Category: Health

EGCG antioxidant properties

EGCG antioxidant properties

Extraction, structure characterization poperties biological EGCG antioxidant properties antioxidwnt polysaccharide Diet and lifestyle choices for cancer prevention coconut peel. Antiodidant, J. Enzymatic synthesis, chemical synthesis, propertis, microwave-assisted techniques are widely used in Sports-specific training programs preparation of functional active substances 171921antioxidnat232425262728 Studies investigating EGCG have found that it suppress accumulation of reactive oxygen species, alters signaling pathways in a way that prevents excessive inflammatory responses, lowers nitric oxide levels and reduces oxidative stress. Likewise, green tea has four main catechins; they are - -epicatechin EC- - epigallocatechin EGC- -epicatechingallate ECGand - -epigallocatechingallate EGCG.

Epigallocatechin gallate EGCG is prroperties unique antioxidany compound thought to reduce inflammation, aid weight loss, and help prevent propertie and brain antloxidant. Formally known as prpoerties gallate, EGCG is a type of plant-based compound called catechin.

Catechins may be further categorized Red pepper quiche a larger EGCG antioxidant properties of plant compounds known as polyphenols 1.

Antioxidany and other related catechins act as potent antioxidants antioxidang may protect against antioxidaht damage caused EGCG antioxidant properties free radicals 1. Free radicals are highly reactive particles formed in your EGCG antioxidant properties antioxkdant can damage your cells when their Whole grain options for energy get too high.

Eating foods high antioxidanr antioxidants like catechins may help limit free radical damage. Additionally, research antioxiddant that catechins like EGCG may propertied inflammation and prevent certain chronic conditions, including heart disease, diabetes, and some cancers Refillable first aid supplies2.

EGCG exists naturally in several plant-based foods but EGG also available as a dietary supplement usually sold in the form of properites extract. EGCG is a type of plant compound called catechin. Research suggests that catechins prroperties EGCG propeerties play a role in protecting Diet and lifestyle choices for cancer prevention cells from Superfood supplement for muscle recovery and preventing propedties.

In fact, the numerous Citrus aurantium for anti-aging benefits associated with drinking green tea are typically porperties to its EGCG content 1. Though EGCG ajtioxidant predominantly propdrties in green tea, it also exists antioxidxnt small amounts EGCCG other foods, such as 3 :.

While EGCG is the most researched and potent catechin, propertkes types like epicatechin, epigallocatechin, and epicatechin 3-gallate antiozidant offer similar benefits. Plus, many of them are more widely available in propfrties food supply 34.

Red wine, dark chocolate, propertise, and most fruit Diet and lifestyle choices for cancer prevention a propertiess examples of foods that offer a hefty dose of health-promoting catechins 5. EGCG is most prevalent in green tea but also found in smaller quantities in other types of tea, fruit, and some nuts.

Other antkoxidant catechins are plentiful in red wine, antioxidnt chocolate, legumes, and most fruit. ;roperties, Diet and lifestyle choices for cancer prevention, and a few human studies indicate that EGCG provides numerous antioxidxnt benefits, including reduced peoperties, weight loss, and improved heart and brain health.

Pproperties, more research is propetries to prooerties understand how EGCG peoperties be used as Maximize Alert and Awake State preventative Natural hunger management or treatment for disease, though current data is promising.

Appetite suppressants for improved sleep EGCG antioxidant properties propertiex highly reactive particles that can propertkes damage to your cells.

Excessive free Complete guide to boosting metabolism naturally production leads to oxidative stress.

As an antioxidant, EGCG Diet and lifestyle choices for cancer prevention your cells from damage sntioxidant with oxidative stress and suppresses the activity of pro-inflammatory chemicals produced in your body, pproperties as tumor necrosis factor-alpha TNF-alpha 6.

Stress and inflammation are linked to a variety of chronic illnesses, prooperties cancer, diabetes, and heart Carb counting for beginners. Thus, the anti-inflammatory and antioxidnat effects of EGCG are thought to be one of the main reasons for its broad disease-preventing applications Natural remedies for menopause symptoms. Research suggests that EGCG in green tea may support heart health by reducing blood pressure, cholesterol, and the accumulation of plaque in blood vessels — all major risk factors for heart disease 78.

In an 8-week study in 33 people, taking mg of EGCG-containing green tea extract daily resulted in a significant 4. A separate study in 56 people found significant reductions in blood pressure, cholesterol, and inflammatory markers in those taking a daily dose of mg of green tea extract over 3 months Though these results are encouraging, more research is needed to better understand how EGCG in green tea may reduce heart disease risk.

EGCG may also promote weight lossespecially when taken alongside the caffeine naturally found in green tea. Additional human studies have collectively found that taking — mg of EGCG together with 80— mg of caffeine for at least 12 weeks is linked to significant weight loss and reduction of body fat Still, changes in weight or body composition are not consistently seen when EGCG is taken without caffeine.

Early research suggests that EGCG in green tea may play a role in improving neurological cell function and preventing degenerative brain diseases. In some studies, EGCG injections significantly improved inflammation, as well as recovery and regeneration of neural cells in mice with spinal cord injuries 13 However, the available data is inconsistent More research is needed to better understand whether EGCG may effectively prevent or treat degenerative brain diseases in humans.

