The Melanogenesis-Inhibitory, Anti-Inflammatory, and Chemopreventive Effects of Limonoids in n-Hexane Extract of Azadirachta indica A. Juss. (Neem) Seeds

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概要

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• Seventeen limonoids (tetranortriterpenoids 1-17) were isolated from the n-hexane extract of Azadirachta indica (neem) seeds. The previously unidentified compound 16 was established by spectroscopy to be 17-defurano-17-oxosalannin. The effects of six compounds, 6 and 11-15, on melanogenesis in B16 melanoma cells was evaluated; 2 compounds, salannin (13) and 3-deacetylsalannin (15), exhibited marked inhibitory effects (70-74% reduction of melanin content at 25 μg/mL) with only minor cytotoxicity (79-85% of cell viability). Eleven compounds, 2, 3, 5, 6, and 9-15, were evaluated for inhibitory activity against 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced inflammation (1.7 nmol/ear) in mice; all exhibited marked anti-inflammatory activity (ID50 values 0.22-0.57 μmol/ear). In addition, compounds 6 and 11-16 exerted moderate inhibition (IC50 values of 410-471 mol ratio/32 pmol TPA) of TPA-induced Epstein-Barr virus early antigen (EBV-EA) activation in Raji cells. The triacylglycerol fraction of the n-hexane extract contained oleic acid (50.2%) as the most predominant fatty acid constituent.

著者

• Tabata Keiichi

  日本大学 薬学部臨床医学ユニット

• Kikuchi Takashi

  College of Science and Technology, Nihon University

• Akihisa Toshihiro

  College of Science and Technology, Nihon University

• TOKUDA Harukuni

  Department of Molecular Biochemistry, Kyoto Prefectural University of Medicine

• Takahashi Akitomo

  College of Science and Technology, Nihon University

• Takagi Mio

  College of Science and Technology, Nihon University

• Watanabe Kensuke

  College of Science and Technology, Nihon University

• Fukatsu Makoto

  College of Science and Technology, Nihon University

• Fujita Yukiko

  Ichimaru Pharcos Company Ltd.

• Banno Norihiro

  Ichimaru Pharcos Company Ltd.

• Yasukawa Ken

  School of Pharmacy, Nihon University

• Banno Norihiro

  Ichimaru Pharcos Co. Ltd.

• Akihisa T

  College Of Pharmacy Nihon University

• Akihisa Toshihiro

  日本大学 理工学部

• Akihisa Toshihiro

  College Of Science And Technology Nihon University

• Tokuda Harukuni

  Department Of Biochemistry And Molecular Biology Kyoto Prefectural University Of Medicine

• Tabata Keiichi

  School Of Pharmacy Nihon University

• Tokuda Harukuni

  Department of Complementary and Alternative Medicine, R&D, Graduate School of Medical Science, Kanazawa University

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