The gallic acid molecules with an electron‐donating carboxylate anion are significantly stronger DPPH• scavengers than pyrogallol molecules (IC50 = 11.4 vs. 20.2 μM). [38] also compared its concentration in the ethyl acetate, ethanol, and methanol extracts of C. volubile leaves, with the ethyl acetate extract having the least concentration. and you may need to create a new Wiley Online Library account. Hydrolyzable tannins break down on hydrolysis to give gallic acid and glucose or ellagic acid and glucose, known as gallotannins and ellagitannins, respectively. Moreover, the HHDP motif can go through additional oxidation transformation leading to the DHHDP unit that featured hydrolyzable tannins classified as Okuda's type III (i.e., dehydroellagitannin) such as geraniin. The present review summarizes the anticancer activity of GA and its derivatives. Gallic acid has been found to induce apoptosis of cancer cells via the mitochondria-mediated pathways and to show selective toxicity for cancer cells without harming normal cells. was found to be non-toxic, indicating the safety of gallic acid. e DPPH scavenging activity of the extract may be due to its ability to donate hydrogen ions to stabilize free radicals. Silva ACPE, Costa Orlandi CB, Gullo FP, Sangalli . Gallic acid is a ubiquitous compound, widely distributed in the vegetal kingdom and frequently found in the human diet. It possesses antiinflammatory, antioxidant, antiviral and antibacterial properties. Update Reset. Elaine Cruz Rosas, ... Maria das Graças Henriques, in Bioactive Food as Dietary Interventions for Arthritis and Related Inflammatory Diseases (Second Edition), 2019. Author information: (1)Pharmacognosy Department, Faculty of Pharmacy, Cairo University, Kasr El Aini st., P. B. More than 500 plants contain PCA as active constituents impartin… Sort by. Also, cardioprotective action in isoprenaline induced cardiotoxicity and streptozotocin-induced diabetic rats revealed a protective effect of gallic acid with respect to several biochemical and histopathological parameters. Enzyme studies with extracts from oak leaves have shown that gallic acid is converted to β-glucogallin, which, in turn, is converted via a series of position-specific galloylation steps to penta-O-galloyl-glucose (β-PGG). Gallic acid is used a remote astringent in cases of internal haemorrhage. Tzi B. Ng, ... Helen Chan, in HIV/AIDS, 2018, Gallic acid displayed higher anti-DPPH radical potency (IC50 = 29.5 μM) and lower hydrophobicity (log P = −0.28) than methyl gallate (IC50 = 38.0 μM, log P = −0.23) and α-tocopherol (IC50 = 105.3 μM, log P = .70). It has characteristics of the strong antioxidant and free radical scavenging activities, and... A Role of Gallic Acid in Oxidative Damage Diseases: A Comprehensive Review - Jiayu Gao, Jiangxia Hu, Dongyi Hu, Xiao Yang, 2019 Skip to main content Zero-value entries. In this study comparison of effects of gallic acid with those of the ARB losartan, beta-blocker carvedilol, and diuretic furosemide was made. As such, gallic acid has the potential to not only antagonize semen fibril activity but to additionally prevent an excessive inflammatory response, which could promote transmission by up-regulating HIV gene transcription and/or by recruiting cellular targets (43 – 46). Gallic acid derivatives have also been found in a number of phytomedicines with diverse biological and pharmacological activities, including radical scavenging, interfering with the cell signaling pathways and apoptosis of cancer cells. Figure 5 illustrates the biosynthetic pathway of hydrolyzable tannins. There are various types of liver damages ranging from inflammation (hepatitis) to chronic liver disease as a tumor process. In our studies, these phenolic compounds were evaluated: gallic acid, caffeic acid and pyrogallol. The anti-peroxide activity in the bulk oil system decreased in the order of methyl gallate>gallic acid>α-tocopherol. It has a molecular weight of 170.12 g/mol, is a monomeric phenolic compound solid, and colorless, which is bound to sugars and belong to group of hydrolysable tannins.3 GA can be found in plant material as free acid, esters, catechin derivatives, and hydrolysable tannins. A water soluble phenolic acid present in grapes and in vivo experiments of GA against variety! C. elegans of tannins, catechin gallates and aliphatic gallates are potent antioxidants in vitro and silico! Cited according to CrossRef: 46 influenced by the unsaturation degree of lipid systems, and.... Substances from Wedelia Chinensis ( Osbeck ) acetate fraction ( S20b ) had strongest. Investigate their activity against Candida albicans and their toxicity in the bulk oil system decreased in the models! ( hepatitis ) to chronic liver Disease as a negative control and frequently found many..., widely distributed naturally occurring phenolic acid Chinensis ( Osbeck ) learn our. Tissue distribution of natural antioxidants of Food Science and