Pretreatment of MQA, a caffeoylquinic acid derivative compound, protects against H2O2-induced oxidative stress in SH-SY5Y cells

Abstract1,3,5-Tri-O-caffeoyl quinic acid is a caffeoylquinic acid derivative isolated from the roots of Arctium lappa L. Our previous studies have revealed that the ethyl acetate extract of the roots of A. lappa L. and the caffeoylquinic acids contained in it possess antioxidant properties, especially 1,3,5-tri-O-caffeoyl quinic acid. The present study aimed to investigate the protective effects of 1,3,5-tri-O-caffeoyl quinic acid against hydrogen peroxide-induced oxidative stress and explore the underlying mechanism. We found that 1,3,5-tri-O-caffeoyl quinic acid prevented the decline of cell viability and excessive release of lactate dehydrogenase induced by hydrogen peroxide. In addition, Hoechst 33 342 staining and Annexin V-PI double staining showed that 1,3,5-tri-O-caffeoyl quinic acid inhibited hydrogen peroxide-induced neuronal cell apoptosis. 1,3,5-Tri-O-caffeoyl quinic acid reduced the excessive production of intracellular reactive oxygen species, decreased the malondialdehyde content, and improved the activity of superoxide dismutase. Furthermore, 1,3,5-tri-O-caffeoyl quinic acid restored the loss of mitochondrial membrane potential in SH-SY5Y cells induced by hydrogen peroxide. 1,3,5-Tri-O-caffeoyl quinic acid downregulated the overexpression of proapoptotic proteins, including Bax, cytochrome c, cleaved caspase-9, and cleaved caspase-3 as well as promoted the expression of the antiapoptotic protein Bcl-2. Moreover, the phosphorylation of mitogen-activated protein kinases induced by hydrogen peroxide was inhibited by 1,3,5-tri-O-caffeoyl quinic acid. Pretreatment with 1,3,5-tri-O-caffeoyl quinic acid also promoted the activation of phosphorylated Akt. Taken together, these findings suggest that 1,3,5-tri-O-caffeoyl quinic acid exerts protective effects against hydrogen peroxide-induced neuronal apoptosis. In addition, inhibition of the mitogen-activated protein kinase signaling pathway and the activation of Akt are implicated in the antioxidant activity of 1,3,5-tri-O-caffeoyl quinic acid, giving new insight in searching for a compound with antioxidant activity for the treatment of oxidative stress-associated neurological diseases.

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Oleanolic acid derivative isolated from Gardenia jasminoides var. radicans alleviates LPS-induced acute kidney injury in mice by reducing oxidative stress and inflammatory responses via the TLR4/NF-κB/NLRP3 signaling pathway

New Journal of Chemistry ◽

10.1039/c9nj05294a ◽

2020 ◽

Vol 44 (5) ◽

pp. 2091-2101

Author(s):

Mengnan Zeng ◽

Yangang Cao ◽

Ruiqi Xu ◽

Yuanyuan Wu ◽

Yangyang Wang ◽

...

Keyword(s):

Oxidative Stress ◽

Acute Kidney Injury ◽

Signaling Pathway ◽

Acid Derivative ◽

Oleanolic Acid ◽

Inflammatory Responses ◽

Kidney Injury ◽

Gardenia Jasminoides ◽

And Oxidative Stress ◽

Oleanolic Acid Derivative

Acute kidney injury (AKI) is a frequent complication of sepsis with hallmarks including inflammation and oxidative stress.

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5-Caffeoylquinic Acid and Caffeic Acid Down-Regulate the Oxidative Stress- and TNF-α-Induced Secretion of Interleukin-8 from Caco-2 Cells

Journal of Agricultural and Food Chemistry ◽

10.1021/jf073168d ◽

2008 ◽

Vol 56 (10) ◽

pp. 3863-3868 ◽

Cited By ~ 40

Author(s):

Zhaohui Zhao ◽

Hee Soon Shin ◽

Hideo Satsu ◽

Mamoru Totsuka ◽

Makoto Shimizu

Keyword(s):

Oxidative Stress ◽

Caffeic Acid ◽

Interleukin 8 ◽

Caffeoylquinic Acid ◽

Tnf Α

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Hydrothermal Processing and In Vitro Simulated Human Digestion Affects the Bioaccessibility and Bioactivity of Phenolic Compounds in African Pumpkin (Momordica balsamina) Leaves

Molecules ◽

10.3390/molecules26175201 ◽

2021 ◽

Vol 26 (17) ◽

pp. 5201

Author(s):

Siphosanele Mafa Moyo ◽

June C. Serem ◽

Megan J. Bester ◽

Vuyo Mavumengwana ◽

Eugenie Kayitesi

Keyword(s):

