Regioselective and Stereospecific Glucuronidation of trans- and cis-Resveratrol in Human

Aumont, Virginie; Krisa, Stéphanie; Battaglia, Eric; Netter, Patrick; Richard, Tristan; Mérillon, Jean‐Michel; Magdalou, Jacques; Sabolovic, Nicole

doi:10.1006/abbi.2001.2496

Cited by 96 publications

(134 citation statements)

References 28 publications

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“…The glucuronidation was confirmed both using recombinant UDPglucuronosyltransferase (UGT) isoforms 108 and human liver microsomes. 109 Two further conclusions derive from these studies: (1) the reaction employes mostly the cis-isomer and preferred the 3'-position of the molecule and (2) the reaction is efficaciously inhibited by other flavonoids.…”

Section: In Vivo Studies Of Resveratrolmentioning

confidence: 92%

“…109 Two further conclusions derive from these studies: (1) the reaction employes mostly the cis-isomer and preferred the 3'-position of the molecule and (2) the reaction is efficaciously inhibited by other flavonoids. 108,109 The last result suggests that the bioavailability of free resveratrol is enhanced by the contemporaneous occurrence in the diet of additional polyphenols. Moreover, not only the glucuronidation process but also the sulfation of resveratrol (i.e., the synthesis of resveratrol-3-sulfate) is blocked by the dietary flavonoids (particularly, the quercetin), suggesting that natural compounds might improve the bioavailability of non coniugated resveratrol.…”

Section: In Vivo Studies Of Resveratrolmentioning

confidence: 98%

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Resveratrol: From Basic Science to the Clinic

Cucciolla¹,

Borriello²,

Oliva³

et al. 2007

Cell Cycle

162

102

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Plants produce an extraordinary array of low molecular mass natural products endowed with biological activity. Among these molecules, resveratrol (3,5,4'-trihydroxystilbene) has been identified as an inhibitor of carcinogenesis with a pleiotropic mode of action. Extensive literature on its anticancer activity, performed in cellular models, suggests a potential antiproliferative and apoptogenic use of the stilbene. Similarly, studies on implanted cancers and chemical-induced tumors confirm a potential chemotherapeutical interest of the compound. Moreover, recent intriguing studies have demonstrated, in mice, that the negative effects (insulin resistance and hyperglycemia) of a high-fat diet might be prevented by resveratrol treatment. Despite these promising observations, only few clinical trials have been performed on the compound due to the scarce interest of pharmaceutical industry. We suggest that resveratrol might be considered an interesting anticancer compound in association with more specific target-oriented drugs.

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Section: In Vivo Studies Of Resveratrolmentioning

confidence: 92%

Section: In Vivo Studies Of Resveratrolmentioning

confidence: 98%

Resveratrol: From Basic Science to the Clinic

Cucciolla¹,

Borriello²,

Oliva³

et al. 2007

Cell Cycle

162

102

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“…The major compound detected on the serosal side was the glucuronide conjugate of resveratrol (96.5% +/-4.6 of the amount absorbed) indicating the susceptibility of resveratrol to glucuronidation during transfer across the rat jejunum. 131 The rate at which the trans and cis form of resveratrol undergoes glucoronidation was studied in detail by Aumont et al 132 They reported that both forms undergo glucoronidation by liver microsomes, leading to the formation of 3-and 4' glucoronide. The process of glucoronidation was a stereospecific event, the cis isomer being efficiently glucoronidated.…”

Section: Resveratrol: Bioavailability Tissue Distribution and Pharmamentioning

confidence: 99%

“…The enzymes UGT1A1, UGT1A9 and UGT1A10 were mainly responsible for the glucoronidation of the trans form. 132 In yet another vitro study using Caco-2 cells, resveratrol 3-sulfate and resveratrol 3-glucoronide were the major phase II biotransformation products. 133 These in vitro studies confirm that resveratrol is fairly well absorbed and metabolized in the small intestine.…”

