Effect of a novel ascorbic derivative, disodium isostearyl 2-O-L-ascorbyl phosphate, on normal human dermal fibroblasts against reactive oxygen species

Bioscience, Biotechnology and Biochemistry

Volumn 72, Issue 4, 2008, Pages 1015-1022

  Shibayama, Hiroharu ^a,b   Hisama, Masayoshi ^b   Matsuda, Sanae ^b   Kawase, Atsushi ^c   Ohtsuki, Mamitaro ^a   Hanada, Katsumi ^d   Iwaki, Masahiro ^c  

^a JICHI MEDICAL UNIVERSITY   (Japan)

^b Toyo Beauty Co Ltd   (Japan)

^c KINKI UNIVERSITY   (Japan)

^d HIROSAKI UNIVERSITY   (Japan)

Author keywords

Amphiphilic vitamin C derivative; Disodium isostearyl 2 O L ascorbyl phosphate; Human skin fibroblast; Oxidative stress; VCP IS 2Na

Indexed keywords

COLLAGEN; DERIVATIVES; OXIDATIVE STRESS; SODIUM COMPOUNDS; ULTRAVIOLET RADIATION; VITAMINS;

AMPHIPHILIC VITAMIN C DERIVATIVE; CELL DAMAGE; HUMAN SKIN FIBROBLAST;

FIBROBLASTS;

ANTIOXIDANT; ASCORBIC ACID; COLLAGEN; DISODIUM ISOSTEARYL 2 O L ASCORBYL PHOSPHATE; DISODIUM ISOSTEARYL 2-O-L-ASCORBYL PHOSPHATE; DRUG DERIVATIVE; INTERSTITIAL COLLAGENASE; REACTIVE OXYGEN METABOLITE;

ANIMAL; ARTICLE; CATTLE; CELL SURVIVAL; CYTOLOGY; DERMIS; DRUG EFFECT; FIBROBLAST; HUMAN; METABOLISM; OXIDATIVE STRESS; RADIATION EXPOSURE; ULTRAVIOLET RADIATION;

ANIMALS; ANTIOXIDANTS; ASCORBIC ACID; CATTLE; CELL SURVIVAL; COLLAGEN; DERMIS; FIBROBLASTS; HUMANS; MATRIX METALLOPROTEINASE 1; OXIDATIVE STRESS; REACTIVE OXYGEN SPECIES; ULTRAVIOLET RAYS;

EID: 43549085003     PISSN: 09168451     EISSN: 13476947     Source Type: Journal    
DOI: 10.1271/bbb.70766     Document Type: Article

References (23)

