Dihydrolipoic acid inhibits skin tumor promotion through anti-inflammation and anti-oxidation

Biochemical Pharmacology

Volumn 73, Issue 11, 2007, Pages 1786-1795

  Ho, Yuan Soon ^a   Lai, Ching Shu ^b   Liu, Hsin I ^b   Ho, Sheng Yow ^c,d   Tai, Chein ^e   Pan, Min Hsiung ^f   Wang, Ying Jan ^b  

^a TAIPEI MEDICAL UNIVERSITY   (Taiwan)

^b NATIONAL CHENG KUNG UNIVERSITY   (Taiwan)

^c NATIONAL CHENG KUNG UNIVERSITY   (Taiwan)

^d TAINAN SIN LAU HOSPITAL   (Taiwan)

^e National Science Council   (Taiwan)

^f NATIONAL KAOHSIUNG UNIVERSITY OF APPLIED SCIENCES   (Taiwan)

Author keywords

Lipoic acid (LA); Cancer chemoprevention; Dihydrolipoic acid (DHLA); Inflammation; Oxidative stress; Tumor promotion

Indexed keywords

AUTACOID; CYCLOOXYGENASE 2; DIHYDROLIPOATE; HYDROGEN PEROXIDE; INDUCIBLE NITRIC OXIDE SYNTHASE; LIPOPOLYSACCHARIDE; NITRIC OXIDE; PHORBOL 13 ACETATE 12 MYRISTATE; PROSTAGLANDIN E2; THIOCTIC ACID;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ANTIINFLAMMATORY ACTIVITY; ANTINEOPLASTIC ACTIVITY; ANTIOXIDANT ACTIVITY; ARTICLE; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME INHIBITION; EPIDERMIS; FEMALE; HYPERPLASIA; INFLAMMATION; MOUSE; NONHUMAN; PRIORITY JOURNAL; PROSTAGLANDIN SYNTHESIS INHIBITION; PROTEIN EXPRESSION; SKIN CARCINOGENESIS; SKIN EDEMA; SKIN TUMOR; SKINFOLD THICKNESS; TUMOR PROMOTION;

ANIMALS; ANTI-INFLAMMATORY AGENTS; ANTIOXIDANTS; CYCLOOXYGENASE 2; DINOPROSTONE; DISEASE MODELS, ANIMAL; DRUG INTERACTIONS; FEMALE; INFLAMMATION; LIPOPOLYSACCHARIDES; MICE; NITRIC OXIDE SYNTHASE TYPE II; NITRITES; OXIDATION-REDUCTION; SKIN NEOPLASMS; TETRADECANOYLPHORBOL ACETATE; THIOCTIC ACID;

EID: 34247512025     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bcp.2006.12.006     Document Type: Article

References (50)