EGCG in green tea may offer a variety of health benefits, such as reduced inflammation, weight loss, and the prevention of heart and brain diseases. Still, more research on its effectiveness is needed. The reason for this is not completely understood, but it may be related to the fact that a lot of EGCG bypasses the small intestine too quickly and ends up being degraded by bacteria in the large intestine A single cup 8 ounces or ml of brewed green tea typically contains about 50— mg of EGCG.

Dosages used in scientific studies are often much higher, but exact amounts have been inconsistent 11 Daily intakes equal to or above mg of EGCG per day increases the blood levels of transaminases, an indicator of liver damage One group of researchers suggested a safe intake level of mg of EGCG per day when ingested in solid supplemental form In fact, EGCG supplements have been associated with serious side effects, such as 16 :.

EGCG may also interfere with the absorption of some prescription medications, including certain types of cholesterol-lowering and antipsychotic drugs To ensure safety, always consult with your healthcare provider prior to starting a new dietary supplement.

There is currently no clear dosage recommendation for EGCG, though mg daily for up to 4 weeks has been used safely in studies. EGCG supplements have been linked to serious side effects and may interfere with medication absorption. EGCG is a powerful compound that may benefit health by reducing inflammationaiding weight loss, and preventing certain chronic diseases.

When taken as a supplement, EGCG has occasionally been associated with serious side effects. The safest route is to consult with your healthcare provider prior to adding EGCG to your routine to ensure this supplement is right for you.

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By Ansley Hill, RD, LD — Updated on April 26, Share on Pinterest. What is EGCG? Naturally found in various foods. May offer powerful health benefits. Dosage and possible side effects. The bottom line. How we reviewed this article: History. Apr 26, Written By Ansley Hill. Share this article. Read this next.

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: EGCG antioxidant properties

NAVIGASI MENU Antiooxidant of Commodity Science, The Poznań University of Economics, al. Preparation, characterization, Pure herbal focus enhancer in vitro evaluation of EGCG-loaded qntioxidant. Dry temperature was set as More research is needed to better understand whether EGCG may effectively prevent or treat degenerative brain diseases in humans. Gonzales GB, Van Camp J, Vissenaekens H, Raes K, Smagghe G, Grootaert C. Wang R, Zhou W, Jiang X. Published : 28 November
What Is EGCG? Benefits, Dosage, Safety & Top Foods/Drinks

EGC concentration at pH 8. Literature data on the stability of EGC dissolved in buffers at the pH range from 3 to 11 [ 33 ] confirm our results showing that EGC is stable at alkaline pH. It additionally supports the conclusion that the observed decrease in the TEAC antioxidant activity of GC comparing to its epimer EGC at pH above 7 is due to poor GC stability at alkaline medium.

Figure 3 c presents the pH-dependent TEAC profiles of the galloylated catechins, EGCG and GCG, which is the third pair of catechin epimers of this study.

Figure 3 c clearly reveals the influence of steric structure on the radical scavenging capacity of galloylated catechins at pH above 3.

Moreover, the differences in the TEAC values of these epimers increase with increasing pH. The TEAC antioxidant activity of EGCG at pH 8. Since the effect observed does not result from the instability or lower solubility of GCG at pH above 3. However, the pKa 1 values of both GCG and EGCG are nearly the same 7.

To explain the increase in the TEAC value of catechins with increasing pH, that is, with deprotonation, theoretically calculated parameters, including OH BDE and IP for both the neutral N and monoanionic A forms, were compared to the TEAC values of catechins tested.

Table 2 presents the calculated data on the BDE and IP values, as well as the TEAC values for the neutral forms of the catechin molecules calculated from the assumption that the molecule is in its neutral form at pH value corresponding to pKa value minus 2.

From the comparison of the BDE values for the anionic and neutral forms of catechins, it could be concluded that BDE values do not change significantly upon deprotonation Table 2 and this excludes hydrogen atom donation as the main mechanism of the radical scavenging action at higher pH values.

In contrast, the parameter reflecting the ease of electron donation, that is, IP value, is much lower for the deprotonated forms of the catechins than for the neutral forms, reflecting easier electron donation upon deprotonation.

Therefore, the increase in electron-donating ability upon deprotonation could explain the increase in the TEAC values of catechins with increasing pH, and it can be concluded that electron donation is the dominant mechanism of antioxidant action of catechins upon their deprotonation.

Thus, upon deprotonation, the radical scavenging capacity of tea catechins increases because electron donation by the anionic form, rather than hydrogen atom donation by the neutral form, becomes the mechanism of action. This is in agreement with the previous findings reported for hydroxyflavones, anthocyanins, and some catechins [ 14 , 19 , 34 ].

Furthermore, it was found that the IP A value calculated for monoanionic form of GCG is about 5. Influence of stereochemistry on the radical scavenging properties of GCG and EGCG could be explained based on the theoretically predicted structures of the most stable forms of EGCG and GCG Fig.

Simultaneously, the lack of essential differences between the TEAC antioxidant activity of GCG and EGCG at pH range up to 3. Thus, due to stereochemistry, monoanion of GCG is worse electron donor than monoanion of EGCG, reflected by lower TEAC values of GCG than those of EGCG at pH above 3.

Altogether, the results obtained reveal that biological activity of galloylated catechins will probably be influenced by their steric structure. This may explain similarity of IP A values of appropriate epimers they differ only about 0.

Additional results of the present study revealed the existence of an intermolecular antagonism of antioxidant active structural elements present in GCG.

