Bioactive Secolignans from <i>Peperomia </i><i>d</i><i>indygulensis</i>

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  • Jian-lin Wu
    Graduate School of Science and Technology, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, Department of Chemistry and Chemical Engineering, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, The National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Guo Shou Jing Road 189, Zhanjiang High-Tech Park, Shanghai 201203, People's Republic of China, Center for Biological Resources and Informatics, Tokyo Institute of...
  • Na Li
    Graduate School of Science and Technology, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, Department of Chemistry and Chemical Engineering, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, The National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Guo Shou Jing Road 189, Zhanjiang High-Tech Park, Shanghai 201203, People's Republic of China, Center for Biological Resources and Informatics, Tokyo Institute of...
  • Toshiaki Hasegawa
    Graduate School of Science and Technology, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, Department of Chemistry and Chemical Engineering, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, The National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Guo Shou Jing Road 189, Zhanjiang High-Tech Park, Shanghai 201203, People's Republic of China, Center for Biological Resources and Informatics, Tokyo Institute of...
  • Jun-ichi Sakai
    Graduate School of Science and Technology, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, Department of Chemistry and Chemical Engineering, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, The National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Guo Shou Jing Road 189, Zhanjiang High-Tech Park, Shanghai 201203, People's Republic of China, Center for Biological Resources and Informatics, Tokyo Institute of...
  • Tomokazu Mitsui
    Graduate School of Science and Technology, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, Department of Chemistry and Chemical Engineering, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, The National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Guo Shou Jing Road 189, Zhanjiang High-Tech Park, Shanghai 201203, People's Republic of China, Center for Biological Resources and Informatics, Tokyo Institute of...
  • Hirotsugu Ogura
    Graduate School of Science and Technology, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, Department of Chemistry and Chemical Engineering, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, The National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Guo Shou Jing Road 189, Zhanjiang High-Tech Park, Shanghai 201203, People's Republic of China, Center for Biological Resources and Informatics, Tokyo Institute of...
  • Takao Kataoka
    Graduate School of Science and Technology, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, Department of Chemistry and Chemical Engineering, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, The National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Guo Shou Jing Road 189, Zhanjiang High-Tech Park, Shanghai 201203, People's Republic of China, Center for Biological Resources and Informatics, Tokyo Institute of...
  • Seiko Oka
    Graduate School of Science and Technology, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, Department of Chemistry and Chemical Engineering, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, The National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Guo Shou Jing Road 189, Zhanjiang High-Tech Park, Shanghai 201203, People's Republic of China, Center for Biological Resources and Informatics, Tokyo Institute of...
  • Miwa Kiuchi
    Graduate School of Science and Technology, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, Department of Chemistry and Chemical Engineering, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, The National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Guo Shou Jing Road 189, Zhanjiang High-Tech Park, Shanghai 201203, People's Republic of China, Center for Biological Resources and Informatics, Tokyo Institute of...
  • Akira Tomida
    Graduate School of Science and Technology, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, Department of Chemistry and Chemical Engineering, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, The National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Guo Shou Jing Road 189, Zhanjiang High-Tech Park, Shanghai 201203, People's Republic of China, Center for Biological Resources and Informatics, Tokyo Institute of...
  • Takashi Turuo
    Graduate School of Science and Technology, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, Department of Chemistry and Chemical Engineering, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, The National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Guo Shou Jing Road 189, Zhanjiang High-Tech Park, Shanghai 201203, People's Republic of China, Center for Biological Resources and Informatics, Tokyo Institute of...
  • Minjie Li
    Graduate School of Science and Technology, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, Department of Chemistry and Chemical Engineering, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, The National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Guo Shou Jing Road 189, Zhanjiang High-Tech Park, Shanghai 201203, People's Republic of China, Center for Biological Resources and Informatics, Tokyo Institute of...
  • Wanxia Tang
    Graduate School of Science and Technology, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, Department of Chemistry and Chemical Engineering, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, The National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Guo Shou Jing Road 189, Zhanjiang High-Tech Park, Shanghai 201203, People's Republic of China, Center for Biological Resources and Informatics, Tokyo Institute of...
  • Masayoshi Ando
    Graduate School of Science and Technology, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, Department of Chemistry and Chemical Engineering, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan, The National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Guo Shou Jing Road 189, Zhanjiang High-Tech Park, Shanghai 201203, People's Republic of China, Center for Biological Resources and Informatics, Tokyo Institute of...

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Description

Thirteen secolignans, including eight new ones (1-8), were isolated from the EtOAc extract of Peperomia dindygulensis. The structures were mainly elucidated by 1D and 2D NMR and MS experiments, the relative configurations were determined by NOE correlations, and the absolute configurations were established by the optical rotations and CD spectra. Cytotoxicity and MDR (multidrug resistance) reversal activity of the isolated compounds were examined. Compounds 6 and 7, peperomins B (10) and E (12), showed moderate to strong growth inhibitory activity against a malignant lung tumor cell (VA-13) with IC(50) values of 15.2, 13.5, 13.9, and 1.93 microM, respectively, and also inhibited the growth of a normal lung fibroblast cell (WI-38) at the same levels. Compound 7 and peperomin E (12) exhibited inhibitory activity against a liver tumor cell (HepG2) with IC(50) values of 22.3 and 12.1 microM. Compounds 5 and 7 and peperomins A, B, C, and E (9-12) enhanced calcein accumulation in MDR 2780 cells at 25 microg/mL. Compounds 2, 3, 7, and peperomin E (12) showed inhibitory activity on induction of the intercellular adhesion molecule-1 (ICAM-1).

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