Antitumorigenic and antipromoting activities of ellagic acid, ellagitannins and oligomeric anthocyanin and procyanidin

Castonguay, André; Gali, Hala U.; Perchellet, Elisabeth M.; Gao, Xiao Mei; Boukharta, Mohamed; Jalbert, Guylaine; Okuda, Takuo; Yoshida, Takashi; Hatano, Tsutomu; Perchellet, Jean‐Pierre

doi:10.3892/ijo.10.2.367

Cited by 35 publications

(40 citation statements)

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“…However, the synergistic and/or additive effects of the individual purified polyphenols present in PJ and also in a wellstandardized extract form are yet to be evaluated for antiproliferative and apoptotic activities. In addition, although hydrolyzable tannins and EA have been reported to have anticancer activities [19,20,31], punicalagin has never been evaluated for its antiproliferative and apoptotic properties. These in vitro studies are necessary as punicalagin has been shown to release EA in vivo, which is then metabolized to its glucuronides and sulfates in animal and human bioavailability studies [11,12,32,33].…”

Section: Discussionmentioning

confidence: 99%

“…Hydrolyzable and condensed tannins have also been reported to show in vitro and in vivo anticancer properties [19,20]. However, this is the first report on the evaluation of PJ and TPT and their major purified polyphenols, punicalagin and EA, for antiproliferative activity against this panel of human oral (KB, CAL27), colon (HT-29, HCT116, SW480, SW620) and prostate (RWPE-1, 22Rv1) cancer cell lines.…”

Section: Introductionmentioning

confidence: 99%

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In vitro antiproliferative, apoptotic and antioxidant activities of punicalagin, ellagic acid and a total pomegranate tannin extract are enhanced in combination with other polyphenols as found in pomegranate juice

Seeram

Adams

Henning

et al. 2005

The Journal of Nutritional Biochemistry

955

664

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Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

In vitro antiproliferative, apoptotic and antioxidant activities of punicalagin, ellagic acid and a total pomegranate tannin extract are enhanced in combination with other polyphenols as found in pomegranate juice

Seeram

Adams

Henning

et al. 2005

The Journal of Nutritional Biochemistry

955

664

View full text Add to dashboard Cite

“…EA, a naturally occurring plant polyphenol present in various fruits and nuts regularly consumed by humans, modulates activities of phase I and II enzymes (40,41). It possesses numerous anticarcinogenic and antimutagenic properties toward a variety of different carcinogens including nitrosamines, azoxymethane, mycotoxins, and polycyclic aromatic hydrocarbons (41)(42)(43). Our laboratory has demonstrated the chemopreventive effect of dietary freeze-dried BRBs and strawberries against NMBAinduced tumorigenesis in the rat esophagus (21,44).…”

Section: Discussionmentioning

confidence: 99%

Modulation of N-Nitrosomethylbenzylamine Metabolism by Black Raspberries in the Esophagus and Liver of Fischer 344 Rats

Reen¹,

Nines²,

Stoner³

2006

Nutrition and Cancer

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Dietary freeze-dried black raspberries (BRBs) inhibit N-nitrosomethylbenzylamine (NMBA)-induced tumorigenesis in the Fischer 344 rat esophagus. To determine the mechanistic basis of the anti-initiating effects of BRBs, NMBA metabolism was studied in esophageal explant cultures and in liver microsomes taken from rats fed with AIN-76A diet or AIN-76A diet containing 5% or 10% BRBs. Five percent and 10% dietary BRBs inhibited NMBA metabolism in explants (26% and20%) and in microsomes (22% and28%), but the inhibition was not dose dependent. To identify active inhibitory component(s) in BRBs, esophageal explants and liver microsomes from control rats were treated in vitro with an ethanol extract of BRBs or with individual components of BRBs [ellagic acid (EA) and two anthocyanins (cyanidin-3-glucoside and cyanidin-3-rutinoside)]. NMBA metabolism in explants was inhibited maximally by cyanidin-3-rutinoside (47%) followed by EA (33%), cyanidin-3-glucoside (23%),and the extract (11%). Similarly, in liver microsomes, the inhibition was maximal by cyanidin-3-rutinoside (47%) followed by EA (33%) and cyanidin-3-glucoside (32%). Phenylethylisothiocyanate (PEITC), a potent inhibitor of NMBA tumorigenesis in rat esophagus, was a stronger inhibitor of NMBA metabolism in vivo and in vitro than BRBs or their components. Dietary BRBs and PEITC induced glutathione S-transferase activity in the liver.

