Officinatrione: an unusual (17S)-17,18-seco-lupane skeleton,and four novel lupane-type triterpenoids from the roots of Taraxacum officinale |
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Authors: | Daisuke Saeki Takeshi Yamada Yasuko In Tetsuya Kajimoto Reiko Tanaka Yota Iizuka Takahisa Nakane Akihito Takano Kazuo Masuda |
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Affiliation: | 1. Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki Osaka 569-1094, Japan;2. Showa Pharmaceutical University, 3-3165 Higashi Tamagawa Gakuen, Machida, Tokyo 194-8543, Japan |
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Abstract: | Novel 5 lupane-type of triterpenois, i.e., 3β-acetoxy-18α,19α-epoxylupan-21β-ol (1), 18α,19α-epoxy-21β-hydroxylupan-3-one (2), lup-18-ene-3,21-dione (3), lupa-18,21-dien-3β-yl acetate (4), and (17S)-17,18-seco-lup-19(21)-ene-3,18,22-trione (5), named officinatrione, as well as 16 known compounds from the roots of Taraxacum officinale collected in Takatsuki city, Osaka, Japan. Of the above compounds, 5 was the first lupane-type triterpene, of which the D-ring was open to form a nine-membered ring. Compounds 2 and 5 exhibited moderate cytotoxic activities against L1210 cell line (IC50 10.5 and 10.1 μM). |
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