Melanin Biosynthesis Inhibitors from Tarragon Artemisia dracunculus

Masayoshi YAMADA; Kazuhiko NAKAMURA; Taeko WATABE; Osamu OHNO; Masaru KAWAGOSHI; Norihito MARU; Nobuo UOTSU; Tomohiro CHIBA; Kohji YAMAGUCHI; Daisuke UEMURA

doi:10.1271/bbb.110306

Organic Chemistry Notes

Melanin Biosynthesis Inhibitors from Tarragon Artemisia dracunculus

Masayoshi YAMADA, Kazuhiko NAKAMURA, Taeko WATABE, Osamu OHNO, Masaru KAWAGOSHI, Norihito MARU, Nobuo UOTSU, Tomohiro CHIBA, Kohji YAMAGUCHI, Daisuke UEMURA

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Keywords: melanin biosynthesis inhibitor, skin-whitening, alkamide, α-melanocyte-stimulating hormone (α-MSH)

JOURNAL FREE ACCESS

2011 Volume 75 Issue 8 Pages 1628-1630

DOI https://doi.org/10.1271/bbb.110306

View "Advance Publication" version (August 7, 2011).

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Abstract

The EtOH extract of tarragon Artemisia dracunculus, a perennial herb in the family Asteraceae, was found to potently inhibit α-melanocyte-stimulating hormone (α-MSH) induced melanin production in B16 mouse melanoma cells. Bioassay-guided fractionation led to the isolation of two alkamide compounds, isobutyl (1) and piperidiyl (2) amides of undeca-2E,4E-dien-8,10-dynoic acid. The respective EC₅₀ values for melanin biosynthesis inhibition were 1.8 and 2.3 μg/mL for 1 and 2.

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