Propyl gallate inhibits the growth of HeLa cells via regulating intracellular GSH level

Food and Chemical Toxicology

Volumn 47, Issue 10, 2009, Pages 2531-2538

  Han, Yong Hwan ^a   Park, Woo Hyun ^a  

^a Chonbuk National University   (South Korea)

Author keywords

Apoptosis; GSH; HeLa; NAC; Propyl gallate; ROS

Indexed keywords

ACETYLCYSTEINE; CATALASE; GALLIC ACID PROPYL ESTER; GLUTATHIONE; REACTIVE OXYGEN METABOLITE; SUPEROXIDE DISMUTASE;

ANTIOXIDANT ACTIVITY; APOPTOSIS; ARTICLE; CELL CYCLE ARREST; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG STRUCTURE; GROWTH INHIBITION; HELA CELL; HUMAN; HUMAN CELL;

ACETYLCYSTEINE; ANTIOXIDANTS; APOPTOSIS; CATALASE; CELL PROLIFERATION; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG ANTAGONISM; GLUTATHIONE; HELA CELLS; HUMANS; PROPYL GALLATE; REACTIVE OXYGEN SPECIES; SUPEROXIDE DISMUTASE;

EID: 69549116458     PISSN: 02786915     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.fct.2009.07.013     Document Type: Article

References (43)

