Phainanoids A-F, A New Class of Potent Immunosuppressive Triterpenoids with an Unprecedented Carbon Skeleton from Phyllanthus hainanensis
Phainanoids A-F, A New Class of Potent Immunosuppressive Triterpenoids with an Unprecedented Carbon Skeleton from Phyllanthus hainanensis
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DOI：
10.1021/ja511813g
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发表时间：
2015-01-14
影响因子：
15
通讯作者：
Yue, Jian-Min
中科院分区：
文献类型：
--
作者：
Fan, Yao-Yue;Zhang, Hua;Yue, Jian-Min
Phainanoids A-F（1-6）是从海南叶下珠（Phyllanthus hainanensis）中分离得到的6个高度改性的三萜类化合物，它们通过引入4，5-和5，5-螺环结构单元而具有新的碳骨架。通过光谱数据、化学方法和X射线晶体学确定了它们的绝对构型。化合物1-6在体外对T和B淋巴细胞的增殖表现出异常有效的免疫抑制活性。最有效的一种，phainanoid F（6），显示出抗T细胞增殖的活性，其IC 50值为2.04 +/- 0.01 nM（阳性对照CsA = 14.21 +/- 0.01 nM），和抗B细胞增殖的IC 50值为2.04 +/- 0.01 nM（阳性对照CsA = 14.21 +/- 0.01 nM）。
Phainanoids A-F (1-6), six highly modified triterpenoids with a new carbon skeleton by incorporating two unique motifs of a 4,5- and a 5,5-spirocyclic systems, were isolated from Phyllanthus hainanensis. Their structures with absolute configurations were determined by spectroscopic data, chemical methods, and X-ray crystallography. Compounds 1-6 exhibited exceptionally potent immunosuppressive activities in vitro against the proliferation of T and B lymphocytes. The most potent one, phainanoid F (6), showed activities against the proliferation of T cells with IC50 value of 2.04 +/- 0.01 nM (positive control CsA = 14.21 +/- 0.01 nM) and B cells with IC50 value of