Quassinoids from Eurycoma longifolia

Quassinoids from Eurycoma longifolia
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DOI:
10.1021/np900486f
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发表时间:
2009-12-01
影响因子:
5.1
通讯作者:
Kadota, Shigetoshi
Kadota, Shigetoshi
中科院分区:
生物学2区
文献类型:
--
作者:
Miyake, Katsunori;Tezuka, Yasuhiro;Kadota, Shigetoshi

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从东革阿里(Eurycoma longifolia)中分离得到10个新的苦木素类化合物(1-10)和14个已知化合物。新化合物为2个宽角木酮型C-20苦木素(1,2),1个klaineanone型C-20苦木素(3),1个C-19苦木素(4)具有1,2-seco-1-nor-6(5 -> 10)-abeo-picrasan-2,5-nitro骨架,和6个宽角木内酯型C-19苦木素(5-10)。化合物5和6均含有3,4-环氧基,这在广松内酯中是首次发现。化合物I在C-14处具有α-取向的OH基团,这在先前的宽木单酮型苦木素中没有报道。评价了所有分离物对高转移性HT-1080人纤维肉瘤细胞系的细胞毒性,化合物11、23和24显示出有效的细胞毒性(IC 50值0.93-1.1 μ M)。
Ten new structurally diverse quassinoids (1-10) and 14 known Compounds were isolated from the steins of Eurycoma longifolia. The new compounds were two eurycomanone-type C-20 quassinoids (1, 2), one klaineanone-type C-20 quassinoid (3), one C-19 quassinoid (4) with a 1,2-seco-1-nor-6(5 -> 10)-abeo-picrasan-2,5-olide skeleton, and six eurycomalactone-type C-19 quassinoids (5-10). Compounds 5 and 6 both possessed a 3,4-epoxy group observed for the first time in eurycomalactones. Compound I had an alpha-oriented OH group at C-14 that had not been reported previously in eurycomanone-type quassinoids. All of the isolates were evaluated for cytotoxicity toward the highly metastatic HT-1080 human fibrosarcoma cell line, and compounds 11, 23, and 24 showed potent cytotoxicity (IC50 values 0.93-1.1 mu M).