Section: Resveratrol: Bioavailability Tissue Distribution and Pharmamentioning

confidence: 99%

Resveratrol: A multitargeted agent for age-associated chronic diseases

Harikumar¹,

Aggarwal²

2008

Cell Cycle

485

339

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Extensive research within the last decade has revealed that most chronic illnesses such as cancer, cardiovascular and pulmonary diseases, neurological diseases, diabetes, and autoimmune diseases exhibit dysregulation of multiple cell signaling pathways that have been linked to inflammation. Thus mono-targeted therapies developed for the last two decades for these diseases have proven to be unsafe, ineffective and expensive. Although fruits and vegetables are regarded to have therapeutic potential against chronic illnesses, neither their active component nor the mechanism of action is well understood. Resveratrol (trans-3, 5, 4'-trihydroxystilbene), a component of grapes, berries, peanuts and other traditional medicines, is one such polyphenol that has been shown to mediate its effects through modulation of many different pathways. This stilbene has been shown to bind to numerous cell-signaling molecules such as multi drug resistance protein, topoisomerase II, aromatase, DNA polymerase, estrogen receptors, tubulin and F1-ATPase. Resveratrol has also been shown to activate various transcription factor (e.g., NFκB, STAT3, HIF-1α, β-catenin and PPAR-γ), suppress the expression of antiapoptotic gene products (e.g., Bcl-2, Bcl-X L , XIAP and survivin), inhibit protein kinases (e.g., src, PI3K, JNK and AKT), induce antioxidant enzymes (e.g., catalase, superoxide dismutase and hemoxygenase-1), suppress the expression of inflammatory biomarkers (e.g., TNF, COX-2, iNOS and CRP), inhibit the expression of angiogenic and metastatic gene products (e.g., MMPs, VEGF, cathepsin D and ICAM-1), and modulate cell cycle regulatory genes (e.g., p53, Rb, PTEN, cyclins and CDKs). Numerous animal studies have demonstrated that this polyphenol holds promise against numerous age-associated diseases including cancer, diabetes, Alzheimer, cardiovascular and pulmonary diseases. In view of these studies, resveratrol's prospects for use in the clinics are rapidly accelerating. Efforts are also underway to improve its activity in vivo through structural modification and reformulation. Our review describes various targets of resveratrol and their therapeutic potential.

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“…It has been established that RES administered to rats reached its maximum concentration at 60 min in the plasma and kidneys, 30 min in the liver, and 120 min in the heart (12). Additionally, RES is modified by the glucuronidation reaction in liver microsomes (13). RES, which is rapidly absorbed and transferred to the tissues, is primarily excreted in the urine (12).…”

Section: Res Metabolismmentioning

confidence: 99%

Resveratrol and exercise

2016

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Abstract. Although it is recommended for a healthy lifestyle, moderate exercise is known to lead to oxidative stress, inflammation and muscle injury. Hence there are efforts to develop dietary strategies to counter the oxidative stress caused by physical activity. Recently, there has been an interest in the capability of resveratrol (RES) to modulate physical performance and prevent oxidative stress. Despite the inconsistency among reports regarding the topic, it has been suggested that RES delays fatigue by hindering lipid peroxidation. It is hypothesized that RES administration produces favorable effects on hepatic cell rejuvenation, exerts a regulatory effect on glucose metabolism, and preserves liver glycogen reserves that are diminished during physical activity. Consequently, there is a growing interest in the association between RES and exercise. The aim of the current review is to interpret the association between RES and exercise.

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Regioselective and Stereospecific Glucuronidation of trans- and cis-Resveratrol in Human

Cited by 96 publications

References 28 publications

Resveratrol: From Basic Science to the Clinic

Resveratrol: From Basic Science to the Clinic

Resveratrol: A multitargeted agent for age-associated chronic diseases

Resveratrol and exercise

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