Abstract:Resveratrol (RES) is a type of polyphenolic compound discovered from grapes and has gained prominence as a possible contributor to many disease treatments. Herein, three different types of liposomes were prepared as model cell membranes, and then the influence of the incorporation of RES on their membrane properties was evaluated by utilizing membrane-binding fluorescent probes. The binding of RES lead to the membrane polarities decreasing slightly, regardless of the phase states of the membrane, while the mem… Show more
“…Chemical shift and lineshape variations observed for the 1 H NMR signals of P90G as well as transverse PRE data suggest that RSV is located nearby the phosphocholine headgroups as stated by Bonechi, de Ghellinck, Han and Neves but for different membrane models (lipids, cholesterol, vesicles structure) and using different investigation techniques 11,12,14,15,18 . Furthermore, our results show that the interaction of RSV with P90G liposomes has little effect on the chemical shift of H-4 while significant broadening due to transverse PRE was observed for this signal.…”
Section: Resultsmentioning
confidence: 55%
“…Several approaches have been described, including the use of surfactants and co-solvents, particle size reduction down to nanocrystals (nanosizing), inclusion complex formation (notably with cyclodextrins), binding to transport proteins as well as loading in lipidic or polymeric nanosystems 4–8 . Among the nanocarriers, liposomes have demonstrated to incorporate RSV successfully, improving both biological activity and stability under UV exposure 9–11 .Figure 1Structure and numbering of trans -resveratrol (RSV).…”
Section: Introductionmentioning
confidence: 99%
“…Recently, Han et al . studied the influence of RSV on the membrane fluidity and polarity of three different types of unilamellar liposomes 11 . 1,2-dioleoyl-sn-glycero-3-phosphatidylcholine (DOPC) liposomes, DOPC/sphingomyelin/cholesterol liposomes and sphingomyelin/cholesterol liposomes of about 100 nm were prepared using the thin-film hydration followed by extrusion method.…”
Resveratrol (RSV) is a well-known natural derivative with a wide range of biological and pharmacological activities. Despite of these demonstrated properties, it exhibits low both aqueous solubility and chemical stability and therefore low bioavailability. Consequently, the major concern of the technological research is to exploit delivery systems able to overcome bioavailability problems. In the recent past liposomes have been successfully studied for these purposes. In this paper, 1H-NMR spectroscopy, Nuclear Overhauser Spectroscopy (NOESY) as well as Paramagnetic Relaxation Enhancements (PRE) experiments have been carried out to quantitatively investigate the incorporation of resveratrol, at both the liposome preparation stage and by preformed liposomes, also with the aim to characterize resveratrol- soybean phosphatidylcholine (P90G) lipid bilayer interactions. Overall results of 1H NMR spectroscopy analysis suggest that RSV is located nearby the phosphocholine headgroups and also provide quantitative data on the incorporation of RSV (5% w/w), which corresponds to a 150-fold increase with respect to the solubility of RSV in water. Beside, considering that the same level of RSV incorporation was obtained via spontaneous uptake by preformed P90G liposomes, it can be concluded that RSV easily diffuses through the lipid bilayer.