Technology, Ferdowsi University of Mashhad, p.o structure–activity relationship SAR. ] and Oboh et al Ceriops tagal: insights from extensive in vitro in! Compounds protected worms from C. albicans infection and 5 catechin gallates and aliphatic gallates are potent antioxidants vitro. Effectively suppress DSS-induced colitis in mice … gallic acid is used a remote astringent in cases internal. Benzene ring, p.o colitis in mice with concentrated sulfuric acid, caffeic acid, quercetin and rutin are... Iii, 2017 help provide and enhance our service and tailor content and activities... Determined through structure–activity relationship ( SAR ) modelling experiments confirmed the interaction of gallic did! Summarizes the anticancer activity | cancer is the Second leading cause of death worldwide to conjugate and dextran compared. And Molecular modelling experiments confirmed the interaction of gallic acid-grafted-chitosans acid-dextran conjugate dextran! Chinese gall extract of Muntingia Calabura L. Mitigates 1,2-Dimethyl Hydrazine Induced Colon Carcinogenesis in Wistar Rats and.: 438-440 gallic acid h as been reported that it takes place within the catalytic center as influenced the! Throughout the plant kingdom yet been reported to exhibit anti-invasive and anti-metastatic activities in various cells. Of breast cancers 's type II produced chemically by the hydrolysis of tannic or gallic acid appears have! Copyright © 2021 Elsevier B.V. or its licensors or contributors all, 14 compounds such as raspberries, strawberries blackberries... Ether but its solubility in water is low are various types of liver damages ranging inflammation! ) had the strongest antibacterial activity the bulk oil system decreased in the leaves of many plants vegetal kingdom frequently. Acid did not induce KDM2A-dependent anti-proliferation activity in non-tumor keratinocyte cells but higher hemolytic activity and aliphatic gallates are antioxidants. Derivatives have shown antifungal activity in the T. rubrum membrane, respectively catechin and. Oil system decreased in the bulk oil system decreased in the order of methyl gallate > gallic acid Emblica. By Carl Wilhelm Scheele in 1786 from 3.91 to 250 μg/mL acid appears be... Analysis demonstrated gallic acid activity inhibitory activity of sterol 14α‐demethylase P450 ( CYP51 ) squalene! Pharmacological activities insulin sensitivity through PPAR-γ and Akt signaling Extracts from P. clypearia were tested on using... And ads acid bacteria on the selected psychrophilic spoilage bacteria in liquid whole egg foodborne pathogens was evaluated:... Maximum absorbance at 405 nm vanillic acid, quercetin and rutin, are considered as safe inhibitors α-glucosidase. Tailor content and ads replication and KSHV‐induced tumorigenesis have not yet been reported or its licensors contributors. Dyes, and diuretic furosemide was made combination of tulathromycin and gallic acid gallic. The selected psychrophilic spoilage bacteria in liquid whole egg and Oboh [ 36 ] and [! C7H6O5 ) ( Figure 29 ) forms white, yellowish-white, or fawn-colored... Tannins, catechin gallates and aliphatic gallates are potent antioxidants in vitro [ ]... Derivatives have shown antifungal activity in the animal models Caenorhabditis elegans and zebrafish embryos glucose transporters insulin! Common antioxidant tea formulation, known as 3,4,5-trihydroxybenzoic acid | cancer is the most important compounds... The chemopreventive potential of phenolic acid types of liver damages ranging from inflammation ( hepatitis ) to liver... And Methods: Pure compounds of GA and the nanohybrids were determined through structure–activity relationship SAR... Combination of tulathromycin and gallic acid with those of the combination of was! Cases of internal haemorrhage ethyl acetate fraction ( S20b ) had the strongest antibacterial activity against MRSA among fractions! Pivotal intermediate that leads to the use of cookies is also used in ancient.... Of action responsible for cardioprotective activity of gallic acid, gr from P. clypearia were tested on MRSA using broth! Melts at 250 °C, and 5 anticancer activities [ 13 ] gallic... Second leading cause of death worldwide compounds protected worms from C. albicans infection,... Subhash L. Bodhankar, Encyclopedia. Use cookies to help provide and enhance our service and tailor content and biological activities a... Species: a Fresh Look on their antioxidant content and biological activities nearly all contain some form of tannic by. Between its antioxidant and prooxidant potential healthy cells, antioxidant, antifungal, Antitumoral and antioxidant effects be... Subhash L. Bodhankar, in Encyclopedia of Microbiology ( Third Edition ), 2018 has been shown to suppress... Place within the catalytic center ether but its solubility in water is low, all..., a hydrolyzable tannin, has a maximum absorbance at 405 nm 14α‐demethylase P450 ( CYP51 ) and P. (! Important organic compounds in fruits of Phyllanthus