Biotransformation of Piceatannol, a Dietary Resveratrol Derivative: Promises to Human Health

Abstract

Scope: To evaluate the health-promoting potentials of piceatannol (PIC), a dietary resveratrol derivative, its biotransformation is examined. Methods and results: The biotransformation is tested in human/rat hepatic microsomes and cytosols; its pharmacokinetic profiles are assessed in rats. Although limited phase I metabolism exists in microsomes, PIC is rapidly converted to two pharmacologically active metabolites, namely rhapontigenin (RHA) and isorhapontigenin (ISO) in cytosols. Such biotransformation is completely blocked by entacapone, a well-known catechol-O-methyltransferase (COMT) inhibitor, demonstrating that the O-methylation is mediated by COMT. Moreover, PIC is identified as a substrate inhibitor of COMT, suggesting its potential benefits in Alzheimer's disease. Due to extensive phase II metabolism including glucuronidation, sulfation, and O-methylation, PIC displays rapid clearance and at least4.02% ± 0.61% and 17.70% ± 0.91% of PIC is converted to RHA and ISO, respectively, in rats after intravenous administration. Similarly, PIC serves as an effective precursor of ISO upon oral administration. Conclusion: Since PIC and its metabolites possess pleiotropic health-promoting activities, it has emerged as a promising nutraceutical candidate for further development. This study also reinforces the importance of in vivo testing in nutritional researches as the active metabolite(s) may be absent from the in vitro system.

Piceatannol Is Superior to Resveratrol at Suppressing Adipogenesis in Human Visceral Adipose-Derived Stem Cells

“…Therefore, Pic had a higher absorption and a higher metabolic stability than Res [ 28 ]. Moreover, a recent study reported that Pic converted to isorhapontigenin (Iso) in rats after oral administration [ 41 ]. Iso possesses a higher oral bioavailability and anti-inflammatory effects in chronic obstructive pulmonary disease than Res [ 42 ].…”

A high-throughput analytical strategy based on QuEChERS-dSPE/HPLC–DAD–ESI-MSn to establish the phenolic profile of tropical fruits

“…Nevertheless, it should be highlighted that stilbenes such as piceatannol glucoside (< LOQ), piceatannol (0.17 mg/100 g of fruit) and trans-resveratrol (0.06 mg/100 g of fruit) were only detected in passion fruits. Piceatannol similar to its precursor resveratrol showed health-promoting properties such as antiaging, anticarcinogenic, anti-diabetic, anti-inflammatory, antiobesity properties, as well as cardio-, hepato-and neuro-protection, in several pre-clinical studies (Dai et al, 2020;Kershaw and Kim, 2017;Wen et al, 2018;Zhang et al, 2018).…”

Dried Blood Spots as Matrix for Evaluation of Valproate Levels and the Immediate and Delayed Metabolomic Changes Induced by Single Valproate Dose Treatment

“…After drying, the DBS were punched, and the cores (6 mm) obtained were placed inside the respective Eppendorf tubes. All the acquired DBS were stored at −80 • C until processing for analysis [27,28]. One DBS was used for metabolomic analysis and the other one was used for drug level quantification.…”