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Cytotoxic scalarane sesterterpenoids from the South China Sea sponge Carteriospongia foliascens

机译:来自南海海绵的Carteriospongia foliascens的细胞毒性scalarane sesterterpenoids

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摘要

Eleven new scalarane sesterterpenoids, including three 20,24-bishomo-25-norscalaranes, carteriofe-nones A-C (1-3), and eight 20,24-bishomoscalaranes, carteriofenones D-K (4-11), along with two known analogues (12 and 13), were obtained from the marine sponge Carteriospongia foliascens collected from the South China Sea. Their planar structures and relative configurations were elucidated by extensive NMR spectroscopic data. The absolute configuration of 3 was determined using the modified Mosher's method on its hydrolysis product. Scalarane sesterterpenoids with 4-methylpentanate or penta-noate substituents at the 12-position (1-8) were reported for the first time. Carteriofenones E-H (5-8) represented rare naturally occurring scalarane sesterterpenoids with a cyclobutane ring. Compound 4 showed cytotoxicity against the mouse lymphocytic leukemia cell line (P388) with an IC_(50) value of 0.96 μM.
机译:十一个新的scalarane sesterterpenoids,包括三个20,24-bishomo-25-norscalaranes,carteriofe-nones AC(1-3)和八个20,24-bishomoscalaranes,carteriofenones DK(4-11),以及两个已知的类似物(12 13)是从南中国海收集的海生海绵Carteriospongia foliascens获得的。广泛的NMR光谱数据阐明了它们的平面结构和相对构型。使用改进的Mosher方法对其水解产物测定3的绝对构型。首次报道了在12位(1-8)处带有4-甲基戊酸酯或五酸酯取代基的Scalarane sesterterpenoids。 Carteriofenones E-H(5-8)代表稀有的自然生成的带环丁烷环的scalarane sesterterpenoids。化合物4对小鼠淋巴细胞白血病细胞系(P388)表现出细胞毒性,IC_(50)值为0.96μM。

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  • 来源
    《Organic & biomolecular chemistry》 |2015年第13期|4016-4024|共9页
  • 作者单位

    Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, People's Republic of China;

    Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, People's Republic of China;

    Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, People's Republic of China;

    HuangHe Science and Technology College, Zhengzhou 450063, People's Republic of China;

    Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, People's Republic of China;

    Netherlands Centre for Biodiversity Naturalis, P.O. Box 9517, 2300 Ra Leiden, The Netherlands;

    Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, People's Republic of China;

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