1. Cross, C. C., Halliwell, B., Borish, E. T., Pryor, W. A., Ames, B. N., Saul, R. L., McCord, J. M., and Harman, D., Oxygen radical and human disease. Ann. Intern. Med., 107, 526-545 (1987).
2. Epstein, J. H., Photocarcinogenesis, skin cancer, and aging. J. Am. Acad. Dermatol., 9, 487-502 (1983).
3. Uitto, J., Biochemistry of the elastic fibers in normal connective tissues and its alterations in disease. J. Invest. Dermatol., 72, 1-10 (1979).
4. Uitto, J., Molecular pathology of collagen in cutaneous diseases. In "Advances in Dermatology" Mosby Year-Book, St. Louis, pp. 313-328 (1990).
5. Griffiths, C. E. M., Russman, A. N., Majamudar, G., Singer, R. S., Hamilton, T. A., and Voorhees, J. J., Restoration of collagen formation in photodamaged human skin by tretinoin (retinoic acid). N. Engl. J. Med., 329, 530-535 (1993).
6. Bernstein, E. F., Chen, Y. Q., Kopp, J. B., Fisher, L., Brown, D. B., Hahn, P. J., Robey, F. A., Lakkakorpi, J., and Uitto, J., Long-term sun exposure alters the collagen of the papillary dermis: comparison of sun-protected and photoaged skin by Northern analysis, immunohistochemical staining and confocal laser scanning microscopy. J. Am. Acad. Dermatol., 34, 209-218 (1996).
7. Fisher, G. J., Wang, Z. Q., Datta, S. C., Varani, J., Kang, S., and Voorhees, J. J., Pathophysiology of prematures skin aging induced by ultraviolet light. N. Engl. J. Med., 337, 1419-1428 (1997).
8. Matrisian, L. M., The matrix-degrading metalloproteinases. Bioessays, 14, 455-463 (1992).
9. Stein, B., Rahmsdorf, H. J., Steffen, A., Litfin, M., and Herrlich, P., UV-induced DNA damage is an intermediate step in UV-induced expression of human immunodeficiency virus type 1, collagenase, c-fos, and metallothionein. Mol. Cell. Biol., 9, 5169-5181 (1989).
10. Peterson, M. J., Hansen, C., and Craig, S., Ultraviolet A irradiation stimulates collagenase production in cultured human fibroblasts. J. Invest. Dermatol., 99, 440-444 (1992).
11. Burns, J. J., Rivers, J. M., and Machlin, L. J., Third conference on vitamin C. Ann. NY Acad. Sci., 498, 1-533 (1987).
12. Tajima, S., and Pinnell, R. S., Regulation of collagen synthesis by ascorbic acid: ascorbic acid increases type I procollagen mRNA. Biochem. Biophys. Res. Commun., 106, 632-637 (1982).
13. Lyons, B. L., and Schwarz, R. I., Ascorbate stimulation of PAT cells causes an increase in transcription rates and a decrease in degradation rates of procollagen mRNA. Nucleic Acids Res., 12, 2569-2579 (1984).
14. Bissett, D. L., Chatterjee, R., and Hannon, D. P., Photoprotective effect of superoxide-scavenging antioxidants against ultraviolet radiation-induced chronic skin damage in the hairless mouse. Photodermatol. Photoimmunol. Photomed., 7, 56-62 (1990).
15. Shibayama, H., Ueda, K., Yoshio, K., Mastuda, S., Hisama, M., and Miyazwa, M., Synthesis and characterization of a new ascorbic derivative: sodium isostearyl 2-o-L-ascorbyl phosphate. J. Oleo. Sci., 54, 601-608 (2005).
16. Masaki, H., and Sakurai, H., Increased generation of hydrogen peroxide possibly from mitochondrial respiratory chain after UVB irradiation of murine fibroblasts. J. Dermatol. Sci., 14, 207-216 (1997).
17. Hodgson, E. K., and Fridovich, I., The interaction of bovine erythrocyte superoxide dismutase with hydrogen peroxide: inactivation of the enzyme. Biochemistry, 14, 5294-5299 (1975).
18. Som, S., Raha, C., and Chatterjee, I. B., Ascorbic acid: a scavenger of superoxide radical. Acta Vitaminol. Enzymol., 5, 243-250 (1983).
19. Nishikimi, M., Oxidation of ascorbic acid with superoxide anion generated by the xanthine-xanthine oxidase system. Biochem. Biophys. Res. Commun., 63, 463-468 (1975).
20. Retsky, K. L., Freeman, M. W., and Frei, B., Ascorbic acid oxidation product(s) protect human low density lipoprotein against atherogenic modification: anti- rather than prooxidant activity of vitamin C in the presence of transition metal ions. J. Biol. Chem., 268, 1304-1309 (1993).
21. Scharffetter, K., Wlaschek, M., Hogg, A., Bolsen, K., Schothorst, A., Goerz, G., Krieg, T., and Plewig, G., UVA irradiation induces collagenase in human dermal fibroblasts in vitro and in vivo. Arch. Dermatol. Res., 283, 506-511 (1991).
22. Wlaschek, M., Heinen, G., Poswig, A., Schwarz, A., Krieg, T., and Scharffetter-Kochanek, K., UVA-induced autocrine stimulation of fibroblast-derived collagenase/MMP-1 by interrelated loops of interleukin-1 and interleukin-6. Photochem. Photobiol., 59, 550-556 (1994).
23. Kitagawa, S., Li, H., and Sato, S., Skin permeation of parabens in excised guinea pigs dorsal skin, its modification by penetration enhancers and their relationship with n-octanol/water partition coefficients. Chem. Pharm. Bull., 45, 1354-1357 (1991).