SESQUITERPENE CONSTITUENTS OF 2 LIVERWORTS OF GENUS DIPLOPHYLLUM - NOVEL EUDESMANOLIDES AND CYTOTOXICITY STUDIES FOR ENANTIOMERIC METHYLENE LACTONES
SESQUITERPENE CONSTITUENTS OF 2 LIVERWORTS OF GENUS DIPLOPHYLLUM - NOVEL EUDESMANOLIDES AND CYTOTOXICITY STUDIES FOR ENANTIOMERIC METHYLENE LACTONES
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DOI：
10.1016/0040-4020(77)80301-3
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发表时间：
1977-01-01
期刊：
影响因子：
2.1
通讯作者：
LIU, CB
中科院分区：
文献类型：
--
作者：
OHTA, Y;ANDERSEN, NH;LIU, CB
地钱的水蒸气蒸馏物(或正己烷提取物)。笨蛋。和紫杉木D.axifolium(Wahl.)笨蛋。是倍半萜的混合物。这两个物种在碳氢化合物中都很精致，主要是对-α-硒烯和对-硒-4，11-二烯以及橙花烯和β-榄香烯。各挥发油的主要成分为双茶素，是一种新型的月桂内酯。通过与四氢异阿糖内酯的相关分析，确定了双叶林的结构。通过异丙醇丙酮的酸性异构化反应，得到了双叶乙素和双叶内酯-A对映体。Diplophyllin显示出显著更强的抗人类口腔表皮样癌的活性(KB细胞培养，ED50.simeq.8微克/毫升)，比其对映体：首次证明了这种类型的细胞毒性的光学选择性。白念珠菌中较具极性的成分是9α-乙酰氧基二叶酸，以及包括白念珠醇在内的几种倍半萜醇。
The steam distillates (or hexane extracts) of the liverworts D. albicans (L.) Dum. and D. taxifolium (Wahl.) Dum. are a mixture of sesquiterpenes. Both species elaborate among the hydrocarbons, mainly ent-.alpha.-selinene and ent-selina-4,11-diene together with anastreptene and .beta.-elemene. The major component of each essential oil was diplophyllin, a novel ent-eudesmanolide. The structure of diplophyllin was established by correlation with tetrahydroisoalantolactone. The enantiomers of diplophyllin and diplophyllolide-A were obtained on acid isomerization of isoalantolacetone. Diplophyllin shows significantly greater activity against human oral epidermoid carcinoma (KB cell culture, ED50 .simeq. 8 .mu.g/ml) than its enantiomer: the 1st demonstration of optical selectivity for this type of cytotoxicity. Among the more polar constituents of D. albicans were 9.alpha.-acetoxydiplophyllin, and several sesquiterpene alcohols including albicanol.