Enzymology of gallotannin and ellagitannin biosynthesis

Niemetz, Ruth; Gross, Georg G.

doi:10.1016/j.phytochem.2005.01.009

Cited by 221 publications

(92 citation statements)

References 41 publications

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“…Antioxidative agents are useful in both the prevention of lung injury and the attenuation of fibrogenesis, and many agents exhibit their antifibrotic effects through this mechanism [23]. Gallic acid is a natural phenolic compound with strong antioxidative activity [24]. Our previous study showed that gallic acid induces apoptosis in mouse lung fibroblasts.…”

Section: Discussionmentioning

confidence: 99%

“…Gallic acid, commonly distributed in various plants, fruits, and foods [24], has anticancer activity and induces apoptotic cell death in various types of cancer cells, such as prostate [25], lung [26, 27], gastric, colon, breast, cervical, and esophageal [28]. There is increasing evidence suggesting that apoptosis induced by gallic acid is associated with oxidative stress derived from reactive-oxygen-species-(ROS), mitochondrial dysfunction, and an increase in intracellular Ca 2+ level [29–31].…”

Section: Discussionmentioning

confidence: 99%

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Gallic Acid Induces a Reactive Oxygen Species-Provoked c-Jun NH₂-Terminal Kinase-Dependent Apoptosis in Lung Fibroblasts

Chen

Yang

et al. 2013

Evidence-Based Complementary and Alternative Medicine

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Idiopathic pulmonary fibrosis is a chronic lung disorder characterized by fibroblasts proliferation and extracellular matrix accumulation. Induction of fibroblast apoptosis therefore plays a crucial role in the resolution of this disease. Gallic acid (3,4,5-trihydroxybenzoic acid), a common botanic phenolic compound, has been reported to induce apoptosis in tumor cell lines and renal fibroblasts. The present study was undertaken to examine the role of mitogen-activated protein kinases (MAPKs) in lung fibroblasts apoptosis induced by gallic acid. We found that treatment with gallic acid resulted in activation of c-Jun NH2-terminal kinase (JNK), extracellular signal-regulated kinase (ERK), and protein kinase B (PKB, Akt), but not p38MAPK, in mouse lung fibroblasts. Inhibition of JNK using pharmacologic inhibitor (SP600125) and genetic knockdown (JNK specific siRNA) significantly inhibited p53 accumulation, reduced PUMA and Fas expression, and abolished apoptosis induced by gallic acid. Moreover, treatment with antioxidants (vitamin C, N-acetyl cysteine, and catalase) effectively diminished gallic acid-induced hydrogen peroxide production, JNK and p53 activation, and cell death. These observations imply that gallic acid-mediated hydrogen peroxide formation acts as an initiator of JNK signaling pathways, leading to p53 activation and apoptosis in mouse lung fibroblasts.

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Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Gallic Acid Induces a Reactive Oxygen Species-Provoked c-Jun NH₂-Terminal Kinase-Dependent Apoptosis in Lung Fibroblasts

Chen

Yang

et al. 2013

Evidence-Based Complementary and Alternative Medicine

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“…This is due to the release of protons from the wood hydrolysable functional groups. Indeed, oak contains hydrolysable tannins, which are derived from glucose esters of gallic acid [68,69]. In solution with metallic ions these polyphenols act as chelating ligands enhancing the formation of metal complexes [63,70].…”

Section: Analysis Of the Impregnated Woodmentioning

confidence: 99%

Pyrolysis of metal impregnated biomass: An innovative catalytic way to produce gas fuel

Bru

Blin

Julbe

et al. 2007

Journal of Analytical and Applied Pyrolysis

106

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“…In the present study, the EC and EGC content of C. tachangensis was about two-fold higher than that in C. sinensis . Even so, the amount of galloylated (-)-epicatechin in C. tachangensis was not increased in proportion, which means that the biosynthesis of galloylated catechins was decreased in the leaves of C. tachangensis 2122. These results suggested that the main polyphenols compounds in C. tachangensis were different from C. sinensis and C. assamica .…”

Section: Resultsmentioning

confidence: 88%

The proposed biosynthesis of procyanidins by the comparative chemical analysis of five Camellia species using LC-MS

Liang

Tai

Wang

et al. 2017

Sci Rep

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The genus Camellia (C.) contains many species, including C. sinensis, C. assamica, and C. taliensis, C. gymnogyna and C. tachangensis. The polyphenols of C. sinensis and C. assamica are flavan-3-ols monomers and their dimers and trimmers. However, the biosynthesis of procyanidins in Camellia genus remains unclear. In the present study, a comparative chemical analysis of flavan-3-ols, flavan-3-ols glycoside and procyanidins was conducted by high performance liquid chromatography (HPLC) and liquid chromatography diode array detection coupled with triple-quadrupole mass-spectrometry (LC-DAD-QQQ-MS). The results showed that C. tachangensis had a significant higher contents of (-)-epicatechin (EC) and (-)-epigallocatechin (EGC) compared with C. sinensis (p < 0.001). By contrast, higher levels of galloylated catechins were detected in C. sinensis. LC-DAD-MS/MS indicated that the main secondary metabolites of C. tachangensis were non-galloylated catechins, procyanidin dimers and trimers. Furthermore, (-)-epicatechin glucose (EC-glucose) and (-)-epigallocatechin glucose (EGC-glucose) were also abundant in C. tachangensis. A correlation analysis of EC-glucose and procyanidins dimers was conducted in five Camellia species. The levels of EC-glucose were closely related to the procyanidin dimers content. Thus, it was suggested that EC-glucose might be an important substrate for the biosynthesis of procyanidins.

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Enzymology of gallotannin and ellagitannin biosynthesis

Cited by 221 publications

References 41 publications

Gallic Acid Induces a Reactive Oxygen Species-Provoked c-Jun NH₂-Terminal Kinase-Dependent Apoptosis in Lung Fibroblasts

Gallic Acid Induces a Reactive Oxygen Species-Provoked c-Jun NH₂-Terminal Kinase-Dependent Apoptosis in Lung Fibroblasts

Pyrolysis of metal impregnated biomass: An innovative catalytic way to produce gas fuel

The proposed biosynthesis of procyanidins by the comparative chemical analysis of five Camellia species using LC-MS

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Enzymology of gallotannin and ellagitannin biosynthesis

Cited by 221 publications

References 41 publications

Gallic Acid Induces a Reactive Oxygen Species-Provoked c-Jun NH2-Terminal Kinase-Dependent Apoptosis in Lung Fibroblasts

Gallic Acid Induces a Reactive Oxygen Species-Provoked c-Jun NH2-Terminal Kinase-Dependent Apoptosis in Lung Fibroblasts

Pyrolysis of metal impregnated biomass: An innovative catalytic way to produce gas fuel

The proposed biosynthesis of procyanidins by the comparative chemical analysis of five Camellia species using LC-MS

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Gallic Acid Induces a Reactive Oxygen Species-Provoked c-Jun NH₂-Terminal Kinase-Dependent Apoptosis in Lung Fibroblasts

Gallic Acid Induces a Reactive Oxygen Species-Provoked c-Jun NH₂-Terminal Kinase-Dependent Apoptosis in Lung Fibroblasts