1. Sohal R.S., Ku H.H., Agarwal S., Forster M.J., and Lal H. Oxidative damage, mitochondrial oxidant generation and antioxidant defenses during aging and in response to food restriction in the mouse. Mech Ageing Dev 74 (1994) 121-133
2. Packer L., Tritschler H.J., and Wessel K. Neuroprotection by the metabolic antioxidant alpha-lipoic acid. Free Radic Biol Med 22 (1997) 359-378
3. Kozlov A.V., Gille L., Staniek K., and Nohl H. Dihydrolipoic acid maintains ubiquinone in the antioxidant active form by two-electron reduction of ubiquinone and one-electron reduction of ubisemiquinone. Arch Biochem Biophys 363 (1999) 148-154
4. Roy S., and Packer L. Redox regulation of cell functions by alpha-lipoate: biochemical and molecular aspects. Biofactors 8 (1998) 17-21
5. Packer L., Witt E.H., and Tritschler H.J. alpha-Lipoic acid as a biological antioxidant. Free Radic Biol Med 19 (1995) 227-250
6. Park K.K., Park J.H., Jung Y.J., and Chung W.Y. Inhibitory effects of chlorophyllin, hemin and tetrakis(4-benzoic acid)porphyrin on oxidative DNA damage and mouse skin inflammation induced by 12-O-tetradecanoylphorbol-13-acetate as a possible anti-tumor promoting mechanism. Mutat Res 542 (2003) 89-97
7. Moncada S. Nitric oxide: discovery and impact on clinical medicine. J R Soc Med 92 (1999) 164-169
8. Turini M.E., and DuBois R.N. Cyclooxygenase-2: a therapeutic target. Annu Rev Med 53 (2002) 35-57
9. Wong J.M., and Billiar T.R. Regulation and function of inducible nitric oxide synthase during sepsis and acute inflammation. Adv Pharmacol 34 (1995) 155-170
10. Arroyo P.L., Hatch-Pigott V., Mower H.F., and Cooney R.V. Mutagenicity of nitric oxide and its inhibition by antioxidants. Mutat Res 281 (1992) 193-202
11. Miwa M., Stuehr D.J., Marletta M.A., Wishnok J.S., and Tannenbaum S.R. Nitrosation of amines by stimulated macrophages. Carcinogenesis 8 (1987) 955-958
12. Wink D.A., Kasprzak K.S., Maragos C.M., Elespuru R.K., Misra M., Dunams T.M., et al. DNA deaminating ability and genotoxicity of nitric oxide and its progenitors. Science 254 (1991) 1001-1003
13. Larcher F., Murillas R., Bolontrade M., Conti C.J., and Jorcano J.L. VEGF/VPF overexpression in skin of transgenic mice induces angiogenesis, vascular hyperpermeability and accelerated tumor development. Oncogene 17 (1998) 303-311
14. Xiong M., Elson G., Legarda D., and Leibovich S.J. Production of vascular endothelial growth factor by murine macrophages: regulation by hypoxia, lactate, and the inducible nitric oxide synthase pathway. Am J Pathol 153 (1998) 587-598
15. Honn K.V., Bockman R.S., and Marnett L.J. Prostaglandins cancer: a review of tumor initiation through tumor metastasis. Prostaglandins 21 (1981) 833-864
16. elAttar T.M. Cancer and the prostaglandins: a mini review on cancer research. J Oral Pathol 14 (1985) 511-522
17. Zha S., Yegnasubramanian V., Nelson W.G., Isaacs W.B., and De Marzo A.M. Cyclooxygenases in cancer: progress and perspective. Cancer Lett 215 (2004) 1-20
18. Muller-Decker K., Kopp-Schneider A., Marks F., Seibert K., and Furstenberger G. Localization of prostaglandin H synthase isoenzymes in murine epidermal tumors: suppression of skin tumor promotion by inhibition of prostaglandin H synthase-2. Mol Carcinogen 23 (1998) 36-44
19. Puignero V., and Queralt J. Effect of topically applied cyclooxygenase-2-selective inhibitors on arachidonic acid- and tetradecanoylphorbol acetate-induced dermal inflammation in the mouse. Inflammation 21 (1997) 431-442
20. Murakami A., Nakamura Y., Torikai K., Tanaka T., Koshiba T., Koshimizu K., et al. Inhibitory effect of citrus nobiletin on phorbol ester-induced skin inflammation, oxidative stress, and tumor promotion in mice. Cancer Res 60 (2000) 5059-5066
21. DiGiovanni J. Multistage carcinogenesis in mouse skin. Pharmacol Ther 54 (1992) 63-128
22. Yuspa S.H. The pathogenesis of squamous cell cancer: lessons learned from studies of skin carcinogenesis-thirty-third G.H.A. Clowes Memorial Award Lecture. Cancer Res 54 (1994) 1178-1189
23. Slaga T.J., Fischer S.M., Weeks C.E., Klein-Szanto A.J., and Reiners J. Studies on the mechanisms involved in multistage carcinogenesis in mouse skin. J Cell Biochem 18 (1982) 99-119
24. Slaga T.J. Overview of tumor promotion in animals. Environ Health Perspect 50 (1983) 3-14
25. Slaga T.J., Fischer S.M., Nelson K., and Gleason G.L. Studies on the mechanism of skin tumor promotion: evidence for several stages in promotion. Proc Natl Acad Sci USA 77 (1980) 3659-3663
26. Furstenberger G., Berry D.L., Sorg B., and Marks F. Skin tumor promotion by phorbol esters is a two-stage process. Proc Natl Acad Sci USA 78 (1981) 7722-7726
27. Furstenberger G., Sorg B., and Marks F. Tumor promotion by phorbol esters in skin: evidence for a memory effect. Science 220 (1983) 89-91