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“…Ellagitannins (ETs) are the most abundant polyphenols found in PJ, obtained from squeezing of the whole fruit, and are also found in other berry fruits such as strawberries, red raspberries, black raspberries, and muscadine grapes, some nuts, and oak-aged beverages. Published studies have shown that ETs and their hydrolysis product, ellagic acid (EA), inhibit CaP cell growth through cell-cycle arrest and stimulation of apoptosis (2)(3)(4). PJ and pomegranate extracts (PEs) have also been shown to inhibit CaP growth in vitro (5,6).…”

Section: Introductionmentioning

confidence: 99%

Pomegranate Ellagitannin-Derived Metabolites Inhibit Prostate Cancer Growth and Localize to the Mouse Prostate Gland

Seeram

Aronson

Zhang

et al. 2007

J. Agric. Food Chem.

258

216

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Our group has shown in a phase II clinical trial that pomegranate juice (PJ) increases prostate specific antigen (PSA) doubling time in prostate cancer (CaP) patients with a rising PSA. Ellagitannins (ETs) are the most abundant polyphenols present in PJ and contribute greatly towards its reported biological properties. On consumption, ETs hydrolyze to release ellagic acid (EA), which is then converted by gut microflora to 3,8-dihydroxy-6H-dibenzo [b,d]pyran-6-one (urolithin A, UA) derivatives. Despite the accumulating knowledge of ET metabolism in animals and humans, there is no available data on the pharmacokinetics and tissue disposition of urolithins. Using a standardized ET-enriched pomegranate extract (PE), we sought to further define the metabolism and tissue distribution of ET metabolites. PE and UA (synthesized in our laboratory) were administered to C57BL/6 wild-type male mice, and metabolite levels in plasma and tissues were determined over 24 h. ET metabolites were concentrated at higher levels in mouse prostate, colon, and intestinal tissues as compared to other tissues after administration of PE or UA. We also evaluated the effects of PE on CaP growth in severe combined immunodeficient (SCID) mice injected subcutaneously with human CaP cells (LAPC-4). PE significantly inhibited LAPC-4 xenograft growth in SCID mice as compared to vehicle control. Finally, EA and several synthesized urolithins were shown to inhibit the growth of human CaP cells in vitro. The chemopreventive potential of pomegranate ETs and localization of their bioactive metabolites in mouse prostate tissue suggest that pomegranate may play a role in CaP treatment and chemoprevention. This warrants future human tissue bioavailability studies and further clinical studies in men with CaP.

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Antitumorigenic and antipromoting activities of ellagic acid, ellagitannins and oligomeric anthocyanin and procyanidin

Cited by 35 publications

References 0 publications

In vitro antiproliferative, apoptotic and antioxidant activities of punicalagin, ellagic acid and a total pomegranate tannin extract are enhanced in combination with other polyphenols as found in pomegranate juice

In vitro antiproliferative, apoptotic and antioxidant activities of punicalagin, ellagic acid and a total pomegranate tannin extract are enhanced in combination with other polyphenols as found in pomegranate juice

Modulation of N-Nitrosomethylbenzylamine Metabolism by Black Raspberries in the Esophagus and Liver of Fischer 344 Rats

Pomegranate Ellagitannin-Derived Metabolites Inhibit Prostate Cancer Growth and Localize to the Mouse Prostate Gland

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