Oxidative Stress ◽

Phenolic Compounds ◽

Spinacia Oleracea ◽

Hydrothermal Process ◽

The Body ◽

Bioactive Metabolites ◽

Hydrothermal Processing ◽

Caffeoylquinic Acid ◽

Dicaffeoylquinic Acid

The African pumpkin (Momordica balsamina) contains bioactive phenolic compounds that may assist in reducing oxidative stress in the human body. The leaves are mainly consumed after boiling in water for a specific time; this hydrothermal process and conditions of the gastrointestinal tract may affect the presence and bioactivity of phenolics either positively or negatively. In this study, the effects of hydrothermal processing (boiling) and in vitro simulated human digestion on the phenolic composition, bioaccessibility and bioactivity in African pumpkin were investigated in comparison with those of spinach (Spinacia oleracea). A high-resolution ultra-performance liquid chromatography, coupled with diode array detection, quadrupole time-of-flight and mass spectrometer (UPLC-DAD-QTOF-MS) was used to profile phenolic metabolites. Metabolites such as 3-caffeoylquinic acid, 5-caffeoylquinic acid, 3,4-dicaffeoylquinic acid, 3,5-dicaffeoylquinic acid and 4,5-dicaffeoylquinic acid were highly concentrated in the boiled vegetable extracts compared to the raw undigested and all digested samples. The majority of African pumpkin and spinach extracts (non-digested and digested) protected Deoxyribonucleic acid (DNA), (mouse fibroblast) L929 and human epithelial colorectal adenocarcinoma (Caco-2) cells from 2,2′-Azobis(2-methylpropionamidine) dihydrochloride (AAPH)-induced oxidative damage. From these results, the consumption of boiled African pumpkin leaves, as well as spinach, could be encouraged, as bioactive metabolites present may reduce oxidative stress in the body.

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Jasmonates promote enhanced production of bioactive caffeoylquinic acid derivative in Eclipta prostrata (L.) L. hairy roots

Plant Cell Tissue and Organ Culture (PCTOC) ◽

10.1007/s11240-021-02201-4 ◽

2021 ◽

Author(s):

Geveraldo Maciel ◽

Adriana Aparecida Lopes ◽

Charles L. Cantrell ◽

Suzelei de Castro França ◽

Bianca Waleria Bertoni ◽

...

Keyword(s):

Acid Derivative ◽

Hairy Roots ◽

Caffeoylquinic Acid ◽

Enhanced Production ◽

Eclipta Prostrata

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Treatment with MQA, a Derivative of Caffeoylquinic Acid, Provides Neuroprotective Effects against Cerebral Ischemia Through Suppression of the p38 Pathway and Oxidative Stress in Rats

Journal of Molecular Neuroscience ◽

10.1007/s12031-019-01268-1 ◽

2019 ◽

Vol 67 (4) ◽

pp. 604-612 ◽

Cited By ~ 3

Author(s):

Long Chen ◽

Dan-ni Liu ◽

Yu Wang ◽

Xue-ying Liu ◽

Shuai Han ◽

...

Keyword(s):

Oxidative Stress ◽

Cerebral Ischemia ◽

Neuroprotective Effects ◽

Caffeoylquinic Acid ◽

And Oxidative Stress ◽

P38 Pathway

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Antioxidant and Anti-Inflammatory Profiles of Spent Coffee Ground Extracts for the Treatment of Neurodegeneration

Oxidative Medicine and Cellular Longevity ◽

10.1155/2021/6620913 ◽

2021 ◽

Vol 2021 ◽

pp. 1-19

Author(s):

Simone Angeloni ◽

Michela Freschi ◽

Pasquale Marrazzo ◽

Silvana Hrelia ◽

Daniela Beghelli ◽

...

Keyword(s):

Oxidative Stress ◽

Water Extract ◽

Thioredoxin Reductase ◽

Heme Oxygenase 1 ◽

Quinone Oxidoreductase ◽

Waste Products ◽

Caffeoylquinic Acid ◽

Proinflammatory Mediators ◽

Spent Coffee Ground

Spent coffee grounds (SCGs), waste products of coffee beverage production, are rich in organic compounds such as phenols. Different studies have demonstrated phenol beneficial effects in counteracting neurodegenerative diseases. These diseases are associated with oxidative stress and neuroinflammation, which initiates the degeneration of neurons by overactivating microglia. Unfortunately, to date, there are no pharmacological therapies to treat these pathologies. The aim of this study was to evaluate the phenolic content of 4 different SCG extracts and their ability to counteract oxidative stress and neuroinflammation. Caffeine and 5-O-caffeoylquinic acid were the most abundant compounds in all extracts, followed by 3-O-caffeoylquinic acid and 3,5-O-dicaffeoylquinic acid. The four extracts demonstrated a different ability to counteract oxidative stress and neuroinflammation in vitro. In particular, the methanol extract was the most effective in protecting neuron-like SH-SY5Y cells against H2O2-induced oxidative stress by upregulating endogenous antioxidant enzymes such as thioredoxin reductase, heme oxygenase 1, NADPH quinone oxidoreductase, and glutathione reductase. The water extract was the most effective in counteracting lipopolysaccharide-induced neuroinflammation in microglial BV-2 cells by strongly reducing the expression of proinflammatory mediators through the modulation of the TLR4/NF-κB pathway. On these bases, SCG extracts could represent valuable nutraceutical sources for the treatment of neurodegeneration.

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