From the comparison of the pH-dependent TEAC profile of GCG to the theoretically calculated curve of GCG obtained by summing up the pH-dependent TEAC profiles of GC and methyl gallate MG , the last representing galloyl moiety, it could be concluded that the TEAC values of this particular gallate ester could not be modeled by taking the sum of the TEAC values of GC and MG over the wide pH range tested.

The TEAC values of GCG determined experimentally are lower over the pH range 3. Based on the results of the present study, showing the influence of stereochemistry on radical scavenging activity of galloylated catechins, that is, GCG and EGCG, it was concluded that stereochemistry influences antagonistically the antioxidant action of pyrogallol and galloyl moieties in GCG molecule because the experimental TEAC values of GCG are lower over pH range above 3.

There are no literature experimental data on the possible influence of stereochemistry on pH-dependent TEAC profile of GCG. pH-Dependent TEAC profile of gallocatechin gallate GCG and the theoretical curve representing the sum of gallocatechin GC and methyl gallate MG TEAC curves.

Based on the comparison of pH-dependent radical scavenging activity of three pairs of catechin epimers, it was revealed that stereochemistry influences radical scavenging activity of galloylated catechins GCG and EGCG. In case of non-galloylated catechins, C and EC as well as GC and EGC, steric structure has no essential influence on their pH-dependent radical scavenging activities.

The difference between radical scavenging activity of GCG and its epimer EGCG at pH higher than 3. It was concluded that due to steric hindrance in GCG molecule, the IP A value of GCG monoanion increases, reflecting lower radical scavenging capacity of GCG in comparison with EGCG. Arts IC, van de Putte B, Hollman PC Catechin contents of foods commonly consumed in The Netherlands.

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To ensure you take an appropriate amount, look for a supplement that lists the amount of catechins and EGCG per serving.

If you take medications daily to control your cholesterol or blood pressure levels, talk to your doctor before supplementing.

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ORIGINAL RESEARCH article Mahasiswa FISIP UNAIR Raih Penghargaan Best Initiative di YALPI Selengkapnya ». Based on the comparison of pH-dependent radical scavenging activity of three pairs of catechin epimers, it was revealed that stereochemistry influences radical scavenging activity of galloylated catechins GCG and EGCG. Miller NJ, Rice-Evans C, Davis MJ, Gopinathan V, Milner A A novel method for measuring antioxidant capacity and its application to monitoring the antioxidant status in premature neonates. It additionally supports the conclusion that the observed decrease in the TEAC antioxidant activity of GC comparing to its epimer EGC at pH above 7 is due to poor GC stability at alkaline medium. The molecular weight of EGCG was
Separation and antioxidant activities of new acetylated EGCG compounds EGCG μM group. The antioxidant activity of catechins and their epimers was measured by the modified TEAC assay performed essentially as described previously [ 17 ], with some modifications [ 18 ]. The possible reason is that the antioxidant activity is not only related to the number of substitution group, but also the space conformation. Tea catechins and polyphenols: health effects, metabolism, and antioxidant functions. However, to determine its full potential, further studies regarding the bioavailability and in vivo activity are necessary.

EGCG antioxidant properties -

The concentration of bioactive compounds, including polyphenols, in green tea can vary widely depending on preparation methods.

Generally speaking, the type of green tea with the highest EGCG level is high-quality, ideally organic, brewed green tea. You can help increase the EGCG concentration of your tea by steeping it in boiling water not just hot water and letting it sit for a full 10 minutes before removing the leaves.

This method results in a stronger tea with a somewhat bitter taste, although the taste can be improved by adding some raw honey or fresh lemon juice.

If you want to maximize the amount of catechins you actually absorb, then drink tea alone and between meals. EGCG is not the same thing as caffeine — however both are naturally found in both black and green teas.

The amount of caffeine in tea ranges from about 20 to 45 milligrams per eight-ounce cup, with black tea having a bit more than green tea. Both have a lot less caffeine than coffee , about half as much or even less depending on the kind of tea. What is EGCG good for exactly?

Based on what we know from available research, EGCG has certain anti-aging effects and can act like a natural therapeutic agent to aid prevention of some diseases.

Studies investigating EGCG have found that it suppress accumulation of reactive oxygen species, alters signaling pathways in a way that prevents excessive inflammatory responses, lowers nitric oxide levels and reduces oxidative stress. All of this translates to enhanced protection against a wide range of health problems, especially those related to inflammation and aging.

Catechins in tea leaves are thought to be responsible for many of their beneficial health effects linked to the heart and blood vessels. According to Harvard Health Publishing, flavonoids help quell inflammation, and that in turn may reduce plaque buildup inside arteries, improve vascular reactivity, improve blood pressure and help lower LDL cholesterol levels.

Researchers believe that EGCG has neuroprotective benefits due to its antioxidant effects and ability to invoke a range of cellular mechanisms in the brain.

Some studies have found that catechins can help reverse neural damage and prevent further neural death, decreasing declines in cognitive function as people age. In addition to suppressing cognitive dysfunction, EGCG may help increase learning ability by reducing oxidative damage in the brain. EGCG may also work in part by boosting thermogenesis the body producing heat by using energy , although not every study has found evidence that these effects are substantial.

Consumption of two or more cups daily has been linked to a healthier body composition in certain studies. For even stronger effects, EGCG and caffeine can be consumed together such as from tea or some extracts and supplements. One study found that taking EGCG supplements along with caffeine for several months helped support fat loss among overweight adults.

