Lindenane Disesquiterpenoids with Anti-HIV-1 Activity from Chloranthus japonicus
Lindenane Disesquiterpenoids with Anti-HIV-1 Activity from Chloranthus japonicus
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金粟兰中具有抗 HIV-1 活性的林烯二半萜类化合物
DOI：
10.1021/np200087d
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发表时间：
2011-06-01
影响因子：
5.1
通讯作者：
Liu, Hai-Yang
中科院分区：
文献类型：
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作者：
Fang, Ping-Lei;Cao, Ying-Li;Liu, Hai-Yang
从金粟兰（Chloranthus japonilides）全草中分离得到5个新的茚烷型二倍半萜类化合物，即Chlorajaponilides A-E（1-5）和11个已知的类似物。通过X-射线晶体衍射确定了化合物1的结构和绝对构型。化合物1和2代表具有C-5羟基和C-4- C-15双键的茚烷二倍半萜类化合物的第一个实例。化合物8、9、11和12在野生型HIV-1和两种NNRTI耐药株中都显示出抗HIV-1复制活性。Shizukaol B（8）对HWwt、HIVRT-K103 N和HIVRT-K103 N表现出最佳活性，EC 50值分别为0.22、0.47和0.50 μ M。化合物8、9、11和12对C8166细胞具有显著的细胞毒性，其CC 50值分别为0.020、0.089、0.047和0.022，并且显示出对HIV-1的抑制活性，其EC 50值分别为0.0014、0.016、0.0043和0.0033 μ M。
Five new lindenane disesquiterpenoids, chlorajaponilides A-E (1-5), together with 11 known analogues were isolated from whole plants of Chloranthus japonicus. The structure and absolute configuration of 1 was confirmed by X-ray crystallography. Compounds 1 and 2 represent the first examples of lindenane disesquiterpenoids with a C-5 hydroxy group and a C-4- C-15 double bond. Compounds 8, 9, 11, and 12 showed anti-HIV-1 replication activities in both wild-type HIV-1 and two NNRTIs-resistant strains. Shizukaol B (8) exhibited the best activity against HWwt, HIVRT-K103N, and HIVRT-K103N with EC50 values of 0.22, 0.47, and 0.50, mu M, respectively. Compounds 8, 9, 11, and 12 had significant cytotoxicities against C8166 cells with CC50 values of 0.020, 0.089, 0.047, and 0.022, respectively, and exhibited inhibitory activities against HIV-I with EC50 values of 0.0014, 0.016, 0.0043, and 0.0033,mu M, respectively.