Bioactive Cardenolides from the Stems and Twigs of <i>Nerium oleander</i>

DOI Web Site PubMed 被引用文献6件
  • Ming Zhao
    Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Nishi-ku, Niigata, 950-2181, Japan, Mitsubishi Gas Chemical Company, Inc., Niigata Research Laboratory, 182 Shinwari, Tayuhama, Kita-ku, Niigata, 950-3112, Japan, Cancer Chemotherapy Center, Japanese Foundation for Cancer Research, 3-10-6 Ariake, Koto-ku, Tokyo 135-8500, Japan, Center for Biological Resources and Informatics, Tokyo Institute of Technology, 4259 Nagatsuta...
  • Liming Bai
    Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Nishi-ku, Niigata, 950-2181, Japan, Mitsubishi Gas Chemical Company, Inc., Niigata Research Laboratory, 182 Shinwari, Tayuhama, Kita-ku, Niigata, 950-3112, Japan, Cancer Chemotherapy Center, Japanese Foundation for Cancer Research, 3-10-6 Ariake, Koto-ku, Tokyo 135-8500, Japan, Center for Biological Resources and Informatics, Tokyo Institute of Technology, 4259 Nagatsuta...
  • Liyan Wang
    Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Nishi-ku, Niigata, 950-2181, Japan, Mitsubishi Gas Chemical Company, Inc., Niigata Research Laboratory, 182 Shinwari, Tayuhama, Kita-ku, Niigata, 950-3112, Japan, Cancer Chemotherapy Center, Japanese Foundation for Cancer Research, 3-10-6 Ariake, Koto-ku, Tokyo 135-8500, Japan, Center for Biological Resources and Informatics, Tokyo Institute of Technology, 4259 Nagatsuta...
  • Asami Toki
    Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Nishi-ku, Niigata, 950-2181, Japan, Mitsubishi Gas Chemical Company, Inc., Niigata Research Laboratory, 182 Shinwari, Tayuhama, Kita-ku, Niigata, 950-3112, Japan, Cancer Chemotherapy Center, Japanese Foundation for Cancer Research, 3-10-6 Ariake, Koto-ku, Tokyo 135-8500, Japan, Center for Biological Resources and Informatics, Tokyo Institute of Technology, 4259 Nagatsuta...
  • Toshiaki Hasegawa
    Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Nishi-ku, Niigata, 950-2181, Japan, Mitsubishi Gas Chemical Company, Inc., Niigata Research Laboratory, 182 Shinwari, Tayuhama, Kita-ku, Niigata, 950-3112, Japan, Cancer Chemotherapy Center, Japanese Foundation for Cancer Research, 3-10-6 Ariake, Koto-ku, Tokyo 135-8500, Japan, Center for Biological Resources and Informatics, Tokyo Institute of Technology, 4259 Nagatsuta...
  • Midori Kikuchi
    Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Nishi-ku, Niigata, 950-2181, Japan, Mitsubishi Gas Chemical Company, Inc., Niigata Research Laboratory, 182 Shinwari, Tayuhama, Kita-ku, Niigata, 950-3112, Japan, Cancer Chemotherapy Center, Japanese Foundation for Cancer Research, 3-10-6 Ariake, Koto-ku, Tokyo 135-8500, Japan, Center for Biological Resources and Informatics, Tokyo Institute of Technology, 4259 Nagatsuta...
  • Mariko Abe
    Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Nishi-ku, Niigata, 950-2181, Japan, Mitsubishi Gas Chemical Company, Inc., Niigata Research Laboratory, 182 Shinwari, Tayuhama, Kita-ku, Niigata, 950-3112, Japan, Cancer Chemotherapy Center, Japanese Foundation for Cancer Research, 3-10-6 Ariake, Koto-ku, Tokyo 135-8500, Japan, Center for Biological Resources and Informatics, Tokyo Institute of Technology, 4259 Nagatsuta...
