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海绵 Ircinia sp. 来源的细胞毒性 C21 和 C22 萜类衍生代谢物

Cytotoxic C21 and C22 terpenoid-derived metabolites from the sponge Ircinia sp.

机构信息

Graduate Institute of Marine Biotechnology, National Dong Hwa University, Pingtung 944, Taiwan, Republic of China.

出版信息

J Nat Prod. 2011 Sep 23;74(9):2005-9. doi: 10.1021/np2004209. Epub 2011 Sep 8.

DOI:10.1021/np2004209
PMID:21902186
Abstract

One novel C21 terpenoidal natural product, ircinolin A (2), two new C22 furanoterpene metabolites, 15-acetylirciformonin B (3) and 10-acetylirciformonin B (4), and two known compounds, irciformonin B (1) and irciformonin F (5), were isolated from the sponge Ircinia sp. The structures of these compounds were elucidated on the basis of their spectroscopic data. Moreover, the absolute configuration of 1 was determined by Mosher's method. Among these metabolites, 2 is the first C21 terpenoid-derived metabolite to be reported from this genus. Compounds 1 and 3-5 exhibited significant cytotoxic activity against K562, DLD-1, HepG2, and Hep3B cancer cell lines.

摘要

从海绵 Ircinia sp. 中分离得到了一种新型 C21 萜类天然产物 ircinolin A(2),两种新的 C22 呋喃萜类代谢物 15-乙酰基 irciformonin B(3)和 10-乙酰基 irciformonin B(4),以及两种已知化合物 irciformonin B(1)和 irciformonin F(5)。这些化合物的结构是根据它们的光谱数据阐明的。此外,通过 Mosher 法确定了 1 的绝对构型。在这些代谢物中,2 是该属中首次报道的 C21 萜类衍生代谢物。化合物 1 和 3-5 对 K562、DLD-1、HepG2 和 Hep3B 癌细胞系表现出显著的细胞毒性。

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