28. Afaq F., Saleem M., Aziz M.H., and Mukhtar H. Inhibition of 12-O-tetradecanoylphorbol-13-acetate-induced tumor promotion markers in CD-1 mouse skin by oleandrin. Toxicol Appl Pharmacol 195 (2004) 361-369
29. Slaga T.J. Multistage skin carcinogenesis: a useful model for the study of the chemoprevention of cancer. Acta Pharmacol Toxicol 55 Suppl. 2 (1984) 107-124
30. Chang W.C., Jeng J.H., Shieh C.C., Tsai Y.C., Ho Y.S., Guo H.R., et al. Skin tumor-promoting potential and systemic effects of pentachlorophenol and its major metabolite tetrachlorohydroquinone in CD-1 Mice. Mol Carcinogen 36 (2003) 161-170
31. Nakamura Y., Murakami A., Ohto Y., Torikai K., Tanaka T., and Ohigashi H. Suppression of tumor promoter-induced oxidative stress and inflammatory responses in mouse skin by a superoxide generation inhibitor 1'-acetoxychavicol acetate. Cancer Res 58 (1998) 4832-4839
32. Demarco V.G., Scumpia P.O., Bosanquet J.P., and Skimming J.W. alpha-lipoic acid inhibits endotoxin-stimulated expression of iNOS and nitric oxide independent of the heat shock response in RAW 264.7 cells. Free Radic Res 38 (2004) 675-682
33. Guo Q., Tirosh O., and Packer L. Inhibitory effect of alpha-lipoic acid and its positively charged amide analogue on nitric oxide production in RAW 264.7 macrophages. Biochem Pharmacol 61 (2001) 547-554
34. Lowenstein C.J., Alley E.W., Raval P., Snowman A.M., Snyder S.H., Russell S.W., et al. Macrophage nitric oxide synthase gene: two upstream regions mediate induction by interferon gamma and lipopolysaccharide. Proc Natl Acad Sci USA 90 (1993) 9730-9734
35. Yamamoto Y., and Gaynor R.B. Therapeutic potential of inhibition of the NF-kappaB pathway in the treatment of inflammation and cancer. J Clin Invest 107 (2001) 135-142
36. Saliou C., Kitazawa M., McLaughlin L., Yang J.P., Lodge J.K., Tetsuka T., et al. Antioxidants modulate acute solar ultraviolet radiation-induced NF-kappa-B activation in a human keratinocyte cell line. Free Radic Biol Med 26 (1999) 174-183
37. van den Berg R., Haenen G.R., van den Berg H., and Bast A. Transcription factor NF-kappaB as a potential biomarker for oxidative stress. Br J Nutr 86 Suppl. 1 (2001) S121-S127
38. Marley R., Holt S., Fernando B., Harry D., Anand R., Goodier D., et al. Lipoic acid prevents development of the hyperdynamic circulation in anesthetized rats with biliary cirrhosis. Hepatology 29 (1999) 1358-1363
39. Xu X.C. COX-2 inhibitors in cancer treatment and prevention, a recent development. Anti Cancer Drugs 13 (2002) 127-137
40. Di Mari J.F., Mifflin R.C., Adegboyega P.A., Saada J.I., and Powell D.W. IL-1alpha-induced COX-2 expression in human intestinal myofibroblasts is dependent on a PKCzeta-ROS pathway. Gastroenterology 124 (2003) 1855-1865
41. Liu W., Reinmuth N., Stoeltzing O., Parikh A.A., Tellez C., Williams S., et al. Cyclooxygenase-2 is up-regulated by interleukin-1 beta in human colorectal cancer cells via multiple signaling pathways. Cancer Res 63 (2003) 3632-3636
42. Haddad J.J. Antioxidant and prooxidant mechanisms in the regulation of redox(y)-sensitive transcription factors. Cell Signal 14 (2002) 879-897
43. Kim S.F., Huri D.A., and Snyder S.H. Inducible nitric oxide synthase binds, S-nitrosylates, and activates cyclooxygenase-2. Science 310 (2005) 1966-1970
44. Stolarek R., Kula P., Kurmanowska Z., and Nowak D. Effect of various agonists on nitric oxide generation by human polymorphonuclear leukocytes. Int J Clin Lab Res 28 (1998) 104-109
45. Landino L.M., Crews B.C., Timmons M.D., Morrow J.D., and Marnett L.J. Peroxynitrite, the coupling product of nitric oxide and superoxide, activates prostaglandin biosynthesis. Proc Natl Acad Sci USA 93 (1996) 15069-15074
46. Rahman M.A., Dhar D.K., Yamaguchi E., Maruyama S., Sato T., Hayashi H., et al. Coexpression of inducible nitric oxide synthase and COX-2 in hepatocellular carcinoma and surrounding liver: possible involvement of COX-2 in the angiogenesis of hepatitis C virus-positive cases. Clin Cancer Res 7 (2001) 1325-1332
47. Farnoush A., and Mackenzie I.C. Sequential histological changes and mast cell response in skin during chemically-induced carcinogenesis. J Oral Pathol 12 (1983) 300-306
48. Mueller M.M. Inflammation in epithelial skin tumours: old stories and new ideas. Eur J Cancer 42 (2006) 735-744
49. Marks F., and Furstenberger G. Cancer chemoprevention through interruption of multistage carcinogenesis. The lessons learnt by comparing mouse skin carcinogenesis and human large bowel cancer. Eur J Cancer 36 (2000) 314-329
50. Levi M.S., Borne R.F., and Williamson J.S. A review of cancer chemopreventive agents. Curr Med Chem 8 (2001) 1349-1362