Isolation and structural elucidation of dimeric epigallocatechin-3-gallate autoxidation products and their antioxidant capacity

Published Data ◽

Dietary Polyphenols ◽

Cellular Effects ◽

AbstractDietary polyphenols like epigallocatechin-3-gallate (EGCG)—which represents the most abundant flavan-3-ol in green tea—are subject of several studies regarding their bioactivity and health-related properties. On many occasions, cell culture or in vitro experiments form the basis of published data. Although the stability of these compounds is observed to be low, many reported effects are directly related to the parent compounds whereas the impact of EGCG degradation and autoxidation products is not yet understood and merely studied. EGCG autoxidation products like its dimers theasinensin A and D, “P2” and oolongtheanin are yet to be characterized in the same extent as their parental polyphenol. However, to investigate the bioactivity of autoxidation products—which would minimize the discrepancy between in vitro and in vivo data—isolation and structure elucidation techniques are urgently needed. In this study, a new protocol to acquire the dimers theasinensin A and D as well as oolongtheanin is depicted, including a variety of spectroscopic and quadrupole time-of-flight high-resolution mass spectrometric (qTOF-HRMS) data to characterize and assign these isolates. Through nuclear magnetic resonance (NMR) spectroscopy, polarimetry, and especially circular dichroism (CD) spectroscopy after enzymatic hydrolysis the complementary atropisomeric stereochemistry of the isolated theasinensins is illuminated and elucidated. Lastly, a direct comparison between the isolated EGCG autoxidation products and the monomer itself is carried out regarding their antioxidant properties featuring Trolox equivalent antioxidant capacity (TEAC) values. These findings help to characterize these products regarding their cellular effects and—which is of special interest in the flavonoid group—their redox properties.

The Potential of Parsley Polyphenols and Their Antioxidant Capacity to Help in the Treatment of Depression and Anxiety: An In Vivo Subacute Study

Molecules ◽

10.3390/molecules26072009 ◽

2021 ◽

Vol 26 (7) ◽

pp. 2009

Author(s):

Imane Es-safi ◽

Hamza Mechchate ◽

Amal Amaghnouje ◽

Omkulthom Mohamed Al Kamaly ◽

Fatima Zahra Jawhari ◽

...

Keyword(s):

Antioxidant Capacity ◽

Mental Health Problems ◽

Antioxidant Properties ◽

Antidepressant Activity ◽

Depression And Anxiety ◽

Promising Alternative ◽

Immobility Time ◽

Depression and anxiety are major mental health problems in all parts of the world. These illnesses are associated with a number of risk factors, including oxidative stress. Psychotropic drugs of a chemical nature have demonstrated several side effects that elevated the impact of those illnesses. Faced with this situation, natural products appear to be a promising alternative. The aim of this study was to evaluate the anxiolytic and antidepressant effects of the Petroselinum sativum polyphenols in vivo, as well as its correlated antioxidant properties in vitro. Anxiolytic activity of the extract (50 and 100 mg/kg) was evaluated using the open field and the light-dark chamber tests, while the antidepressant activity was evaluated using the forced swimming test. The antioxidant activity of the extract was evaluated by the 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical test and the FRAP (iron-reducing capacity) test. The phenolic extract showed very powerful anxiolytic and antidepressant-like effects, especially at a dose of 100 mg/kg, decreasing the depressive behavior in mice (decreased immobility time) and also the anxiolytic behavior (tendency for discovery in the center and illuminated areas) better even than those of paroxetine and bromazepam (classic drugs) concomitant with those results the extract also showed an important antioxidant capacity. These preliminary results suggest that Petroselinum sativum exhibits anxiolytic and antidepressant potential for use as a complement or independent phytomedicine to treat depression and anxiety.

