Studies on Panax Acetylenes : Absolute Structure of a New Panax Acetylene, and Inhibitory Effects of Related Acetylenes on the Growth of L-1210 Cells

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概要

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• A new Panax acetylene, 3-oxo-PQ-1 (1), was isolated from Panax quinquefolium. The absolute configurations of 3-oxo-PQ-1 (1) and PQ-1 (2) were determined to be (9R, 10R) and (3R, 9R, 10R), respectively, by synthesizing 1 and 2 starting from D-(-)-diethyl tartrate, and by synthesizing their stereoisomers from L-(+)-diethyl tartrate. The growth inhibitory effects of Panax acetylenes (1-8) and their stereoisomers against leukemia cells were tested. Unnatural acetylenes having the (3S)-configuration (2, 5, 6, 7, 8 ; IC_<50>=0.01-0.1μg/ml) were found to be approximately ten times more potent than natural acetylenes (IC_<50>=0.1-1.0μg/ml) with the (3R)-configuration. Potency differences due to the configuration at C-9 and C-10 were unrelated to this stereochemistry. The C_<14>-polyacetylenes, PQ-8 (4) and its isomer (IC_<50>=1.0-10.0μg/ml), were found to exhibit weaker cytotoxicity than the C_<17>-polyacetylenes.

• 公益社団法人日本薬学会の論文
• 2007-04-01

著者

• 毛利 邦彦

  Showa College Of Pharmaceutical Sciences

• FUJIMOTO Yasuo

  College of Pharmacy, Nihon University

• Yoshinori Fujimoto

  Department Of Chemistry And Materials Science Tokyo Institute Of Technology

• Fujimoto Yoshinori

  Department Of Chemistry And Materials Science Tokyo Institute Of Technology

• SATOH Mitsuru

  Showa College of Pharmaceutical Sciences

• ISOBE Kimiaki

  Showa College of Pharmaceutical Sciences

• Yoshida Yuki

  Showa Pharmaceutical University

• MOHRI Kunihiko

  Showa Pharmaceutical University

• Mohri K

  Showa College Of Pharmaceutical Sciences

• Satoh M

  Showa Pharmaceutical University

• Satoh Y

  Showa Pharmaceutical University

• Isobe K

  Showa College Of Pharmaceutical Sciences

• Isobe Kimiaki

  Showa Pharmaceutical University

• Fujimoto Yasuo

  Department Of General Studies College Of Humanities And Sciences Nihon University

• Fujimoto Yasuo

  College Of Humanities And Sciences Nihon University

• SATOH Yoshio

  Showa Pharmaceutical University

• Yoshida Y

  Yakult Central Inst. For Microbiological Res.

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