Absolute structures of monoterpenoids with a δ-lactone-containing skeleton from Ligularia hodgsonii.

Absolute structures of monoterpenoids with a δ-lactone-containing skeleton from Ligularia hodgsonii.
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DOI:
10.1021/np200693z
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发表时间:
2012-05
影响因子:
5.1
通讯作者:
Jian-Jun Chen;Wenxi Li;K. Gao;Xiaojie Jin;X. Yao
Jian-Jun Chen;Wenxi Li;K. Gao;Xiaojie Jin;X. Yao
中科院分区:
生物学2区
文献类型:
--
作者:
Jian-Jun Chen;Wenxi Li;K. Gao;Xiaojie Jin;X. Yao

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以生物活性为导向的分离得到两个新的单萜类化合物,Ligularia hodgsonii的甲醇提取物,Ligularia hodgins a(1)和B(2),具有不寻常的δ-内酯骨架。此外,liguhodgcin A(1)含有一个氯原子。利用核磁共振光谱、x射线晶体学、ECD数据和计算方法对这两种化合物的结构和绝对构型进行了分析。提出并讨论了1和2可能的生物合成途径。研究了化合物1和2对人白血病(HL-60)、人肝癌(SMMC-7721)和人宫颈癌(HeLa)细胞系的细胞毒性。
Bioactivity-directed fractionation of a methanol extract of Ligularia hodgsonii afforded two new monoterpenoids, liguhodgcins A (1) and B (2), with an unusual δ-lactone-containing skeleton. Moreover, liguhodgcin A (1) contained a chlorine atom. The structures and absolute configurations of the two compounds were elucidated using NMR spectroscopy, X-ray crystallography, ECD data, and computational approaches. A probable biosynthesis pathway to 1 and 2 was also proposed and discussed. The cytotoxicity of compounds 1 and 2 was evaluated against the human leukemia (HL-60), human hepatoma (SMMC-7721), and human cervical carcinoma (HeLa) cell lines.