Benzylphenethylamine Alkaloids from Hosta plantaginea with Inhibitory Activity against Tobacco Mosaic Virus and Acetylcholinesterase

Authors:
  • ZZZhong-Kai Zhang
    Zhong-Kai Zhang
  • FYFu-Mei Yang
    Fu-Mei Yang
  • QSQian-Yun Sun
    Qian-Yun Sun
  • HHHong-Ping He
    Hong-Ping He
  • YDYing-Tong Di
    Ying-Tong Di
  • SMShu-Zhen Mu
    Shu-Zhen Mu
  • YLYang Lu
    Yang Lu
  • YCYing Chang
    Ying Chang
  • QZQi-Tai Zheng
    Qi-Tai Zheng
  • MDMing Ding
    Ming Ding
  • JDJia-Hong Dong
    Jia-Hong Dong
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Abstract
Five new benzylphenethylamine alkaloids, hostasine (1), 8-demethoxyhostasine, 8-demethoxy-10-O-methylhostasine, 10-O-methylhostasine, and 9-O-demethyl-7-O-methyllycorenine, along with 12 known compounds, were isolated from Hosta plantaginea by bioassay-guided fractionation. The structures of the new alkaloids were established by means of extensive spectroscopic methods, and the relative configuration of 1 was further confirmed by single-crystal X-ray diffraction. 7-Deoxy-trans-dihydronarciclasine (IC50 = 1.80 µM), a known alkaloid, showed strong activity against tobacco mosaic virus by the half-leaf method. Some of these alkaloids were also evaluated for their inhibitory activity against acetylcholinesterase. 8-Demethoxy-10-O-methylhostasine was found to possess significant activity, with an IC50 of 2.32 µM.

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