activities in P. aeruginosa ATCC 27853 was time-dependent for at least 4 hrs. These data strongly indicated that EA could suppress NAT activity in P. aeruginosa.

Anticarcinogenic Agents↗
PubMedDate not supplied

One step purification of corilagin and ellagic acid from Phyllanthus urinaria using high-speed countercurrent chromatography.

High-speed countercurrent chromatography (HSCCC) has been successfully applied to the preparative separation of corilagin and ellagic acid in one step from the Chinese medicinal plant Phyllanthus urinaria L. by use of direct and successive injections of a crude methanolic extract. Some aspects concerning the practical use of this technique in the described application are considered.

Countercurrent Distribution↗
PubMed1995

Effects of dietary phenethyl isothiocyanate, ellagic acid, sulindac and calcium on the induction and progression of N-nitrosomethylbenzylamine-induced esophageal carcinogenesis in rats.

The potential inhibitory effects of phenethyl isothiocyanate (PEITC), ellagic acid (EA), sulindac and supplemental dietary calcium (SDC) on N-nitrosomethylbenzylamine (NMBA)-induced esophageal carcinogenesis were evaluated in rats utilizing an abbreviated (5 week) NMBA treatment protocol which allowed administration of the putative inhibitors throughout the experiment (i.e. beginning 2 weeks prior to NMBA treatment) or following completion of NMBA dosing only. PEITC at 500 p.p.m. significantly inhibited tumor incidence and multiplicity when given before and during, but not following, NMBA treatment. Neither sulindac at 125 p.p.m. nor SDC (2% versus 0.5% in control diet) inhibited tumor development when given during or following NMBA treatment. EA, which was administered only following NMBA treatment, significantly reduced the incidence (66.7% versus 100% in NMBA controls), but not the multiplicity, of esophageal tumors at the high-dose (4000 p.p.m.) level. Together these findings indicate that: (i) PEITC selectively inhibits the induction but not the subsequent progression of NMBA-induced esophageal tumors; (ii) EA may repress esophageal tumor development when administered following NMBA treatment; (iii) at the doses administered, neither sulindac nor SDC possess significant inhibitory activity against NMBA-induced esophageal carcinogenesis in the rat.

Animals↗
PubMed2004

New camptothecin and ellagic acid analogues from the root bark of Camptotheca acuminata.

As part of a study on chemical constituents of Camptotheca species, one new natural camptothecin analogue (2), two new alkaloids (3, 4), one new ellagic acid analogue (5), and 19 known compounds (1, 6-23) have been isolated from the root bark, stem bark, fruits, and leaves of Camptotheca acuminata Decaisne. The structures of 2-5 were determined from spectral data to be 10-methoxy-20-O-acetylcamptothecin (2), 20-O-beta-glucopyranosyl 18-hydroxycamptothecin (3), 20-formylbenz indolizino [1,2-b]quino-line-11(13H)-one (4), and 3,4-methylenedioxy-3'-O-methyl-5'-hydroxyellagic acid (5).

Camptotheca↗
PubMed2003

Analysis of ellagitannins and conjugates of ellagic acid and quercetin in raspberry fruits by LC-MSn.

The use of gradient reversed phase HPLC with diode array and MS(n) detection for the analysis of ellagitannins, ellagic acid conjugates and quercetin conjugates in raspberries (Rubus idaeus L.) is described. MS(n) is a particularly powerful tool for the analysis of trace levels of natural products in impure extracts as interpretation of fragmentation patterns, coupled in some instances with knowledge of HPLC retention properties, can facilitate the partial identification of components when reference compounds are unavailable.

Chromatography, High Pressure Liquid↗
PubMed1980

Enhancement of pulmonary metastases following the intravenous infusion of a suspension of ellagic acid in traumatized rats.

A significant shortening of the silicone and glass clotting times and a reduction of oozing from the exposed femoral veins was observed following the infusion of EA. Ellagic acid significantly enhanced metastases formation; and in traumatized animals its effect was more pronounced. No definite explanation on the combined effect of trauma and EA can be offered at this time; however several possibilities are discussed. There was no obvious untoward side effect of EA in any of the animals studied.

Animals↗
PubMed1995

Inhibitory effects of vitamin E and ellagic acid on 8-hydroxydeoxyguanosine formation in liver nuclear DNA of rats treated with 2-nitropropane.

The effects of five naturally occurring antioxidants, beta-carotene (BC), vitamin C (VC), vitamin E (VE), ellagic acid (EA) and epigallocatechin gallate (EGCG) on 8-hydroxydeoxyguanosine (8-OH-dG) formation by 2-nitropropane (2-NP), a hepatocarcinogen in rats, were studied. Four days oral administration of VE (100 mg/kg BW/day) or EA (100 mg/kg BW/day) significantly inhibited 8-OH-dG formation in the liver nuclear DNA of male F-344 rats injected with 2-NP (100 mg/kg BW, i.p., killed 6 h later). The same treatment with EGCG (100 mg/kg BW/day) showed slight, but not significant, inhibition. In contrast, 4 days' oral administration of BC (100 mg/kg BW/day) or VC (300 mg/kg BW/day) and 3 weeks' feeding of the two (either at 0.5% in the diet) did not produce any inhibitory effects on 8-OH-dG formation. Thus, it is expected that VE and EA may have anticarcinogenic effects towards 2-NP.

8-Hydroxy-2'-Deoxyguanosine↗
PubMed2000

High-performance liquid chromatographic determination with photodiode array detection of ellagic acid in fresh and processed fruits.

A high-performance liquid chromatographic (HPLC) procedure based on an isocratic elution with photodiode array detection has been developed for a simple and rapid determination of ellagic acid (EA) in fresh and processed fruits. The homogenized sample was refluxed with methanol and then the extract was refined using a solid-phase cartridge before HPLC. We analyzed EA in 40 kinds of fresh fruits and 11 kinds of processed fruits by the developed method. EA was found in several berries, fueijoa, pineapple and pomegranate. This is the first occurrence of the detection of EA in bayberry, fueijoa and pineapple.

Chromatography, High Pressure Liquid↗