Ellagitannin and flavonoid constituents from Agrimonia pilosa Ledeb. with their protein tyrosine phosphatase and acetylcholinesterase inhibitory activities

Nguyen, Duc Hung; Seo, U Min; Zhao, Bing; Le, Duc Dat; Seong, Su Hui; Choi, Jae Sue; Min, Byung Sun; Woo, Mi Hee

doi:10.1016/j.bioorg.2017.04.017

Cited by 37 publications

(26 citation statements)

References 42 publications

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“…5C). An ellagitannin from Agrimonia pilosa Ledeb showed significant inhibitory effect with an IC50 value of 17.03 ± 0.09 μM on protein tyrosine phosphatase [64]. In the present study, except for gallic acid and ellagic acid, multiple GGs/ETs were detected in Excoecaria leaves while neither gallic acid nor its derivatives were found in Osmanthus leaves (Fig.…”

Section: Discussionmentioning

confidence: 48%

In planta high levels of hydrolysable tannins inhibit peroxidase mediated anthocyanin degradation and maintain abaxially red leaves of Excoecaria Cochinchinensis

Luo

Zhang

et al. 2019

BMC Plant Biol

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Background Abaxially anthocyanic leaves of deeply-shaded understorey plants play important ecological significance for the environmental adaption. In contrast to the transient pigmentation in other plants, anthocyanins are permanently presented in these abaxially red leaves, however, the mechanism for the pigment maintenance remains unclear. In the present study, we investigated phenolic metabolites that may affect pigment stability and degradation in Excoecaria cochinchinensis (a bush of permanently abaxial-red leaves), via a comparison with Osmanthus fragrans (a bush of transiently red leaves). Results High levels of galloylated anthocyanins were identified in the Excoecaria but not in the Osmanthus plants. The galloylated anthocyanin showed slightly higher stability than two non-galloylated anthocyanins, while all the 3 pigments were rapidly degraded by peroxidase (POD) in vitro. High levels of hydrolysable tannins [mainly galloylglucoses/ellagitannins (GGs/ETs)] were identified in Excoecaria but none in Osmanthus . GGs/ETs showed inhibition effect on POD, with IC50 ranged from 35.55 to 83.27 μM, correlated to the markedly lower POD activities detected in Excoecaria than in Osmanthus . Strong copigmentation was observed for GGs/ETs and anthocyanins, with more than 30% increase in the red intensity of non-galloylated anthocyanin solutions. In the leaf tissue, the hydrolysable tannins were observed to be co-localized with anthocyanins at the abaxial layer of the Excoecaria leaves, correlated to the low POD activity, more acidity and increased red intensity of the tissue. Conclusion The results suggest that the Excoecaria leaves accumulate a distinct group of phenolic metabolites, mainly GGs/ETs, at the abaxial layer, which prevent anthocyanin degradation and increase the pigment stability, and consequently lead to the permanent maintenance of the red leaves. Electronic supplementary material The online version of this article (10.1186/s12870-019-1903-y) contains supplementary material, which is available to authorized users.

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Section: Discussionmentioning

confidence: 48%

In planta high levels of hydrolysable tannins inhibit peroxidase mediated anthocyanin degradation and maintain abaxially red leaves of Excoecaria Cochinchinensis

Luo

Zhang

et al. 2019

BMC Plant Biol

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“…Additionally, the involvement of EA/ETs in the GABAergic system, inhibition of key enzymes such as aldose reductase, acethylcholinesterase and protein tyrosine phosphatases, suppression of pro-inflammatory markers, and interaction with adrenergic and serotonergic systems, establish a solid foundation for possible breakthroughs in treatments and/or prevention of many illnesses and related clinical complications [ 9 , 10 , 12 , 13 , 138 ]. As an example, some recent studies suggest EA can act as an inhibitor of acetylcholinesterase, thus increasing acetylcholine brain levels.…”

Section: Biological Functionality Of Ellagic Acid and Its Derivatimentioning

confidence: 99%

“…As an example, some recent studies suggest EA can act as an inhibitor of acetylcholinesterase, thus increasing acetylcholine brain levels. As a result, there is a possibility to partly minimize or restore the impairment of cognitive dysfunctions in neurodegenerative pathologies such as Alzheimer’s disease [ 12 , 13 ]. Finally, one of the most paradigmatic activities of EA, melanogenesis inhibition, was reported to occur partially due to EA’s antioxidant power [ 142 ].…”