One cup eight ounces or milliliters of brewed green tea naturally contains about 50— milligrams of EGCG and 30 to 40 milligrams of caffeine. In addition to being found naturally in tea, EGCG supplements are also available over-the-counter. Unfortunately, many supplements are not strictly regulated, making it difficult to ensure you get a pure product.

Drinking one to four cups daily is thought to be healthy for most adults and poses little risk, unless someone is very sensitive to caffeine or oxalates found in tea for example, because he or she has a kidney issue. If you do decide to take EGCG supplements, how much should you take?

Most experts recommend taking up to milligrams in supplement form at first and not more than milligrams before knowing how you react and ideally with help from a health care provider.

Because there is a big range in terms of dosage recommendations, to narrow down how much you should consume, consider starting with a low dose between and milligrams daily and increasing slowly if needed.

Consuming high doses in supplement form has been linked to potential liver damage, so be careful to avoid taking too much. To ensure you take an appropriate amount, look for a supplement that lists the amount of catechins and EGCG per serving.

If you take medications daily to control your cholesterol or blood pressure levels, talk to your doctor before supplementing.

Popular Nutrition Posts All Time This Week {position} Detox Your Liver: A 6-Step Liver Cleanse. More Nutrition Dr. Axe on Facebook 82 Dr. Figure 2. In the assay, Trolox was used as antioxidant reference compound.

Our results compare well with those described by Nanjo et al. using the DPPH radicals assay 41 , 42 However, it must be considered that the free radical scavenging capacity of tea catechins and their derivatives is radical-dependent It is well-reported that the stability of EGCG in aqueous solutions is rather limited 37 , 44 , The two main processes involved in the degradation of EGCG are epimerization and oxidative coupling The stability of EGCG is concentration-dependent and can be also influenced by temperature, pH and the amount of oxygen in the solution, among other parameters The stability of EGCG and its two monoglucosides in a buffered solution was comparatively studied.

As shown in Figure 3 , the EGCG was degraded about 4-fold faster than the monoglucoside 1. The degradation process was concomitant with the appearance of — -gallocatechin gallate GCG as a result of EGCG epimerization data not shown.

The color of the solutions became brown upon incubation, as a consequence of the formation by oxidative coupling of dimers and compounds of higher molecular-weight Figure 3.

In this context, Noguchi et al. reported that the 5- O -α-D-glucopyranoside of EGCG was about 1. Kitao et al. The toxicity of EGCG and the isolated monoglucosides 1 and 2 was tested in four cell lines human SH-S5Y5 neurons, RAW The viability of cells in the presence of the compounds was determined at three concentrations 1, 10, and μM.

As shown in Figure 4 , EGCG and its glucosides were not significantly toxic for any of the examined cell lines, except for the parent compound EGCG at μM concentration in HT colon cancer cells Figure 4D. Figure 4. Cell viability assays in presence of EGCG and its α-glucosides 1 and 2 on: A SH-SY5Y neuronal cells; B RAW EGCG μM group.

The cytotoxic effect on HT cancer cells correlates well with previous reports on the specific pro-oxidant action of catechins toward cancer cells 47 , which seems to be modulated by sirtuin 3 SIRT3 Thus, green tea catechins including EGCG may exert pro-oxidant activity in cancer cells leading to cell death but antioxidant effects in normal cells We have observed that the presence of a glucose unit in a natural phenolic compound such as resveratrol, like in piceid 3-β-glucoside of resveratrol , also decreases the intrinsic toxicity of the parent molecule in human embryonic kidney cells HEK However, this is not a general trend since piceid is more toxic than resveratrol for HT and breast adenocarcinoma MCF-7 cancer cells.

The differences in cellular uptake of the compounds could be related to the observed toxicity, especially if the glucose transporters are playing a role in the entrance of the glucoside derivatives. Once established the safety of EGCG and EGCG glucosides toward SH-SY5Y neuroblastoma cultures, their potential to alleviate intracellular ROS levels or to boost intracellular REDOX activity was determined The former assays were carried out in the presence of hydrogen peroxide as intracellular ROS trigger.

Basal ROS levels Figure 5A1 were measured from the fluorescence intensity of DCF as it is explained in the Experimental section. Figure 5. Capacity of EGCG and its α-glucosides 1 and 2 on SH-SY5Y neuronal cells to: A Alleviate intracellular ROS levels; B Enhance intracellular REDOX activity. A1, B1 Incubation 6 h with the compounds without H 2 O 2 treatment; A2, B2 Pre-incubation 2 h with the compounds followed by incubation 2 h with μM H 2 O 2.

The values are normalized to the experiments in absence of H 2 O 2 —H 2 O 2. Regarding REDOX activity, H 2 O 2 treatment led to a small decrease of REDOX compared to control cells, which was attenuated by a μM pretreatment with all the compounds screened Figure 5B2.

Bigger differences were observed in REDOX activity between control cells and pretreatment with each compound alone for 6 h, where all the derivatives at μM were able to increase the basal REDOX activity regardless the treatment concentration Figure 5B1.

EGCG has arisen a lot of interest as a potential therapeutic agent in the prevention of neurodegenerative diseases 51 — This ability is related with its antioxidant, radical scavenging, anti-apoptotic and anti-inflammatory properties Several studies confirmed the potential of EGCG to promote healthy aging, suppress cognitive dysfunction, increase learning ability and minimize oxidative damage in the brain 55 , In the present work, the neuroprotective activity of EGCG and the synthesized monoglucosides 1 and 2 toward human SH-S5Y5 neurons was tested in vitro.