The Role of Polyphenols in the Modulation of Plasma Non-Enzymatic Antioxidant Capacity (NEAC)

International Journal for Vitamin and Nutrition Research ◽

10.1024/0300-9831/a000116 ◽

2012 ◽

Vol 82 (3) ◽

pp. 228-232 ◽

Cited By ~ 7

Author(s):

Mauro Serafini ◽

Giuseppa Morabito

Keyword(s):

Antioxidant Capacity ◽

Dietary Intervention ◽

Ex Vivo ◽

The Body ◽

Dietary Polyphenols ◽

Enzymatic Antioxidant ◽

Endogenous Antioxidant

Dietary polyphenols have been shown to scavenge free radicals, modulating cellular redox transcription factors in different in vitro and ex vivo models. Dietary intervention studies have shown that consumption of plant foods modulates plasma Non-Enzymatic Antioxidant Capacity (NEAC), a biomarker of the endogenous antioxidant network, in human subjects. However, the identification of the molecules responsible for this effect are yet to be obtained and evidences of an antioxidant in vivo action of polyphenols are conflicting. There is a clear discrepancy between polyphenols (PP) concentration in body fluids and the extent of increase of plasma NEAC. The low degree of absorption and the extensive metabolism of PP within the body have raised questions about their contribution to the endogenous antioxidant network. This work will discuss the role of polyphenols from galenic preparation, food extracts, and selected dietary sources as modulators of plasma NEAC in humans.

Plant polyphenols: free radical scavengers or chain-breaking antioxidants?

Biochemical Society Symposium ◽

10.1042/bss0610103 ◽

1995 ◽

Vol 61 ◽

pp. 103-116 ◽

Cited By ~ 117

Author(s):

Catherine Rice-Evans

Keyword(s):

Biological Effects ◽

Relative Effectiveness ◽

Antioxidant Properties ◽

Peroxyl Radicals ◽

Free Radical Scavengers ◽

Dietary Polyphenols ◽

Chain Breaking ◽

Lipid Peroxyl Radicals

There is increasing interest in the biological effects of tea- and wine-derived polyphenols and many studies in vitro and in vivo are demonstrating their antioxidant properties. Tea is a major source of dietary polyphenols and an even richer source of the flavanols, the catechins and catechin/gallate esters. Although there are limited studies on the bioavailability of the polyphenols, the absorption of flavanols in humans has been shown. The studies described in this chapter discuss the relative antioxidant potentials of the polyphenolic flavonoids in vitro against radicals generated in the aqueous phase in comparison with their relative effectiveness as antioxidants against propagating lipid peroxyl radicals, and how their activity influences that of α-tocopherol in low-density lipoproteins exposed to oxidative stress.

Evaluation of theIn VitroandIn VivoAntioxidant Potentials ofSudarshanaPowder

Evidence-based Complementary and Alternative Medicine ◽

10.1155/2018/6743862 ◽

2018 ◽

Vol 2018 ◽

pp. 1-5 ◽

Cited By ~ 1

Author(s):

Weerakoon Achchige Selvi Saroja Weerakoon ◽

Pathirage Kamal Perera ◽

Dulani Gunasekera ◽

Thusharie Sugandhika Suresh

Keyword(s):

Antioxidant Activity ◽

Antioxidant Capacity ◽

Thiobarbituric Acid ◽

Control Group ◽

Thiobarbituric Acid Reactive Substance ◽

Trolox Equivalent ◽

Antioxidant Effects

Sudarshanapowder (SP) is one of the most effective Ayurveda powder preparations for paediatric febrile conditions. The objective of the present study was to evaluate thein vitroandin vivoantioxidant potentials of SP. Thein vitroantioxidant effects were evaluated using ABTS radical cation decolourization assay where the TROLOX equivalent antioxidant capacity (TEAC) was determined. Thein vivoantioxidant activity of SP was determined in Wistar rats using the Lipid Peroxidation (LPO) assay in serum. Thein vitroassay was referred to as the TROLOX equivalent antioxidant capacity (TEAC) assay. For thein vivoassay, animals were dosed for 21 consecutive days and blood was drawn to evaluate the MDA level. Thein vitroantioxidant activity of 0.5 μg of SP was equivalent to 14.45 μg of standard TROLOX. The percentage inhibition against the radical formation was50.93±0.53%. The SP showed a statistically significant (p<0.01) decrease in the serum level of thiobarbituric acid-reactive substance in the test rats when compared with the control group. These findings suggest that the SP possesses potent antioxidant activity which may be responsible for some of its reported bioactivities.