  • Jun-ichi Sakai
    Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Nishi-ku, Niigata, 950-2181, Japan, Mitsubishi Gas Chemical Company, Inc., Niigata Research Laboratory, 182 Shinwari, Tayuhama, Kita-ku, Niigata, 950-3112, Japan, Cancer Chemotherapy Center, Japanese Foundation for Cancer Research, 3-10-6 Ariake, Koto-ku, Tokyo 135-8500, Japan, Center for Biological Resources and Informatics, Tokyo Institute of Technology, 4259 Nagatsuta...
  • Ryo Hasegawa
    Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Nishi-ku, Niigata, 950-2181, Japan, Mitsubishi Gas Chemical Company, Inc., Niigata Research Laboratory, 182 Shinwari, Tayuhama, Kita-ku, Niigata, 950-3112, Japan, Cancer Chemotherapy Center, Japanese Foundation for Cancer Research, 3-10-6 Ariake, Koto-ku, Tokyo 135-8500, Japan, Center for Biological Resources and Informatics, Tokyo Institute of Technology, 4259 Nagatsuta...
  • Yuhua Bai
    Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Nishi-ku, Niigata, 950-2181, Japan, Mitsubishi Gas Chemical Company, Inc., Niigata Research Laboratory, 182 Shinwari, Tayuhama, Kita-ku, Niigata, 950-3112, Japan, Cancer Chemotherapy Center, Japanese Foundation for Cancer Research, 3-10-6 Ariake, Koto-ku, Tokyo 135-8500, Japan, Center for Biological Resources and Informatics, Tokyo Institute of Technology, 4259 Nagatsuta...
  • Tomokazu Mitsui
    Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Nishi-ku, Niigata, 950-2181, Japan, Mitsubishi Gas Chemical Company, Inc., Niigata Research Laboratory, 182 Shinwari, Tayuhama, Kita-ku, Niigata, 950-3112, Japan, Cancer Chemotherapy Center, Japanese Foundation for Cancer Research, 3-10-6 Ariake, Koto-ku, Tokyo 135-8500, Japan, Center for Biological Resources and Informatics, Tokyo Institute of Technology, 4259 Nagatsuta...
  • Hirotsugu Ogura
    Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Nishi-ku, Niigata, 950-2181, Japan, Mitsubishi Gas Chemical Company, Inc., Niigata Research Laboratory, 182 Shinwari, Tayuhama, Kita-ku, Niigata, 950-3112, Japan, Cancer Chemotherapy Center, Japanese Foundation for Cancer Research, 3-10-6 Ariake, Koto-ku, Tokyo 135-8500, Japan, Center for Biological Resources and Informatics, Tokyo Institute of Technology, 4259 Nagatsuta...
  • Takao Kataoka
    Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Nishi-ku, Niigata, 950-2181, Japan, Mitsubishi Gas Chemical Company, Inc., Niigata Research Laboratory, 182 Shinwari, Tayuhama, Kita-ku, Niigata, 950-3112, Japan, Cancer Chemotherapy Center, Japanese Foundation for Cancer Research, 3-10-6 Ariake, Koto-ku, Tokyo 135-8500, Japan, Center for Biological Resources and Informatics, Tokyo Institute of Technology, 4259 Nagatsuta...
  • Seiko Oka
    Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Nishi-ku, Niigata, 950-2181, Japan, Mitsubishi Gas Chemical Company, Inc., Niigata Research Laboratory, 182 Shinwari, Tayuhama, Kita-ku, Niigata, 950-3112, Japan, Cancer Chemotherapy Center, Japanese Foundation for Cancer Research, 3-10-6 Ariake, Koto-ku, Tokyo 135-8500, Japan, Center for Biological Resources and Informatics, Tokyo Institute of Technology, 4259 Nagatsuta...
  • Hiroko Tsushima
    Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Nishi-ku, Niigata, 950-2181, Japan, Mitsubishi Gas Chemical Company, Inc., Niigata Research Laboratory, 182 Shinwari, Tayuhama, Kita-ku, Niigata, 950-3112, Japan, Cancer Chemotherapy Center, Japanese Foundation for Cancer Research, 3-10-6 Ariake, Koto-ku, Tokyo 135-8500, Japan, Center for Biological Resources and Informatics, Tokyo Institute of Technology, 4259 Nagatsuta...