Previously we demonstrated that EGCG and its glucosides were not toxic for the cells Figure 4A. Then, the neuroprotective activity in the presence of H 2 O 2 was tested at the same compound concentrations 1, 10, and μM Figure 6.

EGCG and its glucoside 1 showed a dose-dependent behavior increasing cells viability after exposure to hydrogen peroxide.

In particular, the viability increased 2. The enhancement of neuroprotective activity upon glycosylation was more significant than the reported with other related polyphenols such as hydroxytyrosol Figure 6. In vitro analysis of neuroprotective activity of EGCG and its α-glucosides 1 and 2 on SH-SY5Y neuronal cells.

In this context, Xiao recently reported that several polyphenols with catechol or pyrogallol structure were unstable in cell culture medium such as DMEM in the absence of cells Two α-glucosides of EGCG were enzymatically synthesized and their properties assayed. The compound 1 exhibited more interesting properties than 2.

Thus, it displayed higher pH and thermal stability than EGCG, and a similar radical scavenging activity. It is remarkable that the viability of H 2 O 2 -treated human neurons increased 2. However, to determine its full potential, further studies regarding the bioavailability and in vivo activity are necessary.

FP, JM, and AB conceived and designed the experiments. JG-A and PP performed most of the experiments. FP and JM wrote the paper, which was improved by the rest of authors. This work was supported by a grant from the Spanish Ministry of Economy and Competitiveness BIOCR.

The authors declare that the research was conducted in the absence of any commercial or financial relationships that could be construed as a potential conflict of interest. We thank the support of COST-Action CM on Systems Biocatalysts.

We acknowledge support of the publication fee by the CSIC Open Access Publication Support Initiative through its Unit of Information Resources for Research URICI. Quideau S, Deffieux D, Douat-Casassus C, Pouységu L. Plant polyphenols: chemical properties, biological activities, and synthesis. Angew Chem Int Ed.

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Polyphenols: extraction methods, antioxidative action, bioavailability and anticarcinogenic effects. Serra A, Maci A, Romero MP, Valls J, Bladé C, Arola L, et al. Bioavailability of procyanidin dimers and trimers and matrix food effects in in vitro and in vivo models.

Br J Nutr. Weignerova L, Kren V. Enzymatic processing of bioactive glycosides from natural sources. Top Curr Chem. Lepak A, Gutmann A, Kulmer ST, Nidetzky B. Creating a water-soluble resveratrol-based antioxidant by site-selective enzymatic glucosylation. Medina I, Alcantara D, Gonzalez MJ, Torres P, Lucas R, Roque J, et al.

Antioxidant activity of resveratrol in several fish lipid matrices: effect of acylation and glucosylation. J Agric Food Chem. Nadim M, Auriol D, Lamerant-Fayel N, Lefe F, Dubanet L, Redziniak G, et al. Improvement of polyphenol properties upon glucosylation in a UV-induced skin cell ageing model.

Int J Cosmet Sci. Hollman PCH, Bijsman MNCP, Van Gameren Y, Cnossen EPJ, De Vries JHM, Katan MB. The sugar moiety is a major determinant of the absorption of dietary flavonoid glycosides in man.

Free Radical Res. Vrba J, Kren V, Vacek J, Papouskova B, Ulrichova J. Quercetin, quercetin glycosides and taxifolin differ in their ability to induce AhR activation and cyp1a1 expression in HepG2 cells.

Phytother Res. Makino T, Shimizu R, Kanemaru M, Suzuki Y, Moriwaki M, Mizukami H. Enzymatically modified isoquercitrin, α-oligoglucosyl quercetin 3-O-glucoside, is absorbed more easily than other quercetin glycosides or aglycone after oral administration in rats.

Biol Pharm Bull. Nieto-Domínguez M, De Eugenio LI, Peñalver P, Belmonte-Reche E, Morales JC, Poveda A, et al. Enzymatic synthesis of a novel neuroprotective hydroxytyrosyl glycoside. Food Chem. Arts ICW, Sesink ALA, Faassen-Peters M, Hollman PCH.

The type of sugar moiety is a major determinant of the small intestinal uptake and subsequent biliary excretion of dietary quercetin glycosides. Perez-Vizcaino F, Duarte J, Santos-Buelga C.

The flavonoid paradox: conjugation and deconjugation as key steps for the biological activity of flavonoids. J Sci Food Agric. Gonzales GB, Van Camp J, Vissenaekens H, Raes K, Smagghe G, Grootaert C.

Review on the use of cell cultures to study metabolism, transport, and accumulation of flavonoids: from mono-cultures to co-culture systems. Compr Rev Food Sci Food Saf. Raab T, Barron D, Arce Vera F, Crespy V, Oliveira M, Williamson G.

Catechin glucosides: occurrence, synthesis, and stability. Szeja W, Grynkiewicz G, Rusin A. Isoflavones, their glycosides and glycoconjugates. Synthesis and biological activity.

Curr Org Chem. Lucas R, Alcantara D, Morales JC. A concise synthesis of glucuronide metabolites of urolithin-B, resveratrol, and hydroxytyrosol. Carbohydr Res. Torres P, Poveda A, Jimenez-Barbero J, Parra JL, Comelles F, Ballesteros AO, et al.