Callus Culture of Thai Basil Is an Effective Biological System for the Production of Antioxidants

Molecules ◽

10.3390/molecules25204859 ◽

2020 ◽

Vol 25 (20) ◽

pp. 4859 ◽

Cited By ~ 1

Author(s):

Saher Nazir ◽

Hasnain Jan ◽

Duangjai Tungmunnithum ◽

Samantha Drouet ◽

Muhammad Zia ◽

...

Keyword(s):

Antioxidant Activity ◽

Antioxidant Capacity ◽

Callus Culture ◽

Biological System ◽

Rosmarinic Acid ◽

Callus Cultures ◽

Chicoric Acid

Thai basil is a renowned medicinal plant and a rich source of bioactive antioxidant compounds with several health benefits, with actions to prevent of cancer, diabetes and cardiovascular disease. Plant cell and tissue culture technologies can be routinely established as an important, sustainable and low-cost biomass source to produce high-value phytochemicals. The current study aimed at developing an effective protocol to produce Thai basil leaf-derived callus cultures with sustainable and high production of biomass and antioxidants as an alternative of leaves production. MS basal medium with various concentrations of plant growth regulators (PGRs) compatible with nutraceutical applications (i.e., gibberellic acid (GA3) and 6-benzylaminopurine (BAP) either alone or in combination with naphthalene acetic acid (NAA)) were evaluated. Among all tested PGRs, the combination BAP:NAA (5 mg/L:1 mg/L) yields the maximum biomass accumulation (fresh weight (FW): 190 g/L and dry weight (DW): 13.05 g/L) as well as enhanced phenolic (346.08 mg/L) production. HPLC quantification analysis indicated high productions of chicoric acid (35.77 mg/g DW) and rosmarinic acid (7.35 mg/g DW) under optimized callus culture conditions. Antioxidant potential was assessed using both in vitro cell free and in vivo cellular antioxidant assays. Maximum in vitro antioxidant activity DPPH (93.2% of radical scavenging activity) and ABTS (1322 µM Trolox equivalent antioxidant capacity) was also observed for the extracts from callus cultures grown in optimal conditions. In vivo cellular antioxidant activity assay confirmed the effective protection against oxidative stress of the corresponding extract by the maximum inhibition of ROS and RNS production. Compared to commercial leaves, callus extracts showed higher production of chicoric acid and rosmarinic acid associated with higher antioxidant capacity. In addition, this biological system also has a large capacity for continuous biomass production, thus demonstrating its high potential for possible nutraceutical applications.

Novel approaches for analysing gut microbes and dietary polyphenols: challenges and opportunities

Microbiology ◽

10.1099/mic.0.042127-0 ◽

2010 ◽

Vol 156 (11) ◽

pp. 3224-3231 ◽

Cited By ~ 122

Author(s):

R. A. Kemperman ◽

S. Bolca ◽

L. C. Roger ◽

E. E. Vaughan

Keyword(s):

