Apralactone A and a New Stereochemical Class of Curvularins from the Marine-Derived Fungus Curvularia sp.

Apralactone A and a New Stereochemical Class of Curvularins from the Marine-Derived Fungus Curvularia sp.
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DOI:
10.1002/ejoc.200800522
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发表时间:
2008-10
影响因子:
2.8
通讯作者:
Koenig, Gabriele M.
Koenig, Gabriele M.
中科院分区:
化学3区
文献类型:
--
作者:
Greve, Hendrik;Schupp, Peter J.;Eguereva, Ekaterina;Kehraus, Stefan;Kelter, Gerhard;Maier, Armin;Fiebig, Heinz-Herbert;Koenig, Gabriele M.

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对从红色刺孢菌中分离的海洋衍生真菌弯孢菌属(Curvularia sp.)(菌株编号768)的细胞毒性提取物进行化学研究,产生了新的大环内酯apralactone A(1),以及弯孢菌素大环内酯2-7的对映体。化合物8是一种二聚体弯孢菌素,被认为是人工产物。化合物1-8的结构通过解析其光谱数据(1D和2D NMR、CD、MS、UV和IR)来阐明。Apralactone A(1)是一种14元苯乙酸大环内酯,是第一种具有4-色满酮亚结构的化合物。发现化合物1、2、4、5和6对人肿瘤细胞系具有细胞毒性,平均IC 50值在1.25至30.06 μM的范围内。
Chemical investigations of the cytotoxic extract of the marine-derived fungus Curvularia sp. (strain no. 768), isolated from the red alga Acanthophora spicifera, yielded the novel macrolide apralactone A (1), as well as the antipodes of curvularin macrolides 2–7. Compound 8, a dimeric curvularin was recognised as an artefact. The structures of 1–8 were elucidated by interpretation of their spectroscopic data (1D and 2D NMR, CD, MS, UV and IR). Apralactone A (1) is a 14-membered phenyl acetic acid macrolactone, and the first such compound with a 4-chromanone substructure. Compounds 1, 2, 4, 5 and 6 were found to be cytotoxic towards human tumor cell lines with mean IC50 values in the range of 1.25 to 30.06 µM.
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发表时间: 1994-05-18
影响因子: 15
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