Lycophlegmariols A-D: Cytotoxic serratene triterpenoids from the club moss Lycopodium phlegmaria L.

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• 作者：Sawangjitt Wittayalai^a ; Supaporn Sathalalai^b ; Sakornrat Thorroad^b ; Prateep Worawittayanon^c ; Somsak Ruchirawat^b ; ^c ; Nopporn Thasana^b ; ^c ; ^{nopporn@cri.or.th}
• 关键词：Lycopodium phlegmaria L. ; Lycopodiaceae ; Club moss ; Serratene triterpene ; Abietane diterpene ; Lycophlegmariols A&ndash ; D ; Lymphoblastic leukemia
• 刊名：Phytochemistry
• 出版年：2012
• 期刊代码：85_00319422
• 类别：ch
• 出版时间：April, 2012
• 卷：76
• 期：Complete
• 页码：117-123
• 文件大小：427 K

摘要

Lycopodium serratene triterpenoids, along with an abietane-type diterpene were isolated from the methanol extract of club moss Lycopodium phlegmaria L. The structures of these hitherto unknown lycopodium terpenoids were elucidated on the basis of spectroscopic analysis. Pentacyclic triterpenoids, 21尾-hydroxy-serrat-14-en-3伪-ol (1) and 21尾-hydroxy-serrat-14-en-3伪-yl acetate (2) were isolated together with four serratene triterpeneoids established as 21尾,29-dihydroxyserrat-14-en-3伪-yl dihydrocaffeate (lycophlegmariol A, 5), 21尾,24,29-trihydroxyserrat-14-en-3尾-yl dihydrocaffeate (lycophlegmariol B, 6), 21伪,24-dihydroxyserrat-14-en-3尾-yl 4-hydroxycinnamate (lycophlegmariol C, 7), and 14尾,21伪,29-trihydroxyserratan-3尾-yl dihydrocaffeate (lycophlegmariol D, 8) as well as a known lycophlegmarin (9). An abietane-type diterpene, 8,11,13-abietatriene-3尾,12-dihydroxy-7-one (margocilin, 10), was isolated for the first time from a Lycopodium plant. Lycophlegmariol B (6), D (8) and compound 1 showed inhibitory effects against MOLT-3 acute lymphoblastic leukemia (T-lymphoblast) with IC₅₀ of 14.7, 3.0 and 2.9 渭M, respectively.