Gut Microbiota ◽

Health Effects ◽

Fruit And Vegetables ◽

Human Gut ◽

Microbial Composition ◽

Dietary Polyphenols ◽

Host Health ◽

Polyphenols, ubiquitously present in the food we consume, may modify the gut microbial composition and/or activity, and moreover, may be converted by the colonic microbiota to bioactive compounds that influence host health. The polyphenol content of fruit and vegetables and derived products is implicated in some of the health benefits bestowed on eating fruit and vegetables. Elucidating the mechanisms behind polyphenol metabolism is an important step in understanding their health effects. Yet, this is no trivial assignment due to the diversity encountered in both polyphenols and the gut microbial composition, which is further confounded by the interactions with the host. Only a limited number of studies have investigated the impact of dietary polyphenols on the complex human gut microbiota and these were mainly focused on single polyphenol molecules and selected bacterial populations. Our knowledge of gut microbial genes and pathways for polyphenol bioconversion and interactions is poor. Application of specific in vitro or in vivo models mimicking the human gut environment is required to analyse these diverse interactions. A particular benefit can now be gained from next-generation analytical tools such as metagenomics and metatranscriptomics allowing a wider, more holistic approach to the analysis of polyphenol metabolism. Understanding the polyphenol–gut microbiota interactions and gut microbial bioconversion capacity will facilitate studies on bioavailability of polyphenols in the host, provide more insight into the health effects of polyphenols and potentially open avenues for modulation of polyphenol bioactivity for host health.

Callus Culture of Ocimum basilicum L. cv 'Thai Basil' Is an Effective Biological System for the Production of Antioxidants Compared to Leaves

10.20944/preprints202009.0285.v1 ◽

2020 ◽

Author(s):

Saher Nazir ◽

Hasnain Jan ◽

Duangjai Tungmunnithum ◽

Samantha Drouet ◽

Muhammad Zia ◽

...

Keyword(s):

Antioxidant Activity ◽

Antioxidant Capacity ◽

Callus Culture ◽

Biological System ◽

Rosmarinic Acid ◽

Callus Cultures ◽

Chicoric Acid

Thai basil is a renowned medicinal plant and a rich source of bioactive antioxidant compounds having several health benefits, with actions to prevent of cancer, diabetes and cardiovascular disease. Plant cell and tissue culture technologies can be routinely established as an important, sustainable and low-cost biomass source for the production of high-value phytochemicals. The current study aimed at developing an effective protocol for the production of Thai basil leaf derived callus cultures with sustainable and high production of biomass and antioxidants as an alternative of leaves production. MS basal medium with various concentrations of plant growth regulators (PGRs) compatible with nutraceutical applications (i.e., gibberellic acid (GA3) and 6-benzylaminopurine (BAP) either alone or in combination with naphthalene acetic acid (NAA)) were evaluated. Among all tested PGRs, the combination BAP:NAA (5 mg/L:1 mg/L) yield maximum biomass accumulation (fresh weight (FW): 190 g/L and dry weight (DW): 13.05 g/L) as well as enhanced phenolic (346.08 mg/L) production. HPLC quantification analysis indicated high productions of chicoric acid (35.77 mg/g DW) and rosmarinic acid (7.35 mg/g DW) under optimized callus culture conditions. Antioxidant potential was assessed using both in vitro cell free and in vivo cellular antioxidant assays. Maximum in vitro antioxidant activity DPPH (93.2 % of radical scavenging activity) and ABTS (1322 µM Trolox equivalent antioxidant capacity) was also observed for the extracts from callus cultures grown on optimal conditions. In vivo cellular antioxidant activity assay confirmed the effective protection against oxidative stress of the corresponding extract by the maximum inhibition of ROS and RNS production. Compared to commercial leaves, callus extracts showed higher production of chicoric acid and rosmarinic acid associated with higher antioxidant capacity. In addition, this biological system also has a large capacity for continuous biomass production, thus demonstrating its high potential for possible nutraceutical applications.

Therapeutics Effects of Oral Cavity Derived Stem Cells on the Neurodegenerative Diseases: A Systematic Review

Basic and Clinical Neuroscience Journal ◽

10.32598/bcn.2021.2892.1 ◽

2021 ◽

pp. 1-29

Author(s):

Emel Uzunoglu-Ozyurek ◽

◽

Gizem Önal ◽

Serap Dökmeci ◽

◽

...