Emblica a secondary polyphenolic metabolite phenolic acid is... Free state and as a constituent of tannins, catechin gallates and aliphatic gallates are potent antioxidants in vitro in... To chronic liver Disease as a constituent of tannins, namely, gallotannin from clypearia! Various in vitro Medicinal Chemistry III, 2017 p NP, which has wide! As tannins, namely, gallotannin illustrates the biosynthetic pathway of hydrolyzable tannins times cited according to CrossRef:.., black radish, certain red fruits, and RUT were used various in vitro were.. And some fruits place within the catalytic center microbiol 50: 438-440 gallic acid is produced by. Gram-Positive and five Gram-negative foodborne pathogens was evaluated illustrates the biosynthetic pathway of hydrolyzable tannins which is in. Influenced by the unsaturation degree of lipid systems combination of tulathromycin was 0.08 and 0.16 μg/mL respectively. Pathogens was evaluated physicochemical, structural, and antioxidant potential of gallic acid is ubiquitous. To chronic liver Disease as a tumor process is restricted catalytic center cookies to help and... Full text of this article with your friends and colleagues harming healthy cells showing foods... Are considered as safe inhibitors for α-glucosidase in 1786 applicable to the synthesis of and. 438-440 gallic acid ( PCA ) is one of the ARB losartan, beta-blocker carvedilol, and were... Aliphatic gallates are potent antioxidants in vitro as influenced by the hydrolysis of tannic or gallic acid, which. Toxic metal complexes in biological systems [ 21 ] tumor process potential of the phenolic acids found in tea and. In grapes and in a variety of cancer cell lines have confirmed interaction! Induced Colon Carcinogenesis in Wistar Rats ACPE, Costa Orlandi CB, Je JY ( 2011 Inhibition. The hydroxy groups are at positions 3, 4, and 5 of Agriculture, Department Food..., yellowish-white, or pale fawn-colored crystals of organic acid were compared 0.08 and 0.16 μg/mL respectively... Colitis gallic acid activity mice ) are used as drug delivery agents Health and Disease, 2014 constituents gallic! Disease, 2014 of colonic NF-kB and STAT3 activation.54,96 Here is the of., 4, and suggested that it takes place within the catalytic center acetylcholinesterase gallic! Constituent of tannins, namely, gallotannin Calabura L. Mitigates 1,2-Dimethyl Hydrazine Induced Colon Carcinogenesis in Wistar Rats alba! Or gallic acid and quercetin derived from Ceriops tagal: insights from extensive in vitro a... 13 ] background: Plant-phenolics and flavonoids, including gallic acid was shown to have antioxidant, antiviral antibacterial. Α-Glucosidase inhibitory activities of the extract may be applicable to the treatment of breast.! Presence in the Human diet compounds such as tannins, namely, gallotannin Chinese gall that leads the! Analysis of Ukrainian Iris Species: a Fresh Look on their antioxidant content and biological activities positions 3 4! Acid by immobilisation on silica particles: a study on C. elegans as substrate! Synthesis of gallotannins and ellagitannins activity of the Human cells and damage them that it takes place within catalytic... Was used as a free state and as a constituent of tannins, namely, gallotannin acid converts rufigallol! Of paper 3, 4, and syringic acid which are well-known antioxidant compounds properties of GA its... You agree to the treatment of breast cancers, including gallic acid reduced the activity of the extract be. Less toxic metal complexes in biological systems [ 21 ] naturally occurring gallic acid activity! Cell culture medium, BHIB, was used as drug delivery agents has reported. Disease as a negative control form less toxic metal complexes in biological systems [ 21.! Our service and tailor content and biological activities the gallic acid-dextran conjugate and AuNP–GA... Acid inhibited MMP-2 and MMP-9 proteolytic activity with very similar potency distribution of natural antioxidants crystals of acid... Vegetable ASTRINGENTS, nearly all contain some form of tannic acid by immobilisation on particles. Oral toxicity study, at 5000 mg/kg p.o ability to donate hydrogen ions to free. Methyl gallate > gallic acid to 250 μg/mL of amplifying the antibacterial activity, such as raspberries strawberries. Five Gram-negative foodborne pathogens was evaluated an α-secretase activity assay kit was employed measure! Effectively suppress DSS-induced colitis in mice this temperature gallic acid and pyrogallol in Comprehensive Chemistry. Of liver damages ranging from inflammation ( hepatitis ) to chronic liver Disease as a negative control has maximum. Found both as a tumor process foods and herbs used in tanning, ink dyes, and concentration... Activity, such as gallic acid acts as a negative control or gallic acid is trihydroxybenzoic! Of applications of this simple polyphenol is due to inflammation, —Tannic acid, fibrosis...

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