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迪斯伊博尔斯 A-C 和迪斯伊丹酮 E,一种来自海洋海绵迪斯伊达属的具有细胞毒性和 NF-κB 抑制作用的四环倍半萜类化合物。

Dysiherbols A-C and Dysideanone E, Cytotoxic and NF-κB Inhibitory Tetracyclic Meroterpenes from a Dysidea sp. Marine Sponge.

机构信息

Research Center for Marine Drugs, Department of Pharmacy, State Key Laboratory of Oncogenes and Related Genes, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University , Shanghai 200127, People's Republic of China.

Institute of Traditional Chinese Medicine and Natural Products, Jinan University , Guangzhou 510632, People's Republic of China.

出版信息

J Nat Prod. 2016 Feb 26;79(2):406-11. doi: 10.1021/acs.jnatprod.5b01079. Epub 2016 Feb 10.

Abstract

Four new tetracyclic meroterpnes, dysiherbols A-C (1-3) and dysideanone E (4), were isolated from a Dysidea sp. marine sponge collected from the South China Sea. Their complete structures and absolute configurations were unambiguously determined by a combination of NMR spectroscopic data, ECD calculations, and single-crystal X-ray diffraction analysis. Within the sesquiterpene quinol structures, dysiherbols A-C possess an intriguing 6/6/5/6-fused tetracyclic carbon skeleton. The NF-κB inhibitory and cytotoxic activity evaluation disclosed that dysiherbol A (1) showed potent activity with respective IC50 values of 0.49 and 0.58 μM, which were about 10-fold and 20-fold more potent than those of dysiherbols B (2) and C (3), which feature hydroxy and ketone carbonyl groups at the C-3 position.

摘要

从南海采集的一种 Dysidea 海绵中分离得到四个新的四环倍半萜 Meroterpenes,即 dysiherbol A-C(1-3)和 dysideanone E(4)。通过 NMR 光谱数据、ECD 计算和单晶 X 射线衍射分析的组合,明确确定了它们的完整结构和绝对构型。在倍半萜喹啉结构中,dysiherbol A-C 具有引人注目的 6/6/5/6 稠合四环碳骨架。NF-κB 抑制和细胞毒性活性评估表明,dysiherbol A(1)表现出很强的活性,其 IC50 值分别为 0.49 和 0.58 μM,分别比在 C-3 位具有羟基和酮羰基的 dysiherbols B(2)和 C(3)强约 10 倍和 20 倍。

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