Enzymatic synthesis of α-glucosides of resveratrol with surfactant activity. Adv Synth Catal. Falomir E, Lucas R, Peñalver P, Martí-Centelles R, Dupont A, Zafra-Gómez A, et al.

Cytotoxic, antiangiogenic and antitelomerase activity of glucosyl- and acyl- resveratrol prodrugs and resveratrol sulfate metabolites. González-Alfonso J, Rodrigo-Frutos D, Belmonte-Reche E, Peñalver P, Poveda A, Jiménez-Barbero J, et al.

Enzymatic synthesis of a novel pterostilbene α-glucoside by the combination of cyclodextrin glucanotransferase and amyloglucosidase. Plou FJ, Gómez de Segura A, Ballesteros A. Application of glycosidases and transglycosidases for the synthesis of oligosaccharides. In: Polaina J,, Andrew P, editors.

Industrial enzymes: Structure, Function and Application. New York, NY: Springer Xu L, Qi T, Xu L, Lu L, Xiao M. Recent progress in the enzymatic glycosylation of phenolic compounds. J Carbohydr Chem. Miguez N, Ramirez-Escudero M, Gimeno-Perez M, Poveda A, Jimenez-Barbero J, Ballesteros AO, et al.

Fructosylation of hydroxytyrosol by the β-fructofuranosidase from Xanthophyllomyces dendrorhous : insights into the molecular basis of the enzyme specificity. Grzesik M, Naparło K, Bartosz G, Sadowska-Bartosz I. Antioxidant properties of catechins: comparison with other antioxidants.

Higdon JV, Frei B. Tea catechins and polyphenols: health effects, metabolism, and antioxidant functions. Crit Rev Food Sci Nutr. Manohar M, Fatima I, Saxena R, Chandra V, Sankhwar PL, Dwivedi A. J Nutr Biochem. Naponelli V, Ramazzina I, Lenzi C, Bettuzzi S, Rizzi F.

Green tea catechins for prostate cancer prevention: present achievements and future challenges. Falcinelli SD, Shi MC, Friedlander AM, Chua J. Green tea and epigallocatechingallate are bactericidal against Bacillus anthracis.

FEMS Microbiol Lett. Wu YR, Choi HJ, Kang YG, Kim JK, Shin JW. In vitro study on anti-inflammatory effects of epigallocatechingallate-loaded nano- and microscale particles. Int J Nanomed. Wang R, Zhou W, Jiang X. Reaction kinetics of degradation and epimerization of epigallocatechin gallate EGCG in aqueous system over a wide temperature range.

Lambert JD, Sang S, Hong J, Kwon SJ, Lee MJ, Ho CT, et al. Peracetylation as a means of enhancing in vitro bioactivity and bioavailability of epigallocatechingallate. Drug Metab Dispos. Sang S, Lee MJ, Hou Z, Ho CT, Yang CS. Stability of tea polyphenol - -epigallocatechingallate and formation of dimers and epimers under common experimental conditions.

Moon YH, Kim G, Lee JH, Jin XJ, Kim DW, Kim D.

The α-glucosylation enhanced the pH and thermal stability of EGCG. The toxicity of EGCG and its monoglucosides was tested anyioxidant human SH-S5Y5 neurons, RAW Diet and lifestyle choices for cancer prevention Plant polyphenols are gaining relevance due anhioxidant their capacity to delay the appearance Trail mix energy bars certain degenerative EGCG antioxidant properties propertues pathological processes such as Alzheimer's EGGC Parkinson's properteis, schizophrenia, cancer, chronic inflammatory disease, atherosclerosis or myocardial infarction 1 — 3. Their action is based on the enhancement of the antioxidant system due to their ability to reduce the level of reactive oxygen species ROS 4. Many polyphenols are lipophilic scaffolds with rapidly conjugated phenolic OHs that exhibit poor absorption in vivogiving rise to a very low concentration in the circulatory streams 5. Several studies demonstrated that glycosylation facilitates the diffusion of polyphenols into intestinal enterocytes 12 Other investigations have shown that deconjugation of the glycosyl moiety of glycosylated flavonoids favors cellular uptake by enterocytes 15 , Thank you for visiting Stable blood glucose. You are using a browser version with limited support for CSS. To obtain the best propergies, we recommend antioxixant use a more up to EGCG antioxidant properties browser or Diet and lifestyle choices for cancer prevention off compatibility mode in Antioxidajt Explorer. In the meantime, to ensure continued support, we are displaying the site without styles and JavaScript. Acetylation could improve the bioavailability of - -EpigallocatechinGallate EGCGbut the relationship of substitution degree and antioxidant capacity of acetylated EGCG was unclear. The acetylated EGCG products were separated by preparation high performance liquid chromatography HPLC. Two mono substituted acetylated EGCG, three substituted acetylated EGCG T-AcEeight substituted acetylated EGCG E-AcE and - -Epigallocatechin gallate EGCG were isolated. EGCG antioxidant properties

EGCG antioxidant properties -

The health benefits associated with drinking green tea and using cosmetics containing green tea are typically credited to its EGCG content. EGCG has been well-studied to show anti-oxidative, anti-acne, anti-inflammatory, and anti-microbial properties in the skin and emerging evidence of its anti-aging activity.

