Plasma-Induced Oxidation Products of (–)-Epigallocatechin Gallate with Digestive Enzymes Inhibitory Effects

Jeong, Gyeong Han; Kim, Tae Hoon

doi:10.3390/molecules26195799

Cited by 5 publications

(3 citation statements)

References 31 publications

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“…This subclass of flavonoids received considerable attention in the research of prominent natural substances for the simultaneous inhibitory effect on α-glucosidase and α-amylase, with 54 structures (68-121) taken into consideration in the present study (Table 5). Quercetin (68), which has been the subject of 75 articles, has garnered the most attention of all the flavonol aglycones, followed by kaempferol (69) and myricetin (70). 33,36,124,171,173,179,197,199,203 pIC50 flavonoid: 3.85 ( 25 studies 36, 42, 55, 56, 81, 100, 124, 146, 172, 177, 186, 195-197, 200, 203, 221-229 pIC50 flavonoid: 3.78 (3.34 -4.27) pIC50 acarbose: 3.70 (3.33 -3.92) Mechanism: mixed, 177 noncompetitive, 227 competitive 200 5 studies 36,206,207,225,230 12 studies 30,42,55,56,79,170,193,199,203,221,231,232 21 studies 36,42,53,56,76,81,100,124,131,138,…”

Section: Flavonolsmentioning

confidence: 99%

Flavonoids as dual-target inhibitors against α-glucosidase and α-amylase: a systematic review of in vitro studies

Lam,

Tran,

Pham

et al. 2023

Preprint

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Diabetes mellitus remains a major global health burden and great attention is directed at natural therapeutics. This systematic review aimed to evaluate the potential of flavonoids as antidiabetic agents through their ability to inhibit α-amylase and α-glucosidase, two key starch digestive enzymes. Six scientific databases were queried up until August 21, 2022, for in vitro studies reporting the IC50 results of purified flavonoids on α-amylase or α-glucosidase, along with the respective data of acarbose control. A total of 339 articles were assessed as eligible and subjected to the data extraction process, resulting in 1643 retrieved flavonoid structures. Chemical structures were then rigorously standardized and curated to 974 unique compounds, in which 177 flavonoids showed both inhibitions against α-amylase and α-glucosidase. Quality assessment was conducted following a modified CONSORT checklist. The structure-activity relationships revealed that a double bond C2=C3 and a keto group C4=O is essential for simultaneous inhibition. The hydroxyl group at C3 is favourable for α-glucosidase inhibition but detrimental to the effect against α-amylase. Further notable features which affect α-glucosidase and α-amylase inhibition were also discussed. Several limitations were considered, including the inconsistency among included studies, language restriction, and the contemporaneity of the review. In conclusion, the systematic review has summarized some crucial findings in the investigation of flavonoids as dual-target inhibitors against α-glucosidase and α-amylase and proposed several orientations for future research.

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Section: Flavonolsmentioning

confidence: 99%

Flavonoids as dual-target inhibitors against α-glucosidase and α-amylase: a systematic review of in vitro studies

Lam,

Tran,

Pham

et al. 2023

Preprint

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“…Thus, when acting on insulin-producing pancreatic β-cells, EGCG protected against the action of IL-1β and TNF-α and restored the ability of cells to produce insulin under the influence of glucose ( Zhang et al, 2011 ). At the same time, the content of oxidation products and ROS in the cytoplasm decreased, the potential on the mitochondrial membranes was restored, the release of cytochrome c from mitochondria into the cytoplasm stopped, and the concentration of nitrogen oxide in the cytoplasm decreased due to the suppression of the expression of nitric oxide synthase genes under the action of cytokines ( Jeong and Kim, 2021 ). Which suggests prophylactic properties to prevent the PC development.…”

Section: Mechanisms Of Action Of Flavonoidsmentioning

confidence: 99%

Modern aspects of the use of natural polyphenols in tumor prevention and therapy

Суфианова

Gareev

Beylerli

et al. 2022

Front. Cell Dev. Biol.

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Polyphenols are secondary plant metabolites or organic compounds synthesized by them. In other words, these are molecules that are found in plants. Due to the wide variety of polyphenols and the plants in which they are found, these compounds are divided according to the source of origin, the function of the polyphenols, and their chemical structure; where the main ones are flavonoids. All the beneficial properties of polyphenols have not yet been studied, since this group of substances is very extensive and diverse. However, most polyphenols are known to be powerful antioxidants and have anti-inflammatory effects. Polyphenols help fight cell damage caused by free radicals and immune system components. In particular, polyphenols are credited with a preventive effect that helps protect the body from certain forms of cancer. The onset and progression of tumors may be related directly to oxidative stress, or inflammation. These processes can increase the amount of DNA damage and lead to loss of control over cell division. A number of studies have shown that oxidative stress uncontrolled by antioxidants or an uncontrolled and prolonged inflammatory process increases the risk of developing sarcoma, melanoma, and breast, lung, liver, and prostate cancer. Therefore, a more in-depth study of the effect of polyphenolic compounds on certain signaling pathways that determine the complex cascade of oncogenesis is a promising direction in the search for new methods for the prevention and treatment of tumors.

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“…Several studies have examined the effects of molecular modifications and improvement on the biological activities of EGCG using various chemical change methods, such as peroxyl radical reaction and enzymatic oxidation processes 17,18 . Additionally, plasma has been proposed as a viable method for the structural modification and synthesis of natural tea catechin [19][20][21] .…”

Section: Mechanism Of (−)-Epigallocatechin Gallate (Egcg) Dimerizatio...mentioning

confidence: 99%

Mechanism of (−)-epigallocatechin gallate (EGCG) dimerization by low-temperature plasma

Park

Jeong

Jee

et al. 2022

Sci Rep

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The efficient dimerization of (−)-Epigallocatechin gallate (EGCG), which is the major bioactive constituent isolated from the leaves of Camellia sinensis, was initially reported without changes in its stereochemistry using low-temperature plasma. The contribution of plasma during the dimerization of EGCG in a methanolic solution was quantified using a major factor, with the major factor demonstrated based on the contents of newly generated products, in this case the sum of oolonghomobisflavans A and B depending on the plasma treatment method. Samples were treated in three methods: plasma direct treatment, an indirect treatment using only reactive species, and an indirect treatment using effects other than those by reactive species. Ozone was identified as a major factor during the plasma treatment, and the operating ranges of the ozone concentration for regulated dimerization were evaluated. The mechanism by which EGCG synthesizes dimers A and B during the treatment process using low-temperature plasma was investigated using the derived major factor and prior literature. The ozone generated by the plasma reacted with methanol to form formaldehyde, and dimers A and B were synthesized by oligomers through a methylene-bridge by the formaldehyde. A plausible pathway of regulated dimerization was deduced based on these results, and the mechanism of EGCG dimerization by plasma is described using this pathway.

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Plasma-Induced Oxidation Products of (–)-Epigallocatechin Gallate with Digestive Enzymes Inhibitory Effects

Cited by 5 publications

References 31 publications

Flavonoids as dual-target inhibitors against α-glucosidase and α-amylase: a systematic review of in vitro studies

Flavonoids as dual-target inhibitors against α-glucosidase and α-amylase: a systematic review of in vitro studies

Modern aspects of the use of natural polyphenols in tumor prevention and therapy

Mechanism of (−)-epigallocatechin gallate (EGCG) dimerization by low-temperature plasma

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