“…Chemical shift and lineshape variations observed for the 1 H NMR signals of P90G as well as transverse PRE data suggest that RSV is located nearby the phosphocholine headgroups as stated by Bonechi, de Ghellinck, Han and Neves but for different membrane models (lipids, cholesterol, vesicles structure) and using different investigation techniques 11,12,14,15,18 . Furthermore, our results show that the interaction of RSV with P90G liposomes has little effect on the chemical shift of H-4 while significant broadening due to transverse PRE was observed for this signal.…”
Section: Resultsmentioning
confidence: 55%
“…Several approaches have been described, including the use of surfactants and co-solvents, particle size reduction down to nanocrystals (nanosizing), inclusion complex formation (notably with cyclodextrins), binding to transport proteins as well as loading in lipidic or polymeric nanosystems 4–8 . Among the nanocarriers, liposomes have demonstrated to incorporate RSV successfully, improving both biological activity and stability under UV exposure 9–11 .Figure 1Structure and numbering of trans -resveratrol (RSV).…”
Section: Introductionmentioning
confidence: 99%
“…Recently, Han et al . studied the influence of RSV on the membrane fluidity and polarity of three different types of unilamellar liposomes 11 . 1,2-dioleoyl-sn-glycero-3-phosphatidylcholine (DOPC) liposomes, DOPC/sphingomyelin/cholesterol liposomes and sphingomyelin/cholesterol liposomes of about 100 nm were prepared using the thin-film hydration followed by extrusion method.…”
Resveratrol (RSV) is a well-known natural derivative with a wide range of biological and pharmacological activities. Despite of these demonstrated properties, it exhibits low both aqueous solubility and chemical stability and therefore low bioavailability. Consequently, the major concern of the technological research is to exploit delivery systems able to overcome bioavailability problems. In the recent past liposomes have been successfully studied for these purposes. In this paper, 1H-NMR spectroscopy, Nuclear Overhauser Spectroscopy (NOESY) as well as Paramagnetic Relaxation Enhancements (PRE) experiments have been carried out to quantitatively investigate the incorporation of resveratrol, at both the liposome preparation stage and by preformed liposomes, also with the aim to characterize resveratrol- soybean phosphatidylcholine (P90G) lipid bilayer interactions. Overall results of 1H NMR spectroscopy analysis suggest that RSV is located nearby the phosphocholine headgroups and also provide quantitative data on the incorporation of RSV (5% w/w), which corresponds to a 150-fold increase with respect to the solubility of RSV in water. Beside, considering that the same level of RSV incorporation was obtained via spontaneous uptake by preformed P90G liposomes, it can be concluded that RSV easily diffuses through the lipid bilayer.
“…It is known that polyphenols exert antioxidant effects related to the presence of hydroxylic groups which participate in mechanisms aimed to decrease reactive oxygen species (ROS) and free radicals and to increase endogenous antioxidants biosynthesis [6]. RSV antioxidant properties have been attributed to its capability to reduce copper-catalyzed oxidation [7] and inhibit lipid peroxidation of low density lipoproteins (LDL) [8] and cellular membranes [9]. Other studies demonstrated that RSV decreases intracellular concentration of apolipoprotein B (ApoB), cholesterol esters, and triglyceride secretion rate, thus protecting against atherosclerosis [10].…”
Section: Health Beneficial Effects Of Resveratrol (Rsv)mentioning
Resveratrol (3,5,4′-trihydroxystilbene; RSV) is a natural nonflavonoid polyphenol present in many species of plants, particularly in grapes, blueberries, and peanuts. Several in vitro and in vivo studies have shown that in addition to antioxidant, anti-inflammatory, cardioprotective and neuroprotective actions, it exhibits antitumor properties. In mammalian models, RSV is extensively metabolized and rapidly eliminated and therefore it shows a poor bioavailability, in spite it of its lipophilic nature. During the past decade, in order to improve RSV low aqueous solubility, absorption, membrane transport, and its poor bioavailability, various methodological approaches and different synthetic derivatives have been developed. In this review, we will describe the strategies used to improve pharmacokinetic characteristics and then beneficial effects of RSV. These methodological approaches include RSV nanoencapsulation in lipid nanocarriers or liposomes, nanoemulsions, micelles, insertion into polymeric particles, solid dispersions, and nanocrystals. Moreover, the biological results obtained on several synthetic derivatives containing different substituents, such as methoxylic, hydroxylic groups, or halogens on the RSV aromatic rings, will be described. Results reported in the literature are encouraging but require additional in vivo studies, to support clinical applications.
“…e use of multiple fluorescence probes can solve these problems. erefore, it is recommended that several types of probes be used such that the interfacial polar environment can be systematically investigated [77][78][79].…”
Section: Experimental Approach: Indirect Observation Of Watermentioning
Water is an abundant commodity and has various important functions. It stabilizes the structure of biological macromolecules, controls biochemical activities, and regulates interfacial/intermolecular interactions. Common aspects of interfacial water can be obtained by overviewing fundamental functions and properties at different temporal and spatial scales. It is important to understand the hydrogen bonding and structural properties of water and to evaluate the individual molecular species having different hydration properties. Water molecules form hydrogen bonds with biomolecules and contribute to the adjustment of their properties, such as surface charge, hydrophilicity, and structural flexibility. In this review, the fundamental properties of water molecules and the methods used for the analyses of water dynamics are summarized. In particular, the interrelation between the hydration properties, determined by molecules, and the properties of molecules, determined by their hydration properties, are discussed using the lipid membrane as an example. Accordingly, interesting water functions are introduced that provide beneficial information in the fields of biochemistry, medicine, and food chemistry.
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