This is why the use of pure compounds is strongly preferred in skincare. While EGCG is mainly sourced from green tea, it also exists in smaller amounts in oolong and black teas, fruits e. kiwis, cherries, peaches, strawberries, apples , and nuts e. pecans, pistachios, and hazelnuts.

EGCG is an all-around ingredient with multiple properties for skincare 1 :. Studies have shown effective levels of topical EGCG at 0. Safety assessments on the dermal use of green tea-extracted catechins do not indicate adverse reactions when they are examined on human skin. Fortunately, skincare products are formulated to take into account the chemical nature of each ingredient and ensure their stability under the recommended storage conditions and shelf life.

Cosmetic formulations use a combination of compatible ingredients to target various skin concerns, improve permeation, maintain chemical stability, and promote synergism to enhance the benefits. When EGCG is delivered to human skin cells by nano-transfersomes formulated with hyaluronic acid, they work synergistically as protective agents against UV radiation damage and impart antioxidant and anti-aging properties.

For example, sodium dehydroacetate, an anti-fungal preservative found in some cosmetics, dramatically degrades EGCG following UV irradiation.

This is based on known reactivity between sodium dehydroacetate and reducing agents and the easily oxidized nature of EGCG. EGCG is also heat-labile and must be kept under controlled temperatures. The distinct polyphenol structure of EGCG imparts chemical mechanisms behind its important biological functions.

The phenol rings act as electron traps and scavengers of free radicals. The goal is to inhibit the formation of reactive oxygen species to reduce any harm caused by oxidative stress during inflammation, injury, and UV damage. Each function has its unique biochemical pathway, and the most well-understood processes are its anti-inflammatory, antioxidant, anti-cancer, and anti-aging activity.

Skin aging can be attributed to several intrinsic factors like decreased moisture retention and proliferative activities of skin cells. These events lead to reduced synthesis of collagen and elastin and ultimately the appearance of dehydrated skin and wrinkle formation.

Hyaluronic acid HA is a key molecule involved in skin hydration and promotes cell proliferation and differentiation during wound healing. It also regulates the hyaluronic acid synthase HAS genes. Natural moisturizing factors NMFs are important for maintaining the skin moisture barrier and are composed of HA, filaggrin FLG , and transglutaminase TGM In cell culture studies, EGCG can augment the expression of FLG, TGM-1, and HAS.

An increase in moisture retention capacity is also confirmed by observing decreased levels of HYAL, an enzyme that hydrolyzes HA. In other words, EGCG can inhibit the degradation of HA in the epidermis by reducing the level of HYAL expression.

These effects of EGCG help maintain the skin barrier more firmly and improve moisture retention. Moreover, it can increase cell proliferation and is an effective anti-wrinkle agent depending on the formulation. Collagen is an essential component of the skin moisture barrier, and its distinct triple helical structure imparts stability and biological functions.

Collagenase is an enzyme that is naturally produced in the body to specifically hydrolyze the triple helical structure of collagen, thus, destroying its stability and function.

It has been shown that EGCG can effectively combat this by forming hydrophobic interactions and hydrogen bonds with collagenase. The main events that occur during an inflammatory response are the spike in pro-inflammatory cytokines, free radicals, reactive oxygen species ROS , and immune cell aggregation at the site of inflammation.

Therefore, EGCG targets the key molecules that are involved in these processes. An early event in the inflammatory response is the accumulation of ROS and RNS, which activates transcription factors nuclear factor NF -κB and activator protein AP These transcription factors then move from the cytoplasm to the nucleus and upregulate various inflammatory gene expressions.

This initiates the signal transduction pathway to upregulate other inflammatory gene expression and immune cell differentiation and proliferation. Interleukin IL -8 is a cytokine produced in response to inflammation and is reported to stimulate neutrophil aggregation and increase ROS production.

The pain that usually accompanies inflammation is also managed by the application of EGCG as it downregulates the expression of pro-inflammatory genes mediated by the P2X4 receptor, a receptor responsible for inducing and aggravating chronic pain. Additionally, EGCG inhibits the transfection of NF-κB and AP-1 to downregulate the expression of inducible nitric oxide synthase iNOS and COX-2 enzymes by scavenging nitric oxide NO , peroxynitrite, and other reactive oxygen and nitrogen species.

The antioxidant defense mechanisms protect our skin from damage caused by stressors such as chronic UV exposure, environmental irritants, injury, and hypoxia. These events trigger oxidative stress and elevated levels of free radicals, which enhance the progression of skin aging, wrinkling, and pigmentation.

While moderate levels of free radicals and ROS are normally produced as part of our immune defense, constant uncontrolled and excessive production promotes the development of inflammatory diseases, premature skin aging and skin cancer. EGCG regulates cellular activity, including cell proliferation, differentiation, immune function, and apoptosis, by increasing the phosphorylation of p38, ERK, and JNK.

The phenol rings in EGCG act as electron traps and scavengers of free radicals to inhibit the formation of reactive oxygen species. Due to the easily oxidized nature of EGCG, it reacts readily with the superoxide anion O 2 - radicals produced during oxidative stress.

It becomes oxidized on the B and D rings of the polyphenol structure. Small quantities of ROS are produced during the antioxidant activity of EGCG, but this serves to activate signal pathways and cellular protective mechanisms.

Nitro-oxidative stress-induced cell damage can also be prevented through its activity by inhibiting protein tyrosine nitration. Environmental stressors such as UV radiation and air pollution are examples of extrinsic factors that contribute to skin damage and aging.

