Browse > Article

Antioxidant Properties of Tannic Acid and its Inhibitory Effects on Paraquat-Induced Oxidative Stress in Mice  

Choi, Je-Min (Department of Biotechnology, College of Engineering, Yonsei University)
Han, Jin (1st R&D Center, Honda B/D, Samhwa F&F)
Yoon, Byoung-Seok (Department of Biotechnology, College of Engineering, Yonsei University)
Chung, Jae-Hwan (Social Research and Data Analysis, World Research Corporation)
Shin, Dong-Bum (Department of Food Science and Nutrition, Cheju National University)
Lee, Sang-Kyou (Department of Biotechnology, College of Engineering, Yonsei University)
Hwang, Jae-Kwan (Department of Biotechnology, College of Engineering, Yonsei University)
Ryang, Ryung (Department of Biotechnology, College of Engineering, Yonsei University)
Publication Information
Food Science and Biotechnology / v.15, no.5, 2006 , pp. 728-734 More about this Journal
Abstract
The tannins represent a highly heterogeneous group of water-soluble plant polyphenols that may play an important role in antimutagenic and antioxidant properties. We investigated the antioxidant function of tannic acid in comparison to other phenolic compounds including catechin, chlorogenic acid, cinnamic acid, ellagic acid, and gallic acid for their ability to scavenge several stable radicals and reactive oxygen species (ROS) such as ${\bullet}DPPH^+$, ${\bullet}ABTS^+$, hydrogen peroxide, hydroxyl radical, and superoxide radical. The ability of tannic acid to decrease paraquat-induced lipid oxidation in mouse liver and lung through its antioxidant properties was also assessed. The results showed that almost all the tested compounds have stable radical scavenging activity except cinnamic acid. Tannic acid, gallic acid, and ellagic acid demonstrated remarkable ROS scavenging properties toward $H_2O_2$, ${\bullet}OH^-$, ${\bullet}O_2^-$ and especially only tannic acid could inhibit paraquat-induced lipid peroxidation effectively in mouse liver and lung. Based on these results, it appears that increased number of galloyl and ortho-hydroxyl groups enhances the antioxidant activity of phenolic compounds and tannic acid is evaluated as the most effective antioxidant among all the tested compounds. These results suggest that the tannins, especially tannic acid, can be used as therapeutic agent for various diseases caused by ROS.
Keywords
tannin; tannic acid; antioxidant; ROS; paraquat; lipid peroxidation;
Citations & Related Records
Times Cited By KSCI : 2  (Citation Analysis)
Times Cited By Web Of Science : 8  (Related Records In Web of Science)
연도 인용수 순위
1 Burapadaja S, Bunchoo A. Antimicrobial activity of tannins from Terminalia citrine. Planta. Med. 61: 365-366 (1995)   DOI   ScienceOn
2 Miyamoto K, Nomura M, Murayama T, Furukawa T, Hatano T, Yoshida T, Koshiura R, Okuda T. Antitumor activities of ellagitannins against sarcoma-180 in mice. Biol. Pharm. Bull. 16: 379-387 (1993)   DOI   ScienceOn
3 Enrique C, Kelvin JAD. Mitochondrial free radical generation, oxidative stress and aging. Free Radical Bio. Med. 29: 222-230 (2000)   DOI   ScienceOn
4 Scandalios JG. Oxygen stress and superoxide dismutases. Plant Physiol. 101: 7-12 (1993)
5 Haly TJ. Review of the toxicity of paraquat. Clin. Toxicol. 14: 1-46 (1979)   DOI
