Stability and solubility of trans-resveratrol are strongly influenced by pH and temperature

Zupančič, Špela; Lavrič, Zoran; Kristl, Julijana

doi:10.1016/j.ejpb.2015.04.002

Cited by 263 publications

(174 citation statements)

References 46 publications

(59 reference statements)

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“…These results corroborate widely ignored findings that the stability and oxidation of RSV in physiologically relevant media is strongly influenced by pH and in particular the availability of hydroxyl anions 16,29,32 . Interestingly, RSV reacted also efficiently in tap water (Fig.…”

Section: Rsv Is Unstable Under Physiologically Relevant Conditionssupporting

confidence: 80%

Hormetic Shifting of Redox Environment by Pro-Oxidative Resveratrol Protects Cells Against Stress

Plauth

Geikowski

Cichon

et al. 2016

Preprint

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ABSTRACT:Resveratrol has gained tremendous interest owing to multiple reported healthbeneficial effects. However, the underlying key mechanism of action of resveratrol remained largely controversial. Here, we demonstrate that under physiologically relevant conditions major biological effects of resveratrol can be attributed to the generation of oxidation products such as reactive oxygen species (ROS). At low hormetic concentrations (< 50 µM), treatment with resveratrol increased cell viability in a set of representative cell models, whereas application of quenchers of ROS completely truncated these beneficial effects. Notably, application of resveratrol led to mild, Nrf2-specific cellular gene expression reprogramming. For example, in 2 primary human epidermal keratinocytes this resulted in a 1.3-fold increase of endogenous metabolites such as glutathione (GSH) and subsequently in a quantitative reduction of the cellular redox environment by 2.61 mV mmol GSH per g protein.After external application of oxidative stress by using 0.8% (v/v) ethanol, endogenous generation of ROS was consequently reduced by 24% in resveratrol pre-treated cells.In contrast to the common perception that resveratrol acts mainly as a chemical antioxidant or as a target protein-specific ligand, we propose that effects from resveratrol treatment are essentially based on oxidative triggering of cells. In relevant physiological microenvironments this effect can lead to hormetic shifting of cellular defence towards a more reductive state to improve resilience to oxidative stress in a manner that can be exactly defined by the redox-environment of the cell.

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Section: Rsv Is Unstable Under Physiologically Relevant Conditionssupporting

confidence: 80%

Hormetic Shifting of Redox Environment by Pro-Oxidative Resveratrol Protects Cells Against Stress

Plauth

Geikowski

Cichon

et al. 2016

Preprint

View full text Add to dashboard Cite

show abstract

“…We have decided to use the modified European pharmacopeia dissolution method (paddle method). The release conditions, especially the release medium volume, did not meet the physiological conditions in the periodontal pocket but the selected volume enabled obtaining sink conditions of low soluble RSV (61.2 ± 2.1 µg/mL at these conditions [24]). Thus, release profiles of different formulations could be compared.…”

Section: Release Studies From the Hydrophobic Nanofibersmentioning

confidence: 99%

“…The UPLC method was used for analysis of RSV because it was recently reported that it showed better separation between trans-RSV from cis-RSV and degradation products compared to HPLC or UV/VIS spectroscopy [24]. The trans-RSV was determined by the chromatographic system Acquity UPLC (Waters Corp., USA).…”

Section: Rsv Analyticsmentioning

confidence: 99%

Local delivery of resveratrol using polycaprolactone nanofibers for treatment of periodontal disease

Zupančič

Baumgartner

Lavrič

et al. 2015

Journal of Drug Delivery Science and Technology

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“…It possesses a wide range of beneficial effects, including anti-cancer, anti-aging, anti-atherogenic, anti-inflammatory and anti-oxidant activities [1][2][3] . However, its utilization and development in products have been hampered by its poor solubility, poor chemical stability, and low bioavailability [4,5] . Many attempts have sought to improve the bioactivity and bioavailability of Res [6,7] .…”

Section: Introductionmentioning

confidence: 99%

The novel resveratrol derivative 3,5-diethoxy-3′,4′-dihydroxy-trans-stilbene induces mitochondrial ROS-mediated ER stress and cell death in human hepatoma cells in vitro

et al. 2017

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Resveratrol (3,5,4′-trihydroxy-trans-stilbene) is a well-known polyphenol that is present in grapes, peanuts, pine seeds, and several other plants. Resveratrol exerts deleterious effects on various types of human cancer cells. Here, we analyzed the cell death-inducing mechanisms of resveratrol-006 (Res-006), a novel resveratrol derivative in human liver cancer cells in vitro. Res-006 suppressed the viability of HepG2 human hepatoma cells more effectively than resveratrol (the IC 50 values were 67.2 and 354.8 μmol/L, respectively). Co-treatment with the ER stress regulator 4-phenylbutyrate (0.5 mmol/L) or the ROS inhibitor N-acetyl-L-cysteine (NAC, 1 mmol/L) significantly attenuated Res-006-induced HepG2 cell death, suggesting that pro-apoptotic ER stress and/or ROS may govern the Res-006-induced HepG2 cell death. We further revealed that treatment of HepG2 cells with Res-006 (65 μmol/L) immediately elicited the dysregulation of mitochondrial dynamics and the accumulation of mitochondrial ROS. It also collapsed the mitochondrial membrane potential and further induced ER stress and cell death. These events, except for the change in mitochondrial morphology, were prevented by the exposure of the HepG2 cells to the mitochondrial ROS scavenger, Mito-TEMPO (300-1000 μmol/L). The results suggest that Res-006 may kill HepG2 cells through cell death pathways, including the ER stress initiated by mitochondrial ROS accumulation. The cell death induced by this novel resveratrol derivative involves crosstalk between the mitochondria and ER stress mechanisms.

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Stability and solubility of trans-resveratrol are strongly influenced by pH and temperature

Cited by 263 publications

References 46 publications

Hormetic Shifting of Redox Environment by Pro-Oxidative Resveratrol Protects Cells Against Stress

Hormetic Shifting of Redox Environment by Pro-Oxidative Resveratrol Protects Cells Against Stress

Local delivery of resveratrol using polycaprolactone nanofibers for treatment of periodontal disease

The novel resveratrol derivative 3,5-diethoxy-3′,4′-dihydroxy-trans-stilbene induces mitochondrial ROS-mediated ER stress and cell death in human hepatoma cells in vitro

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