Ellagic acid is a polyphenol compound abundantly present in berries strew. Ellagic acid, 2,3,7,8tetrahydroxychromeno5,4,3cdechromene5,10dione, is a powerful bioactive compound with many potential pharmacological and industrial applications. The modulatory action on immune system and the inhibitory effect on hbeag secretion impart antihbv activity to ellagic acid. Because of these two limitations, taking pure ellagic acid supplements is not an effective way to get your dose of the compound, according to alternative medicine guru jon barron. Ellagic acid, a phenolic compound, exerts antiangiogenesis effects via vegfr2 signaling pathway in breast cancer. Some dietary ellagic acid is converted in your intestines into compounds called urolithins, which are also absorbed and may be responsible. Ellagic acid ingredient for cosmetics formulations find latest products launched and their applications in relevant industry news and technical articles. Structure, occurrence and biological activity of ellagitannins. Ellagitannins are slowly hydrolysed in the digestive tract, releasing the ellagic acid molecule.
Ellagic acid c14h6o8 cid 5281855 structure, chemical names, physical and. The present paper deals with the structure, occurrence and biological activity of ellagitannins. Full text full text is available as a scanned copy of the original print version. Direct inhibition of actn4 by ellagic acid limits breast. Ceci c, tentori l, atzori mg, lacal pm, bonanno e, scimeca m. Analysis of the xray crystal structure suggests that the photooxidation product of ea is a multiple cleavage. Ellagic acid vitapurity ellagic ultra contains high levels. Sep 17, 2019 barch dh, rundhaugen lm, stoner gd, et al. Our leading brand uses the latest technology to extract the maximum amount of ellagitannin from a given amount of raspberry seed, but few have access to the most sophisticated techniques. Molecular structure of the photooxidation product of ellagic. Ellagic acid a cancer fighting wonder new drug approvals. The antiproliferative and antioxidant properties of ellagic acid have prompted research into its potential health benefits. Ellagic acid 476664 2,3,7,8tetrahydroxychromeno5,4,3cdechromene5,10dione as a very potent ck2 inhibitor ellagic acid is a natural phenol antioxidant found in numerous fruits and vegetables.
Extraction, stability, and quantitation of ellagic acid in. Extraction and hydrolysis procedures were optimized and analysis was done with an hplc method and uv detection. Ellagic acid ea is a phenolic acid found in a wide variety of fruits and nuts such as raspberries, strawberries, pomegranate. To date, condensed tannins of high molecular weight have not been recovered and purified. Ellagic acid, a phenolic acid is found in berries raspberries, strawberries, pomegranate, grapes, and nuts acts as an antioxidant. Ellagic acid encapsulated chitosan nanoparticles for drug. Ellagic acid ea is one of those biological molecules found in pomegranate and may have. Packaging 1, 5, 10 g in poly bottle biochemphysiol actions a naturally occurring plant phenol that is a potent antioxidant presumably by acting as a scavenger of oxygen species produced by hydrogen peroxide treatment, and as a protector of the dna double helix from alkylating agent injury. The present study describes age inhibition and the mechanism of action of a new antiglycating agent, ea ellagic acid, a flavonoid present in many dietary. It is possible that the carboxylic acid in association with the saturated ring of gallic acid may replace the function of the lactone in the ellagic acid structure. However, ellagic acid is poorly absorbed and is also eliminated quickly from the body. The influence of processing on ellagic acid content was studied in strawberry jam. The benefits of ellagic acid healthy eating sf gate.
In turn, ellagic acid can be absorbed in the stomach. Structure function relationships of the dietary anticarcinogen ellagic acid. The formation of ages is accelerated in hyperglycaemic conditions, which alters the structure and function of longlived proteins, thereby contributing to longterm diabetic complications. In order to determine the quantity of every individual unit, the hydrolysis of the extracts with trifluoroacetic acid in methanolwater system is performed. However, not many papers dealing with the electrochemical properties and protolytic equilibria of ellagic acid have been published so far. Mar 04, 2014 ellagic acid ea is a naturally occurring phenolic constituent that is contained in ellagitannins in grapes, nuts, strawberries, black currents, raspberries, green tea, pomegranates, and the stem and bark of eucalyptus globulus, eucalyptus maculata, and nuts5. The electrooxidation mechanism of ellagic acid was studied in methanol aqueous media 1. Ellagic acid ea, a dietary polyphenol compound, exhibits potent anticancer activities. The antiproliferative properties of ellagic acid may be due to its ability to directly. The international union of pure and applied chemistry name of ea is 2,3,7,8. By using specific in vitro assays, structurefunction.
