Studies on Lymphangiogenesis Inhibitors from Korean and Japanese Crude Drugs

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  • Jeong Dami
    Department of Natural Products Chemistry, Graduate School of Pharmaceutical Sciences, Kyushu University
  • Watari Kousuke
    Department of Pharmaceutical Oncology, Graduate School of Pharmaceutical Sciences, Kyushu University
  • Shirouzu Takayuki
    Department of Pharmaceutical Oncology, Graduate School of Pharmaceutical Sciences, Kyushu University
  • Ono Mayumi
    Department of Pharmaceutical Oncology, Graduate School of Pharmaceutical Sciences, Kyushu University
  • Koizumi Keiichi
    Division of Pathogenic Biochemistry, Institute of Natural Medicine, Toyama University
  • Saiki Ikuo
    Division of Pathogenic Biochemistry, Institute of Natural Medicine, Toyama University
  • Kim Youn-Chul
    College of Pharmacy, Wonkwang University
  • Tanaka Chiaki
    Department of Natural Products Chemistry, Graduate School of Pharmaceutical Sciences, Kyushu University
  • Higuchi Ryuichi
    Department of Natural Products Chemistry, Graduate School of Pharmaceutical Sciences, Kyushu University
  • Miyamoto Tomofumi
    Department of Natural Products Chemistry, Graduate School of Pharmaceutical Sciences, Kyushu University

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Metastasis occurs when cancer cells detach from a tumor, travel to distant sites in the body and develop into tumors in these new locations. Most cancer patients die from metastases. Among the various forms of cancer metastasis, lymphatic metastasis is an important determinant in cancer treatment and staging. In this study, we investigated lymphangiogenesis inhibitors from crude drugs used in Japan and Korea. The three crude drugs Saussureae Radix, Psoraleae Semen and Aurantti Fructus Immaturus significantly inhibited the proliferation of temperature-sensitive rat lymphatic endothelial (TR-LE) cells in vitro. By a chromatographic method using bioassay-guided fractionation methods, costunolide (1) and dehydrocostus lactone (2) from S. Radix, p-hydroxybenzaldehyde (3), psoralen (4), angelicin (5), psoracorylifol D (6), isobavachalone (7), bavachinin (8) Δ3,2-hydroxybakuchiol (9) and bakuchiol (10) from P. Semen and cis-octadecyl ferulate (11), (2R)-3β,7,4′-trihydroxy-5-methoxy-8-(γ,γ-dimethylallyl)-flavanone (12), (2S)-7,4′-dihydroxy-5-methoxy-8-(γ,γ-dimethylallyl)-flavanone (13) and umbelliferone (14) from A. F. Immaturus were obtained. Three compounds (compounds 11–13) from A. F. Immaturus were isolated for the first time from this medicinal plant. Among isolated compounds, ten compounds (compounds 1, 2, 6–12, 13) showed an inhibitory effect on the proliferation and the capillary-like tube formation of TR-LE cells. In addition, all compounds except compound 12 showed selective inhibition of the proliferation of TR-LE cells compared to Hela and Lewis lung carcinoma (LLC) cells. These compounds might offer clinical benefits as lymphangiogenesis inhibitors and may be good candidates for novel anti-cancer and anti-metastatic agents.

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