Section: Biological Functionality Of Ellagic Acid and Its Derivatimentioning

confidence: 99%

“…Nonetheless, today the growing interest in these compounds is mainly associated with the consumption and development of new products offering beneficial health effects linked to phenolic antioxidant properties [ 5 ]. Accordingly, owing to beneficial health effects against many oxidative-linked chronic diseases, including cancer and neurodegenerative diseases, EA has generated a noticeable scientific interest [ 6 , 7 , 8 , 9 , 10 , 11 , 12 , 13 ]. Beyond food and biomedical applications, EA and ET’s scientific relevance can be linked to advanced materials such as copolymers [ 14 ], chelating reagents [ 15 ], ion-exchange resins [ 16 ], and materials for electrochemical devices [ 17 ], among others.…”

Section: Introductionmentioning

confidence: 99%

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Recent Advances in the Production and Applications of Ellagic Acid and Its Derivatives. A Review

2020

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Ellagitannins (ETs), characterized by their diversity and chemical complexity, belong to the class of hydrolysable tannins that, via hydrolysis under acidic or alkaline conditions, can yield ellagic acid (EA). They are mostly found as a part of extractives in angiosperms. As known antioxidants and chelators, EA and EA derivatives are drawing an increasing interest towards extensive technical and biomedical applications. The latter ones include possible antibacterial, antifungal, antiviral, anti-inflammatory, hepato- and cardioprotective, chemopreventive, neuroprotective, anti-diabetic, gastroprotective, antihyperlipidemic, and antidepressant-like activities, among others. EA’s synthesis and production challenges prompt further research on new methods and alternative sources. Conventional and prospective methods and raw materials for the production of EA and its derivatives are reviewed. Among the potential sources of EA, the residues and industrial streams of the pulp industry have been highlighted and considered as an alluring alternative in terms of commercial exploitation.

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“…These health-beneficial properties include antiangiogenic [22], antibacterial [23][24][25][26][27] [67], leishmanicidal [68], neuroprotective [69], photoprotective [43], and trypanocidal activities [68,70]. In addition, the flavonoids can inhibit eukaryotic protein synthesis [71] and a variety of important enzymes such as aggrecanase [72], aldose reductase [30,73], alpha-glucosidase [60], cholinesterase [26,74], protein tyrosine phosphatase and acetylcholinesterase [75], and tyrosinase [44,64].…”

Section: Classification and Biological Activities Of Flavonoidsmentioning

confidence: 99%

Flavonoids and Pectins

Zhang¹,

He²,

Zhang³

2020

Pectins - Extraction, Purification, Characterization and Applications

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Pectins and flavonoids are two related groups of important secondary metabolites derived from plants. The interaction between pectins and flavonoids can affect their shelf-life stability, functionality, bioavailability, and bioaccessibility. In this chapter, we will concentrate on the current opinions on the flavonoids to understand how to classify this group of secondary metabolites, what biological and pharmacological activities they possess, and how to biosynthesize them in plants. We will then discuss the general strategies for the derivation of these small secondary compounds. The strategies comprise traditional plant extraction, chemical synthesis, and biosynthesis. We will also discuss the advantages and disadvantages of these three production strategies in the derivation of flavonoids and the future research directions in generating health-beneficial flavonoids using the biosynthetic strategy.

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Ellagitannin and flavonoid constituents from Agrimonia pilosa Ledeb. with their protein tyrosine phosphatase and acetylcholinesterase inhibitory activities

Cited by 37 publications

References 42 publications

In planta high levels of hydrolysable tannins inhibit peroxidase mediated anthocyanin degradation and maintain abaxially red leaves of Excoecaria Cochinchinensis

In planta high levels of hydrolysable tannins inhibit peroxidase mediated anthocyanin degradation and maintain abaxially red leaves of Excoecaria Cochinchinensis

Recent Advances in the Production and Applications of Ellagic Acid and Its Derivatives. A Review

Flavonoids and Pectins

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