Structure of a ellagic acid, b ascorbic and c dehydroascorbic acids. Research progress on the anticarcinogenic actions and. This is an acid that is converted into ellagic acid in. The synthesized ellagic acid nanoparticle is spherical shaped with an average particle size of 176 nm. Ellagic acid is a naturallyoccurring plant chemical phytochemical found in raspberries, cranberries, strawberries, pomegranates, pecans, walnuts, and other plant foods. The dietary anticancer agent ellagic acid is a potent inhibitor of dna topoisomerases in vitro. Medicinally, ellagic acid is used to prevent cancer and treat viral and bacterial infections.
Showing all foods in which the polyphenol ellagic acid is. Ellagic acid is found in many foods that are part of a healthy diet, but there is no evidence to support its use for cancer treatment. Ellagic acid is a natural phenol antioxidant found in numerous fruits and vegetables. Showing all foods in which the polyphenol ellagic acid is found food composition. Several studies have shown that natural compounds like resveratrol or ellagic acid have anticancer and antioxidant properties and can stimulate apoptosis in many cancer cell lines. Raspberries do not produce any ellagic acid, they produce ellagitannins which, when eaten, are converted into the powerful antioxidant called ellagic acid. Chemical analogs of ellagic acid were synthesized to examine the relationship between the hydroxyl and lactone groups of the ellagic acid molecule and its. The best sources of ellagic acid in the diet are strawberries, raspberries, blackberries, and walnuts medicinally, ellagic acid is used to prevent cancer and treat viral and bacterial infections. Ellagic acid memorial sloan kettering cancer center. Evaluation of neuroprotective properties of ellagic acid and caffeic. The content of ellagic acid was determined from the berries of the family rosaceae strawberry, red raspberry, cloudberry, arctic bramble. The formation of ellagic acid from galloylglycine by. In their book, complementary and alternative cancer methods handbook, the american cancer society states that ellagic acid, strengthens connective tissue.
Annia galano,1 misaela francisco marquez,2 adriana perezgonzalez. Ellagic acid is an organic heterotetracyclic compound resulting from the formal dimerisation of gallic acid by oxidative aromatic coupling with intramolecular lactonisation of both carboxylic acid groups of the resulting biaryl. Extraction of ellagic acid royal society of chemistry. Ellagitannins belong to the class of hydrolysable tannins, they are esters of hexahydroxydiphenoic acid and monosaccharide most commonly glucose. Some foods contain a more complex version called ellagitannin. Pdf ellagic acid, 2,3,7,8tetrahydroxychromeno5,4,3cdechromene5. Pdf abstract in recent years, the therapeutic use of nondrug substances such as herbal and. Sep 17, 2019 ellagic acid is a naturally occurring substance. Ellagic acid is a naturally occurring compound called a tannin, found in red raspberries, strawberries, pomegranates, and walnuts. Ellagic acid is a polyphenol antioxidant found in numerous fruits and vegetables including raspberries, strawberries, cranberries, walnuts, pecans, pomegranates and other plant foods. The present study, reports the preparation of ellagic acid encapsulated chitosan nanoparticles email protected by ionic gelation method as an effective drug delivery for oral cancer treatment. The photoreaction of the antioxidant ellagic acid ea elicits a drastic coloration in solution from colorless to yellow in aerated tetrahydrofuran, which appears as a new absorption band at 405 nm.
Ellagic acid exerts antitumor effects via the pi3k signaling. This paper shows the role of cancer cell lines in the studies of ellagitannins. Microbial production of ellagic acid and biodegradation of. The best sources of ellagic acid in the diet are strawberries, raspberries, blackberries, cherries, and walnuts. The structure, occurrence and biological activity of. The current study sought to determine the role and regulation of actn4 expression in human breast cancer metastasis and eabased. Some people take ellagic acid by mouth for cancer, mental function, and viral or. Pdf structure function relationships of the dietary. Ellagitannins belong to the class of hydrolysable tannins, they are esters of hexahydroxydiphenoic. Ellagic acid has antiproliferative and antioxidant properties in a number of in vitro and smallanimal models.
