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Inhibitory Effect on Melanin Formation, Collagenase and Elastase Activity by synthesized Coenzyme $Q_{10}$ Derivatives  

Choi, Won-Sik (Department of Biotechnology, Soonchunhyang University)
Jang, Do-Yoen (Department of Biotechnology, Soonchunhyang University)
Nam, Seok-Woo (Department of Biotechnology, Soonchunhyang University)
Eo, Jin-Yong (Kyongbo pharm)
Lee, Kyoung-Ju (Kyongbo pharm)
Publication Information
Applied Biological Chemistry / v.51, no.3, 2008 , pp. 164-170 More about this Journal
Abstract
Coenzyme $Q_{10}$ and six derivatives of coenzyme Qn were synthesized and tested for their inhibitory effects on melanogenesis occurred in murine melanoma (B16/F1) cells and on collagenase/elastase activities as well. As the result, synthetic coenzyme Qn showed a potent inhibitory effect on melanin formation, collagenase and elastase activities in all tested concentrations. Among these synthetic compounds, coenzyme $Q_1$ and coenzyme $Q_2$ potentially inhibited melanin formation and elastase activity when compared to other coenzyme Qn derivatives. For the collagenase activities, all coenzyme Qn derivatives inhibited 80-85% of controls. As compared, coenzyme Qn derivatives exhibited strong inhibitory activities with the decrease of isoprenoid unit number of coenzyme Qn derivatives except for collagenase activity. For the inhibition of collagenase activity, moiety of benzoquinone might be considered as the active functional group. Taken together, coenzyme $Q_1$ and coenzyme $Q_2$ might be used for functional cosmetics.
Keywords
Coenzyme Qn; Coenzyme $Q_{10}$; Elastase; Collagenase; melanin; Skin aging;
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1 Navia, M. A., Mckeever, B. M. Springer, J. P., Lim, T. Y., Williams, H. R., Fluder, E. M., Dorn, C. P. and Hoogsteen, K. H. (1989) Structure of human neutrophil elastase in complex with a peptide chloromethylketone inhibitor at 1.84 angstrom (A ?) resolution. Proc. Nat. Acad. Sci. 86, 7-11
2 천현자, 최원형, 백승화, 우원홍 (2002) Quercetin이 Melan-a 멜라닌세포의 멜라닌 합성에 미치는 영향. Kor. J. Pharmacogn. 33, 245-251
3 Catherine, F. C. (2000) New advances in coenzyme Q biosynthesis. Protoplasma. 213, 134-147   DOI   ScienceOn
4 Wolf, D. E., Hoffman, C. H., Trenner, N. R., Arison, B. H., Shunk, C. H., Linn, B. O., McPherson, J. F. and Folkers, K. (1958) Structure studies on the coenzyme Q group. J. Am. Chem. Soc. 80, 4752-4758   DOI
5 James, A. M. Smith, R. A. and Murphy, M. P. (2004) Antioxidant and prooxidant properties of mitochondrial coenzyme Q. Arch. Biochem. Biophys. 423, 47-56   DOI   ScienceOn
6 Turunen, M. Olsson, J. and Dallner, G. (2004) Metabolism and function of coenzyme Q. Biochim. Biophys. Acta 1660, 171-199   DOI   ScienceOn
7 Hundal, T., Forsmark, P., Ernster, L. and Andersson, B. (1992) Antioxidant activity of reduced plastoquinone in thylacoid membranes during strong illumination EBEC. Short Report 7, 6-8
8 최원식, 어진용, 남석우, 김재훈, 이영행 (2007) Coenzyme Qn 유도체들의 합성. 대한화학회지 51, 585-590   DOI
9 Imokawa, G., Tada, Y. and Miyagishi, N. (1990) Endothelins secreted from human keratinocytes are intrinsic mitogens for human melanocytes. J. Biol. Chem. 267, 24675