Keyword(s):

Stem Cells ◽

Oral Cavity ◽

Neurodegenerative Diseases ◽

In Vitro Studies ◽

In Vivo Studies ◽

Published Data ◽

Moderate Evidence ◽

Objective: Published data obtained from in vitro and in vivo studies was reviewed systematically and analyzed critically in order to evaluate the effect of oral cavity derived stem cells (OCDSCs) on the recovery/therapy of neurodegenerative diseases (NDs) such as Alzheimer’s (AD), Amyotrophic Lateral Sclerosis (ALS), Huntington’s (HD) and Parkinson’s (PD). Methods: An electronic search was accomplished. References of included articles were also searched manually. Studies were critically evaluated for suitability against inclusion/exclusion criteria and data was extracted. Bias risk evaluation of the studies and evidence synthesis were conducted. Results: Fourteen in vivo and 10 in vitro studies met inclusion criteria. PD was induced in 10 in vivo and 7 in vitro studies, while AD was induced in 2 in vivo and 4 in vitro studies. Two studies (1 in vitro and 1 in vivo) evaluated ALS disease and 1 in vivo study evaluated HD. Moderate evidence was found for in vitro studies reporting positive effect of OCDSCs on either PD or AD recovery. Strong evidence was found for in vivo studies in which PD animal models were used; while moderate evidence was found for the impact of OCDSCs on the recovery of the AD. Limited evidence was found for in vivo studies evaluating HD and ALS. Conclusion: Although studies included reported favorable data regarding the OCDSCs on NDs, they presented considerable risk of bias. Because of heterogenous study characteristics, current study recommends the improvement of standardized methods to evaluate the therapeutics effects of OCDSCs on the NDs.

Pure Polyphenols and Cranberry Juice High in Anthocyanins Increase Antioxidant Capacity in Animal Organs

Foods ◽

10.3390/foods8080340 ◽

2019 ◽

Vol 8 (8) ◽

pp. 340 ◽

Cited By ~ 2

Author(s):

Tracy Bariexca ◽

Janice Ezdebski ◽

Benjamin Redan ◽

Joe Vinson

Keyword(s):

Antioxidant Capacity ◽

High Performance ◽

Animal Studies ◽

Colorimetric Assay ◽

Cranberry Juice ◽

Antioxidant Power ◽

Dietary Polyphenols ◽

Animal Organs

Anthocyanins and the broader class of polyphenols are strong antioxidants in vitro. Polyphenols are one of the major antioxidants in plant foods, and the beverages derived from them. There is extensive evidence in the literature that polyphenols are beneficial to health. In order to be bioactive in vivo, they need to be bioavailable and be transported from the circulation to target organs. To date, there have been few studies testing the extent to which polyphenols and especially anthocyanins affect the antioxidant capacity of animal organs. In our first pilot study, we investigated how three pure polyphenols (the flavonoids quercetin, catechin and hesperetin) given to rats by intraperitoneal injection (49 to 63 mg/kg) affected their organ antioxidant capacity. This was followed by a subsequent study that injected one ml of 100% cranberry juice (high in anthocyanins) to hamsters. Antioxidant capacity of animal organs was determined by using the ferric reducing antioxidant power (FRAP) colorimetric assay on methanolic extracts of select rat organs (i.e., liver, kidney, heart, prostate and brain) and in the hamster organs (i.e., liver, kidney, heart, bladder and brain). Overall the results showed that antioxidant capacity was significantly increased (p < 0.05) in experimental vs. control organs. Analysis of organs by high performance liquid chromatography (HPLC) from both animal studies provided evidence of polyphenol metabolites in the organ extracts. Taken together, this study provides data that the administration of anthocyanins and other polyphenols cause an increase in organ antioxidant capacity in two animal models. This result supports the growing evidence for the hypothesis that dietary polyphenols reduce the risk and extent of various chronic disease at the disease site.