Further lupane lactones from Kokoona ochracea.
Further lupane lactones from Kokoona ochracea.
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来自 Kokoona ochracea 的其他羽扇豆烷内酯。
DOI：
10.1021/np50100a003
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发表时间：
1993
影响因子：
5.1
通讯作者：
Che,CT
中科院分区：
文献类型：
--
作者：
Ngassapa,O;Soejarto,DD;Pezzuto,JM;Farnsworth,NR;Che,CT
另外新的羽扇烷内酯是从Kokoona ochracea（卫矛科）的茎皮中分离出来的。通过1D和2DNMR光谱方法鉴定了它们的结构为20，29-dihydroxy-3-oxolupan-30，21 ct-cetanol（赭曲霉素D）[1]和28-羟基-3-oxolup-20（29）-en-30，21 a-acetate（赭曲霉素E）[2]，这些化合物和赭曲霉素D的单乙酸酯和二乙酸酯（分别为4和5）对P-388鼠淋巴细胞白血病细胞和一组人癌细胞系统的体外细胞毒性活性进行了评价。OchraceD {！]对人胶质母细胞瘤（U373）细胞具有显著细胞毒性（ED 50，3.9 µ g/ml）。其它化合物（4、5和2）在某些癌细胞系中仅显示出弱的细胞毒性反应。梅里尔（卫矛科）（1）.其中，赭曲霉素A [3]作为最丰富的化合物（0.3%产率）获得。这些化合物是第一个在羽扇烷骨架的C-30和C-21之间具有”γ-内酯“的羽扇烷类化合物。作为我们以前的工作的延续，我们已经分离出额外的新的羽扇烷内酯，赭石内酯D和E，我们在这里报告的结构解析和这些化合物的细胞毒活性。
Additional new lupane lactones were isolated from the stem bark of Kokoona ochracea (Celastraceae). Their structures have been elucidated, through the application of ID and 2D nmr spectroscopic methods, as 20, 29-dihydroxy-3-oxolupan-30, 21ct-olide (ochraceolide D)[1] and 28-hydroxy-3-oxolup-20 (29)-en-30, 21a-olide (ochraceolide E)[2], These compounds and the mono-and di-acetates of ochraceolide D (4 and 5, respectively) were evaluated for in vitro cytotoxic activity against P-388 murine lymphocytic leukemia cells and a panel of human cancer cell systems. Ochraceolide D {!] was significantly cytotoxic (ED50, 3.9 µ-g/ml) against human glioblastoma (U373) cells. Other compounds (4, 5, and 2) exhibited only a weak cytotoxic response in certain cancer cell lines.Previously we reported the isolation of cytotoxic lupane lactones, ochraceolides A—C, from the non-polar extracts of the stembark of Kokoona ochracea (Elm.) Merrill (Celastraceae)(1). Among these, ochraceolide A [3] was obtained as the most abundant compound (0.3% yield). These compounds were the first example of lupanes possessing a" y-lactone located between C-30 and C-21 of the lupane skeleton. As a continuation of our previous work, we have isolated additional new lupane lactones, ochraceolides D and E, and we report here the structure elucidation and the cytotoxic activity of these compounds.