10 Bentingera, M., Brismarb, K., and Dallner, G. (2007) The antioxidant role of coenzyme Q. Mitochondrion, 7, S41-S50   DOI   ScienceOn
11 Hoppe, U., Bergemann, J., Diembeck, W., Ennen, J., Gohla, S., Jarris, I., Jacob, J., Jielholz, J., Mei, W., Pollet, D., Schachtschabel, D., Sauermann, G., Schreiner, V., Stab, F. and Steckel, F. (1999) Coenzyme $Q_{10}$, cutaneous antioxidant and energizer. Biofactors 9, 371-378   DOI
12 Meganathan, A. (1996) Biosynthesis of the isoprenoid quinones, menaquinone (vitamin K2) and ubiquinone (coenzyme Q); in Escherichia coli and Salmonella. Am. Soc. Micro. 642-656
13 Frederick M. R., Ruth, A. S. and John B. W. (2001) Effects of coenzyme $Q_{10}$ treatment on antioxidant pathway in normal and streptozotocin-induced diabetic rats. J. Biochem. Mol. Toxicol. 15, 41-46   DOI   ScienceOn
14 Rajindar S. S., Kamzalov, S. Sumien, N., Ferguson, M., Rebrin, I., Heinrich, K. R. and Forster, M. J. (2006) Effect of coenzyme $Q_{10}$ intake on endogenous coenzyme Q content, mitochondrial electron transport chain, antioxidative defenses, and life span of mice. Free Rad. Biol. Med. 40, 480-487   DOI   ScienceOn
15 부희정, 함영민, 김정미, 이선주, 현진원 (2006) 감태(Ecklonia cava)에서 분리한 Phlorotannin 성분의 Elastase 저해활성 및 Hyaluronidase 저해활성 Kor. J. Pharmacogn. 37, 92-96   과학기술학회마을
16 Kaikkonen, J., Nyyssonen, K. and Tuomainen, T. P. (1999) Determinants of plasma Coenzyme Q10 in humans. FEBS. Lett. 443, 163-165   DOI   ScienceOn
17 Podda, M., Traber, M. G., Weber, C., Liang-jun, Y. and Paker, L. (1998) UV-irradiation depletes antioxidants and causes oxidative damage in a model of human skin. Free Rad. Biol. And Med. 24, 55-65   DOI   ScienceOn
18 Szarkowska, L. (1966) The restoration of DPNH oxidase activity by coenzyme Q (ubiquinone). Arch. Biochem. Biophys. 113, 519-525   DOI   ScienceOn
19 Rajindar, S. S. and Forster, M. J. (2007) Coenzyme Q, oxidative stress and aging. Mitochondrion 7, S103-S111   DOI   ScienceOn
20 이진영, 박원석, 손의동, 안수미, 황재성 (2007) 기능성 화장품 소재개발을 위한 in vitro 평가법 J. Alter. Ani. Exp. 1, 33-40
21 Macnaul, K. L., Chartrain, N., Lark, M., Tocci, M. J. and Hutchinson, N. I. (1990) Discoordinate expression of stromelysin, collagenase, and tissue inhibitor of metalloproteinases- 1 in rheumatoid human synovial fibroblst. J. Biol. Chem. 265, 17238-17245
22 Britta, S. and Robert, K. P. (1999) Microbial ubiquinones; multiple roles in respiration gene regulation and oxidative stress management. SGM. 145, 1817-1830   DOI   ScienceOn
23 Crane, F. L. and Navas, P. (1997) The diversity of coenzyme Q function. Molec. Aspects Med. 18, 81-86
24 Gordon, P. R., Mansur, C. P. and Gilichrest, B. A. (1989) Regulation of human melanocyte growth, dendricity, and melanization by keratinocyte derived factor. J. Invest. Dermatol. 92, 565   DOI   ScienceOn
25 Wright, H., Laureta, P. Richard, R. W., and James M. M. (2002) Uptake, recycling, and antioxidant actions of $\alpha$-Lipoic acid in endothelial cells Free Rad. Biol. Med. 33, 83-93   DOI   ScienceOn
26 Ernster, L. and Dallner, G. (1995) Biochemical, physiological and medical aspects of ubiquinone function. Biochem. Biophys. Acta. 1271, 195-204
27 Crans, F. L., Hatefi, Y., Lester, R. L. and Widmer, C. (1957) Isolation of a quinone from beef heart mitochondria. Biochem. Biophys. Acta. 25, 220-221   DOI