Lin G, Rose P, Chatson K B, Hawes E M, Zhao X G, Wang Z T
Department of Pharmacology, The Chinese University of Hong Kong, Shatin, N.T. Hong Kong.
J Nat Prod. 2000 Jun;63(6):857-60. doi: 10.1021/np9906119.
Clivorine (1) and ligularine (2), two hepatotoxic otonecine-type pyrrolizidine alkaloids isolated from Ligularia hodgsonii, an antitussive traditional Chinese medicine, were investigated in CDCl(3) and D(2)O by various NMR techniques to delineate why this type of alkaloid displays uncharacteristic solubility properties by dissolving in both nonpolar organic and aqueous solutions. The results demonstrated that both alkaloids exist in a non-ionized form in CDCl(3), but in an ionized form in D(2)O, suggesting that this unique dual solubility may play a role in the intoxication resultant from consumption of water extracts of herbs, including herbal teas, containing otonecine-type pyrrolizidine alkaloids.
从止咳中药滇紫菀中分离得到的两种具有肝毒性的奥托奈辛型吡咯里西啶生物碱——绿紫菀碱（1）和舌叶紫菀碱（2），在CDCl₃和D₂O中采用多种核磁共振技术进行了研究，以阐明这类生物碱为何能同时溶解于非极性有机溶剂和水溶液中，呈现出非典型的溶解性。结果表明，这两种生物碱在CDCl₃中以非离子形式存在，而在D₂O中以离子形式存在，这表明这种独特的双重溶解性可能在食用含有奥托奈辛型吡咯里西啶生物碱的草药水提取物（包括草药茶）导致的中毒过程中起作用。
