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Three Melanogenesis Inhibitors from the Roots of Veratrum nigrum  

Kim, Ho-Jeong (Cosmetics R&D Center, LG Household & Health Care)
Kang, Sang-Jin (Cosmetics R&D Center, LG Household & Health Care)
Kang, Seh-Hoon (Cosmetics R&D Center, LG Household & Health Care)
Kim, Chul-Hwan (Faculty of Biological Sciences, Chonbuk National University)
Jung, Min-Hwan (Analytical R&D Center, LG Chem, Research Park)
Jin, Mu-Hyun (Cosmetics R&D Center, LG Household & Health Care)
Publication Information
Korean Journal of Pharmacognosy / v.33, no.4, 2002 , pp. 399-403 More about this Journal
Abstract
Three melanogenesis inhibitors were isolated from the roots and rhizomes of Veratrum nigrum L. and were identified as (3S,20S,25S)-22,26-iminocholesta-5,22(N)-dien-3-ol (verazine), (3S,2OR,25S)-22,26-iminocholesta-5,22(N)-dien-3-ol (epi-verazine) and (3R,23R)-14,15,16,17- tetradehydroveratraman-3,23-diol (veratramine) on the basis of their spectroscopic data. It was turned out that these compounds did not directly inhibit tyrosinase activity, the key enzyme responsible for the formation of melanin pigment while these compounds showed strong inhibition on the melanogenesis in B16 F1 mouse melanoma $(IC_{50}<1\;{\mu}g/ml)$. Due to the strong inhibitory activity and safety compared to current whitening agents such as arbutin, kojic acid and AHA, the compound can be a good candidate for new skin whitening agents.
Keywords
Epi-verazine; Melanogenesis; Skin whitening; Veratramine; Veratrum nigrum; Verazine;
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  • Reference
1 Chiang Su New Medical College. (1977) In Dictionary of Chinese Crude Drugs, Shanghai scientific technology publisher, 2692-2695. Shanghai
2 Weijie Zhao, Yasuhiro Tezuka, Tohru Kikuchi, Jun Chen, and Yongtian Guo. (1991) Studies on the constituents of Veratrum plants, II. Constituents of Veratrum nigrum L. var ussuriense. (1). Structure and $\1^{H}$- and $\^13{C}$-nuclear magnetic resonance spectra of a new alkaloid, Verussurinine, and related alkaloids. Chem. Pharm. Bull. 39: 549-554   DOI
3 Browne, C. A., Sim, F. R., Rae, I. D. and Keeler, R. F. (1984) Isolation of teratogenic alkaloids by reversed phase high performance liquid chromatography. J. Chromatography. 336: 211-220   DOI   ScienceOn
4 Yasuhiro Tezuka, Tohru Kikuchi, Weijie Zhao, Jun Chen, and Yongtian Guo. (1998) Two new steroidal alkaloids, 20-isoveratramine and verapatuline, from the roots and rhizomes of Veratrum patulum. J. Nat. Prot. 61: 1078-1081   DOI   ScienceOn
5 Gordon, P. R., Mansur, C. P. and Gilchrest, B. A. (1989) Regulation of human melanocyte growth, dendricity, and melanization by keratinocyte derived factors. J. Invest. Dermatol. 92: 566-572
6 OECD GUIDELINE 429: Skin Sensitisation: Local Lymph Node Assay (2001)
7 Yasuhiro Tezuka, Tohru Kikuchi, Weijie Zhao, Jun Chen, and Yongtian Guo. (1998) (+)-Verussurine, a new steroidal alkaloid from the roots and rhizomes of Veratrum nigrum var. ussuriense and structure revision of (+)-verabenzoamine. J. Nat. Product. 61: 1397-1399   DOI   ScienceOn
8 Maged S. Abdel-Kader, Braian D. Bahler, Stan Malone, Marge C. M. Werkhoven, Frits van Troon, David, Jan H. Wisse, Isia Bursuker, Kim M. Neddennann, Stephen W. Mamber, and David G. I. Kingston. (1998) DNA-Damaging steroidal alkaloids from Eclipta alba from the suriname rainforest. J. Nat. Prod. 61: 1202-1208   DOI   ScienceOn
9 Komer A. and Pawelek J. (1980) Dopachrome conversion:a possible control point in melanin biosynthesis. J. Invest. Dermatol. 75: 192-195   DOI
10 Lo Komer A. and Pawelek J. (1980) Mammalian tyrosinase catalyzed three reactions in melanin tan, Cancer Res. 40: 3345-3350