Plants produce ellagic acid from hydrolysis of tannins such as ellagitannin and geraniin. They are stable in the stomach and undergo neither hydrolysis to free ellagic acid nor degradation. Pomegranate husk powder mesh size 5060, advait herbal extracts, tumkur, india was used in the extraction of ellagic acid based on a reported procedure by jingjing lu et al. Pure ellagic acid is both insoluble, meaning it wont dissolve in water, and biologically unavailable. Ellagic acid is the dilactone of hexahydroxydiphenic acid. Showing dietary polyphenol ellagic acid phenolexplorer. Ellagic acid 95%hplc,powder,treebark 476664 sigmaaldrich.
The best sources of ellagic acid in the diet are strawberries, raspberries, blackberries, and walnuts. Pdf the pharmacological use of ellagic acidrich pomegranate fruit. Get a printable copy pdf file of the complete article 392k, or click on a page image below to browse page by page. Pharmacologybased target identification has become a novel strategy leading to the discovery of novel pathological biomarkers. It has shown positive attributes in esophageal and colon cancer in animals studies and possibly. Ellagic acid and resveratrol prevent the development of. Structurefunction relationships of the dietary anticarcinogen ellagic. Ellagic acid may bind to chemicals that cause cancer, and it may also prevent the growth of cancer cells. Ellagitannins are also known as hydrolyzable tannins since they are hydrolyzed to generate gallic acid in acidic. The acid acts as an antioxidant, which means that it targets diseasecausing free radicals throughout the body. Accidental release measures contain spill and collect, as appropriate. Pomegranate, walnuts and red raspberries are examples of rich dietary sources of ellagic acid and the precursors to ellagic acid called ellagitannins.
Hexahydroxydiphenic acid, created after hydrolysis, spontaneously lactonized to ellagic acid, and sanguisorbic acid to sanguisorbic acid dilactone, while gallic acid remains intact. Ellagic acid ea is a phenolic acid found in a wide variety of fruits and nuts such as raspberries, strawberries, pomegranate, walnuts, grapes, and blackcurrants. Ellagic acid 4oxylopyranoside c19h14o12 cid 5487461 structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safetyhazardstoxicity information, supplier lists, and more. Ellagic acid inhibits bladder cancer invasiveness and in vivo tumor growth. This is a concentrated red raspberry extract that gives you the perfect amount of ellagic acid in order to give you anticancer activity. Ellagic acid supplements red raspberry tablets and powder.
Ellagitannins ets correspond to esters of ellagic acid. The antiproliferative and antioxidant properties of ellagic acid have. To gain anticancer properties of ellagic acid, you need about milligrams. It is found in many fruits and vegetables, including raspberries, strawberries, cranberries, and pomegranates. Pdf structure, occurrence and biological activity of.
Gallic acid represents approximately onehalf of the ellagic acid structure, as two gallic acid molecules combine to form one ellagic acid molecule. There are places that actually sell milligram pharmaceutical grade ellagic acid online. Ellagic acid supplements tablets and powder millennium. By using specific in vitro assays, structure function. Ellagic acid is a polyphenol compound found in numerous fruits and vegetables, including, raspberries. Jan 10, 2016 several studies have shown that natural compounds like resveratrol or ellagic acid have anticancer and antioxidant properties and can stimulate apoptosis in many cancer cell lines. Strawberries, red raspberries, and strawberry jam were.
Table 2 content of ellagic acid in different parts of strawberries and raspberries ag ellagic acid gm wet fruit fruit part weiqht of fruit parta strawberries pulp 52. Ellagic acid, an anticarcinogen in fruits, especially in strawberries. The aim of this study was to elucidate if resveratrol or ellagic acid, respectively, could improve the efficacy of cisplatin in ovarian cancer. Abstract ellagic acid is a biologically active polyphenol found in numerous fruits and vegetables. Molecular structure of the photooxidation product of. The antiproliferative and antioxidant properties of ellagic acid have spurred preliminary research into the potential health benefits of ellagic. Ellagic acid is a polyphenol, or micronutrient, found in fruits and vegetables. Structure function relationships of the dietary anticarcinogen ellagic acid article pdf available in carcinogenesis 172. Ellagitannins are metabolized in the gastrointestinal tract by intestinal microbiota.