6 Casalini C, Lodovici M, Briani C, Paganelli G, Remy S, Cheynier V, Dolara P. Effect of complex polyphenols and tannins from red wine (WCPTP) on chemically induced oxidative DNA damage in the rat. Eur. J. Nutri. 38: 190-195 (1999)   DOI
7 Venkatesan N. Pulmonary protective effects of curcumin against paraquat toxicity. Life Sci. 66: 21-28 (2000)
8 Choi JM, Ryu HJ, Chung JH, Park JC, Hwang JK, Shin DB, Lee SK, Ryang R. Antioxidant property of genistein: Inhibitory effect on HOCI induced protein degradation, DNA cleavage, and cell death. Food Sci. Biotechnol. 14: 399-404 (2005)
9 Satoh K, Sakagami H. Ascorbyl radical scavenging activity of polyphenols. Anticancer Res. 16: 2885-2890 (1996)
10 Tsukamoto M, Tampo Y, Sawada M, Yonaha M. Paraquat-induced membrane dysfunction in pulmonary microvascular endothelial cells. Pharmacol. Toxicol. 86: 102-109 (2000)   DOI   ScienceOn
11 Ellman G. Tissue sulfhydryl groups. Arch. Biochem. Biophys. 82: 70-77 (1959)   DOI   ScienceOn
12 Nakashima H, Murakami T, Yamamoto N, Sakagami H, Tanuma S, Hatano T, Yoshida T, Okuda T. Inhibition of human immunodeficiency viral replication by tannins and related compounds. Antivir. Res. 18: 91-103 (1992)   DOI   ScienceOn
13 Rahman Q, Abidi P, Afaq F, Schiffinann D, Mossman BT, Kamp DW, Athar M. Glutathione redox system in oxidative lung injury. Crit. Rev. Toxicol. 29: 543-568 (1999)   DOI   ScienceOn
14 Gali HU, Perchellet EM, Klish DS, Johnson JM, Perchellet JP. Antitumor-promoting activities of hydrolyzable tannins in mouse skin. Carcinogenesis 13: 715-718 (1992)   DOI   ScienceOn
15 Kwon SY, Jeong YT, Lee HS, Kim JS, Cho KY, Allen RD, Kwak SS. Enhanced tolerances of transgenic tobacco plants expressing both superoxide dismutase and ascorbate peroxidase in chloroplasts against methyl viologen-mediated oxidative stress. Plant Cell Environ. 25: 873-882 (2002)   DOI
16 Catherine AR, Nicholas JM, George P. Structure-antioxidant activity relationships of flavonoids and phenolic acids. Free Radical Bio. Med. 20: 933-956 (1996)   DOI   ScienceOn
17 Andrade RG, Dalvi LT, Silva JM Jr, Lopes GK, Alonso A, Hermes-Lima M. The antioxidant effect of tannic acid on the in vitro coppermediated formation of free radicals. Arch. Biochem. Biophys. 437: 1-9 (2005)   DOI   ScienceOn
18 Ohkawa H, Ohishi N, Yagi Y. Assay of lipid peroxides in animal tissue by thiobarbituric acid reaction. Anal. Biochem. 95: 351-358 (1979)   DOI   ScienceOn
19 King A, Young G. Characteristics and occurrence of phenolic phytochemicals. J. Am. Diet. Assoc. 99: 213-218 (1999)   DOI   ScienceOn
20 Miguez MP, Soler F, Garcia-Rubio L. Accentuation of paraquat-induced toxicity by L-carnitine in mice. Biofactors 8: 73-78 (1998)   DOI
21 McCord JM, Fridovich I. Superoxide dismutase. An enzymic function for erythrocuprein (hemocuprein). J. Biol. Chem. 244: 6049-6055 (1969)
22 Casano LM, Martin M, Zapata JM, Sabater B. Leaf age- and paraquat concentration-dependent effects on the levels of enzymes protecting against photooxidative stress. Plant Sci. 149: 13-22 (1999)   DOI   ScienceOn
23 Halliwel B, Gutteridge JMC. Free Radicals in Biology and Medicine, 3rd ed. Oxford Press, London, UK. p.11 (1998)
24 Lannelli MA, Breusegem F, Montagu MV, Inze D, Massacci A. Tolerance to low temperature and paraquat-mediated oxidative stress in two maize genotypes. J. Exp. Bot. 50: 523-532 (1999)   DOI   ScienceOn