  • Miwa Kiuchi
    Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Nishi-ku, Niigata, 950-2181, Japan, Mitsubishi Gas Chemical Company, Inc., Niigata Research Laboratory, 182 Shinwari, Tayuhama, Kita-ku, Niigata, 950-3112, Japan, Cancer Chemotherapy Center, Japanese Foundation for Cancer Research, 3-10-6 Ariake, Koto-ku, Tokyo 135-8500, Japan, Center for Biological Resources and Informatics, Tokyo Institute of Technology, 4259 Nagatsuta...
  • Katutoshi Hirose
    Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Nishi-ku, Niigata, 950-2181, Japan, Mitsubishi Gas Chemical Company, Inc., Niigata Research Laboratory, 182 Shinwari, Tayuhama, Kita-ku, Niigata, 950-3112, Japan, Cancer Chemotherapy Center, Japanese Foundation for Cancer Research, 3-10-6 Ariake, Koto-ku, Tokyo 135-8500, Japan, Center for Biological Resources and Informatics, Tokyo Institute of Technology, 4259 Nagatsuta...
  • Akihiro Tomida
    Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Nishi-ku, Niigata, 950-2181, Japan, Mitsubishi Gas Chemical Company, Inc., Niigata Research Laboratory, 182 Shinwari, Tayuhama, Kita-ku, Niigata, 950-3112, Japan, Cancer Chemotherapy Center, Japanese Foundation for Cancer Research, 3-10-6 Ariake, Koto-ku, Tokyo 135-8500, Japan, Center for Biological Resources and Informatics, Tokyo Institute of Technology, 4259 Nagatsuta...
  • Takashi Tsuruo
    Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Nishi-ku, Niigata, 950-2181, Japan, Mitsubishi Gas Chemical Company, Inc., Niigata Research Laboratory, 182 Shinwari, Tayuhama, Kita-ku, Niigata, 950-3112, Japan, Cancer Chemotherapy Center, Japanese Foundation for Cancer Research, 3-10-6 Ariake, Koto-ku, Tokyo 135-8500, Japan, Center for Biological Resources and Informatics, Tokyo Institute of Technology, 4259 Nagatsuta...
  • Masayoshi Ando
    Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Nishi-ku, Niigata, 950-2181, Japan, Mitsubishi Gas Chemical Company, Inc., Niigata Research Laboratory, 182 Shinwari, Tayuhama, Kita-ku, Niigata, 950-3112, Japan, Cancer Chemotherapy Center, Japanese Foundation for Cancer Research, 3-10-6 Ariake, Koto-ku, Tokyo 135-8500, Japan, Center for Biological Resources and Informatics, Tokyo Institute of Technology, 4259 Nagatsuta...

説明

Four new cardenolide monoglycosides, cardenolides N-1 (1), N-2 (2), N-3 (3), and N-4 (4), were isolated from Nerium oleander, together with two known cardenolides, 5 and 12, and seven cardenolide monoglycosides, 6-11 and 13. The structures of compounds 1-4 were established on the basis of their spectroscopic data. The in vitro anti-inflammatory activity of compounds 1-13 was examined on the basis of inhibitory activity against the induction of the intercellular adhesion molecule-1 (ICAM-1). Compounds 1, 5, 6, and 11-13 were active at an IC50 value of less than 1 microM. The cytotoxicity of compounds 1-13 was evaluated against three human cell lines, normal human fibroblast cells (WI-38), malignant tumor cells induced from WI-38 (VA-13), and human liver tumor cells (HepG2). Compounds 1, 4, 6, and 11-13 were active toward V-13 cells, and compounds 1, 11, and 12 were active toward HepG2 cells at IC50 values of less than 1 microM. Compounds 4, 5, 10, and 12 showed selective cell growth inhibitory activity toward V-13 tumor cells compared with that of parental normal WI-38 cells. The MDR-reversal activity of compounds 1-13 was evaluated on the basis of the amount of calcein accumulated in MDR human ovarian cancer 2780AD cells in the presence of each compound. Compounds 4, 9, and 10 showed significant effects on calcein accumulation, compound 4 showing stronger activity than that of verapamil.

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