Dicarabrol, a new dimeric sesquiterpene from Carpesium abrotanoides L.

Dicarabrol, a new dimeric sesquiterpene from Carpesium abrotanoides L.
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Dicarabrol,一种来自 Carpesium abrotanoides L. 的新型二聚倍半萜烯。

DOI:
10.1016/j.bmcl.2015.08.034
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发表时间:
2015-10-01
影响因子:
2.7
通讯作者:
Zhou, Xiao-Jiang
Zhou, Xiao-Jiang
中科院分区:
医学4区
文献类型:
--
作者:
Wang, Jun-Feng;He, Wei-Jun;Zhou, Xiao-Jiang

文献摘要

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本文报道了一个新的二聚体倍半萜烯化合物dicarabrol(1)和三个已知的倍半萜烯化合物carabrol(2)、11(13)-dehydroivaxillin(3)和2-deoxy-4-epi-pulchellin(4)。通过光谱分析和单晶X-射线衍射分析确定了化合物的结构。化合物1具有二聚倍半萜核心,其特征在于环戊烷环连接两个倍半萜内酯单元,这在自然界中很少发现。二卡巴洛尔(1)以及三种已知的倍半萜(2-4)对K562、MCF-7、Hela、DU 145、U937、H1975、SGC-7901、A549、MOLT-4和HL 60细胞系具有有效的体外细胞毒性,IC 50值范围为0.10 - 46.7 μ M,同时它们显示出显著的抗病毒(H1N1和H3 N2)活性。此外,化合物1、3和4显示出显著的抗分枝杆菌活性(IC 50分别为3.7、6.0和7.6 μ M)。(C)2015爱思唯尔有限公司版权所有。
A new dimeric sesquiterpene, dicarabrol (1), together with three known sesquiterpenes, carabrol (2), 11 (13)-dehydroivaxillin (3), and 2-desoxy-4-epi-pulchellin (4), were isolated from the whole plant of Carpesium abrotanoides L. Their structures were elucidated on the basis of spectroscopic analysis, and single crystal X-ray diffraction analysis. Compound 1 possessed a dimeric sesquiterpene core featured with a cyclopentane ring connecting two sesquiterpene lactone units rarely discovered in nature. Dicarabrol (1), as well as three known sesquiterpenes (2-4), had potent in vitro cytotoxicities against the K562, MCF-7, Hela, DU145, U937, H1975, SGC-7901, A549, MOLT-4, and HL60 cell lines with IC50 values ranging from 0.10 to 46.7 mu M, while they showed significant antiviral (H1N1 and H3N2) activities. Furthermore, compounds 1, 3 and 4 displayed significant antimycobacterial activity (IC50 3.7, 6.0, and 7.6 mu M, respectively). (C) 2015 Elsevier Ltd. All rights reserved.