25 Moradas-Ferreira P, Costa V, Piper P, Mager W. The molecular defenses against reactive oxygen species in yeast. Mol. Microbiol. 19: 651-658 (1996)   DOI   ScienceOn
26 Okamura H, Mimura A, Yakou Y, Niwano M, Takahara Y. Antioxidant activity of tannins and flavonoids in Eucalyptus rostrata. Phytochemistry 33: 557-561 (1993)   DOI   ScienceOn
27 Autor AP. Biochemical mechanisms of paraquat toxicity. Life Sci. 14: 1309-1319 (1977)   DOI   ScienceOn
28 Re R, Pellegrini N, Proteggente A, Pannala A, Yang M, Rice-Evans C. Antioxidant activity applying an improved ABTS radical cation declorization assay. Free Radical Bio. Med. 26: 1231-1237 (1999)   DOI   ScienceOn
29 Fernandes E, Costa D, Toste SA, Lima JL, Reis S. In vitro scavenging activity for reactive oxygen and nitrogen species by nonsteroidal anti-inflammatory indole, pyrrole, and oxazole derivative drugs. Free Radical Bio. Med. 37: 1895-1905 (2004)   DOI   ScienceOn
30 Chung KT, Wong TY, Wei CI, Huang YW, Lin Y. Tannins and human health: a review. Crit. Rev. Food Sci. Nutr. 38: 421-464 (1998)   DOI   ScienceOn
31 Andrade RG, Ginani JS, Lopes GK, Dutra F, Alonso A, Hermes-Lima M. Tannic acid inhibits in vitro iron-dependent free radical formation. Biochimie 88: 1287-1296 (2006)   DOI   ScienceOn
32 Minakata K, Suzuki O, Horio F, Saito S, Harada N. Increase in production of ascorbate radical in tissues of rat treated with paraquat. Free Radical Res. 33: 179-185 (2000)   DOI   ScienceOn
33 Tampo Y, Tsukamoto M, Yonaha M. Superoxide production from paraquat evoked by exogenous NADPH in pulmonary endothelial cells. Free Radical Bio. Med. 27: 588-595 (1999)   DOI   ScienceOn
34 Giovannelli L, Testa G, De Filippo C, Cheynier V, Clifford MN, Dolara P. Effect of complex polyphenols and tannins from red wine on DNA oxidative damage of rat mucosa in vivo. Eur. J. Nutr. 39: 207-212 (2000)   DOI
35 Fruest EP, Norman MN. Interactions of herbicide with photosynthetic electron transport. Weed Sci. 39: 458-464 (1991)
36 Braca A, De Tommasi N, Di Bari L, Pizza C, Politi M, Morelli I. Antioxidant principles from Bauhinia tarapotensis. J. Nat. Prod. 64: 892-895 (2001)   DOI   ScienceOn
37 Mukhtar H, Das M, Khan WA, Wang ZY, Bik DP, Bickers DR. Exceptional activity of tannic acid among naturally occurring plant phenols in protecting against 7,12-dimethylbenz(${\alpha}$)anthracene-, benzo(${\alpha}$)pyrene-, 3-methylcholanthrene-, and N-methyl-N-nitrosourea-induced skin tumorigenesis in mice. Cancer Res. 48: 2361-2365 (1988)
38 Gram TE. Chemically reactive intermediates and pulmonary xenobiotic toxicity. Pharmacol. Rev. 49: 297-341 (1997)
39 Teissedre PL, Frankel EN, Waterhouse AL, Peleg H, German JB. Inhibition of in vitro human LDL oxidation by phenolic antioxidants from grapes and wines. J. Sci. Food Agric. 70: 55-63 (1996)   DOI
40 Aruoma OI, Halliwell B, Hoey BM, Butler J. The antioxidant action of taurine, hypotaurine, and therimetabolic precursors. Biochem. J. 256: 251-255 (1998)
41 Nam HY, Min SG, Shin HC, Kim HY, Fukushima M, Han KH, Park WJ, Choi KD, Lee CH. The protective effects of isoflavone extracted from soybean paste in free radical initiator treated rats. Food Sci. Biotechnol. 14: 586-592 (2005)