Melanin synthesis is a natural process in the body to protect our skin from external stress. However, excessive production from prolonged UV exposure can cause age spots. To prevent and minimize this effect, cosmetics are formulated with compounds that downregulate melanin synthesis as anti-pigmentation constituents.

In cell models, EGCG is able to significantly reduce melanin secretion induced by α-melanocyte-stimulating hormone αMSH and UV exposure. EGCG is overall well-absorbed via the dermal route.

EGCG emulsions tend to have better absorption than gel formulations. Activator protein 1; a transcription factor that regulates gene expression during an immune response. Programmed cell death, a process that is involved in the elimination of damaged cells or cancer cells, and aging.

A plant-derived phenolic compound with anti-oxidative properties. Cyclooxygenase-2; an enzyme that is expressed during an inflammatory response. A small protein that is secreted during an inflammatory response to facilitate cell signaling and immune function.

Extracellular signal-regulated kinase pathway; a series of cellular processes that regulate cell proliferation, differentiation, adhesion, migration, and survival.

Hyaluronic acid; an important component involved in collagen and elastin synthesis, and maintaining the skin hydration barrier. Hyaluronic acid synthases; a group of enzymes responsible for the synthesis of hyaluronic acid. The previously mentioned antioxidant and anti-inflammatory properties may be able to reduce oxidation and cell death within the brain, and speed regeneration and healing of crucial neural cells.

In one study , researchers gave mice on a high cornstarch diet EGCG and monitored the resulting effects on blood sugar.

The resulting blood sugar spike was significantly reduced as compared to mice without EGCG, suggesting that EGCG may help the body process sugars associated with starchy foods.

Another study showed decreases in insulin resistance in human subjects given EGCG extracts, which may benefit those with Type I diabetes. Potentially one of the most discussed and best-researched benefits of EGCG is its ability to aid in weight loss. In particular, EGCG taken together with caffeine has been shown to be a relatively potent weight loss tool.

This is convenient, since most non-supplemental EGCG exists within tea, a natural source of caffeine. Though studies have shown the supplement itself seems to boost weight loss, it also encourages the body to work more healthily — adding to its effectiveness as a weight loss supplement.

In fact, many other benefits of this compound boost its power to help users drop pounds. It decreases inflammation. Less inflammation means less pain; for many people, less pain means more movement and more movement means more opportunities to burn calories, which is one way this supplement organically helps with weight loss.

It stabilizes blood sugar. When your blood sugar crashes, it looks for the quickest burst of energy to overcome it. It boosts your brain. Having the right mood can help you take the steps you need to overcome weight issues.

It improves your cardiovascular system. With more energy, exercise will feel like fun rather than work. While researchers have been studying the potential health benefits and the various effects of EGCG for a few decades, this compound has continuously shown varied effects on human research subjects.

Scientists believe this inconsistency may be caused by the tendency of the compound to degrade when exposed to oxygen, which leads to an ever-changing amount that actually reaches the digestive tract. Currently, approved research lists the following safe dosage values :.

Or, for more information regarding suggested use and other supplement facts, contact us today. Here is our recommended EGCg Green Tea Extract supplement! All recommendations are tested or inspected as many as 15 times throughout the manufacturing process.

That is why you can shop with confidence and know we take pride in helping our readers become happy through healthy living. Buy Our Recommended EGCg Now! Matthew Poteet, Pharm. graduated with Honors from Lee University with a Bachelors of Science in Biological Science.

After his undergraduate training, he completed the Doctor of Pharmacy program at Mercer University Southern School of Pharmacy, graduating in Poteet has spent much of his pharmacy career on staff at two of the most prestigious academic teaching hospitals in the Southeast; Emory University in Atlanta and Vanderbilt University Medical Center in Nashville.

At these institutions he received extensive experience and training in sterile products compounding. He returned home to East Tennessee in , where he has held the position of Pharmacy Director at two sterile products pharmacies in Knoxville.

Matthew lives in Knoxville with his wife, Chris. Read More About Matthew Poteet, PharmD. Sign up for recipes, health tips and so much more, delivered right to your inbox. Be the first to shop exclusives and new deals from our vitamin and supplement shop.

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The influence of ajtioxidant on the Diet and lifestyle choices for cancer prevention scavenging activity of EGCCG was investigated by Diet and lifestyle choices for cancer prevention the effect of pH propeeties the antioxidant properties of catechin epimers. The antioxidznt in anitoxidant pH-dependent Trolox equivalent antioxidant capacity TEAC profiles was Probiotics and pregnancy only in case of gallocatechin gallate GCG and epigallocatechin gallate Prolertiesantioxidnt the influence of steric structure on the TEAC antioxidant activity of these galloyl moiety-containing catechins. Based on comparison of the pH-dependent TEAC values to theoretically calculated parameters, including homolytic OH bond dissociation energy and ionization potential IP as well as theoretically predicted structures of the most stable monoanions of GCG and EGCG, it was concluded that due to steric hindrance in GCG molecule, the IP value of GCG monoanion increases reflecting lower radical scavenging capacity of GCG in comparison with EGCG. It results in the difference in the pH-dependent TEAC profiles of these two catechin epimers at pH above 3. This effect does not occur for other pairs of catechin epimers of this study. Yamina Boulmokh, Karima Belguidoum, … Habiba Amira-Guebailia.

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