1. Abdo K.M., Huff J.E., Haseman J.K., and Alden C.J. No evidence of carcinogenicity of d-mannitol and propyl gallate in F344 rats or B6C3F1 mice. Food Chem. Toxicol. 24 (1986) 1091-1097
2. Berridge M.V., and Tan A.S. Characterization of the cellular reduction of 3-(4, 5-dimethylthiazol-2-yl)-2, 5-diphenyltetrazolium bromide (MTT): subcellular localization, substrate dependence, and involvement of mitochondrial electron transport in MTT reduction. Arch. Biochem. Biophys. 303 (1993) 474-482
3. Boyd I., and Beveridge E.G. Relationship between the antibacterial activity towards Escherichia coli NCTC 5933 and the physico-chemical properties of some esters of 3,4,5-trihydroxybenzoic acid (gallic acid). Microbios 24 (1979) 173-184
4. Brzhevskaia O.N., Kaiushin L.P., and Nedelina O.S. On the existence of free radicals in the enzymatic hydrolysis of adenosine triphosphate (ATP). Biofizika 11 (1966) 213-216
5. Chen C.H., Liu T.Z., Chen C.H., Wong C.H., Chen C.H., Lu F.J., and Chen S.C. The efficacy of protective effects of tannic acid, gallic acid, ellagic acid, and propyl gallate against hydrogen peroxide-induced oxidative stress and DNA damages in IMR-90 cells. Mol. Nutr. Food Res. 51 (2007) 962-968
6. Collier A.C., and Pritsos C.A. The mitochondrial uncoupler dicumarol disrupts the MTT assay. Biochem. Pharmacol. 66 (2003) 281-287
7. Dacre J.C. Long-term toxicity study of n-propyl gallate in mice. Food Cosmet. Toxicol. 12 (1974) 125-129
8. Daniel J.W. Metabolic aspects of antioxidants and preservatives. Xenobiotica 16 (1986) 1073-1078
9. Deeble D.J., Parsons B.J., and Phillips G.O. Evidence for the addition of the superoxide anion to the anti-oxidant n-propyl gallate in aqueous solution. Free Radic. Res. Commun. 2 (1987) 351-358
10. Deeble D.J., Parsons B.J., Phillips G.O., Schuchmann H.P., and Von Sonntag C. Superoxide radical reactions in aqueous solutions of pyrogallol and n-propyl gallate: the involvement of phenoxyl radicals. A pulse radiolysis study. Int. J. Radiat. Biol. 54 (1988) 179-193
11. Depner M., Kahl G.F., and Kahl R. Influence of gallic acid esters on drug-metabolizing enzymes of rat liver. Food Chem. Toxicol. 20 (1982) 507-511
12. Estrela J.M., Ortega A., and Obrador E. Glutathione in cancer biology and therapy. Crit. Rev. Clin. Lab. Sci. 43 (2006) 143-181
13. Han Y.H., Kim S.Z., Kim S.H., and Park W.H. Arsenic trioxide inhibits growth of As4.1 juxtaglomerular cells via cell cycle arrest and caspase-independent apoptosis. Am. J. Physiol. Renal. Physiol. 293 (2007) F511-520
14. Han Y.H., Kim S.H., Kim S.Z., and Park W.H. Caspase inhibitor decreases apoptosis in pyrogallol-treated lung cancer Calu-6 cells via the prevention of GSH depletion. Int. J. Oncol. 33 (2008) 1099-1105
15. Han Y.H., Kim S.W., Kim S.H., Kim S.Z., and Park W.H. 2,4-dinitrophenol induces G1 phase arrest and apoptosis in human pulmonary adenocarcinoma Calu-6 cells. Toxicol. In Vitro 22 (2008) 659-670
16. Han Y.H., Kim S.Z., Kim S.H., and Park W.H. Apoptosis in pyrogallol-treated Calu-6 cells is correlated with the changes of intracellular GSH levels rather than ROS levels. Lung Cancer 59 (2008) 301-314
17. Han, Y.H., Kim, S.Z., Kim, S.H., Park, W.H., 2008d. Arsenic trioxide inhibits the growth of Calu-6 cells via inducing a G2 arrest of the cell cycle and apoptosis accompanied with the depletion of GSH. Cancer Lett.
18. Higuchi Y. Glutathione depletion-induced chromosomal DNA fragmentation associated with apoptosis and necrosis. J. Cell Mol. Med. 8 (2004) 455-464
19. Hirose M., Yada H., Hakoi K., Takahashi S., and Ito N. Modification of carcinogenesis by alpha-tocopherol, t-butylhydroquinone, propyl gallate and butylated hydroxytoluene in a rat multi-organ carcinogenesis model. Carcinogenesis 14 (1993) 2359-2364
20. Hirose M., Takahashi S., Ogawa K., Futakuchi M., Shirai T., Shibutani M., Uneyama C., Toyoda K., and Iwata H. Chemoprevention of heterocyclic amine-induced carcinogenesis by phenolic compounds in rats. Cancer Lett. 143 (1999) 173-178
21. Jacobi H., Eicke B., and Witte I. DNA strand break induction and enhanced cytotoxicity of propyl gallate in the presence of copper(II). Free Radic. Biol. Med. 24 (1998) 972-978
22. Jeon, W.K., Kim, B.C., 2007. Heme oxygenase-1 mediates the anti-inflammatory effect of propyl gallate in LPS-stimulated macrophages. Biochem. Biophys. Res. Commun.
23. Karthikeyan K., Sarala Bai B.R., Gauthaman K., and Niranjali Devaraj S. Protective effect of propyl gallate against myocardial oxidative stress-induced injury in rat. J. Pharm. Pharmacol. 57 (2005) 67-73
24. Kawanishi S., Oikawa S., and Murata M. Evaluation for safety of antioxidant chemopreventive agents. Antioxid. Redox. Signal 7 (2005) 1728-1739
25. Khan N.S., Ahmad A., and Hadi S.M. Anti-oxidant, pro-oxidant properties of tannic acid and its binding to DNA. Chem. Biol. Interact. 125 (2000) 177-189
26. Kobayashi H., Oikawa S., Hirakawa K., and Kawanishi S. Metal-mediated oxidative damage to cellular and isolated DNA by gallic acid, a metabolite of antioxidant propyl gallate. Mutat. Res. 558 (2004) 111-120
27. Lauterburg B.H. Analgesics and glutathione. Am. J. Ther. 9 (2002) 225-233
28. Li J.J., Tang Q., Li Y., Hu B.R., Ming Z.Y., Fu Q., Qian J.Q., and Xiang J.Z. Role of oxidative stress in the apoptosis of hepatocellular carcinoma induced by combination of arsenic trioxide and ascorbic acid. Acta Pharmacol. Sin. 27 (2006) 1078-1084
29. Marshall N.J., Goodwin C.J., and Holt S.J. A critical assessment of the use of microculture tetrazolium assays to measure cell growth and function. Growth Regul. 5 (1995) 69-84
30. Miller C., Castonguay A., and Teel R.W. Modulation of the mutagenicity and metabolism of the tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) by phenolic compounds. Mutat. Res. 368 (1996) 221-233
31. Nakagawa Y., and Tayama S. Cytotoxicity of propyl gallate and related compounds in rat hepatocytes. Arch. Toxicol. 69 (1995) 204-208
32. Nakagawa Y., Nakajima K., Tayama S., and Moldeus P. Metabolism and cytotoxicity of propyl gallate in isolated rat hepatocytes: effects of a thiol reductant and an esterase inhibitor. Mol. Pharmacol. 47 (1995) 1021-1027
33. Park W.H., Seol J.G., Kim E.S., Hyun J.M., Jung C.W., Lee C.C., Kim B.K., and Lee Y.Y. Arsenic trioxide-mediated growth inhibition in MC/CAR myeloma cells via cell cycle arrest in association with induction of cyclin-dependent kinase inhibitor, p21, and apoptosis. Cancer Res. 60 (2000) 3065-3071
34. Park W.H., Han Y.W., Kim S.H., and Kim S.Z. A superoxide anion generator, pyrogallol induces apoptosis in As4.1 cells through the depletion of intracellular GSH content. Mutat. Res. 619 (2007) 81-92
35. Poot M., Teubert H., Rabinovitch P.S., and Kavanagh T.J. De novo synthesis of glutathione is required for both entry into and progression through the cell cycle. J. Cell Physiol. 163 (1995) 555-560
36. Raghavan S., and Hultin H.O. Model system for testing the efficacy of antioxidants in muscle foods. J. Agric. Food Chem. 53 (2005) 4572-4577
37. 2 insult. Exp. Eye Res. 76 (2003) 49-59
38. Rosin M.P., and Stich H.F. Enhancing and inhibiting effects of propyl gallate on carcinogen-induced mutagenesis. J. Environ. Pathol. Toxicol. 4 (1980) 159-167
39. Schnelldorfer T., Gansauge S., Gansauge F., Schlosser S., Beger H.G., and Nussler A.K. Glutathione depletion causes cell growth inhibition and enhanced apoptosis in pancreatic cancer cells. Cancer 89 (2000) 1440-1447
40. Setsukinai K., Urano Y., Kakinuma K., Majima H.J., and Nagano T. Development of novel fluorescence probes that can reliably detect reactive oxygen species and distinguish specific species. J. Biol. Chem. 278 (2003) 3170-3175
41. Wilcox C.S. Reactive oxygen species: roles in blood pressure and kidney function. Curr. Hypertens. Rep. 4 (2002) 160-166
42. Wu T.W., Fung K.P., Zeng L.H., Wu J., and Nakamura H. Propyl gallate as a hepatoprotector in vitro and in vivo. Biochem. Pharmacol. 48 (1994) 419-422
43. Yang J., Liu X., Bhalla K., Kim C.N., Ibrado A.M., Cai J., Peng T.I., Jones D.P., and Wang X. Prevention of apoptosis by Bcl-2: release of cytochrome c from mitochondria blocked. Science 275 (1997) 1129-1132