来自海洋海绵Spongia pertusa Esper的倍半萜醌/对苯二酚

Sesquiterpene Quinones/Hydroquinones from the Marine Sponge Spongia pertusa Esper.

作者信息

Li Jing, Gu Bin-Bin, Sun Fan, Xu Jian-Rong, Jiao Wei-Hua, Yu Hao-Bing, Han Bing-Nan, Yang Fan, Zhang Xi-Chun, Lin Hou-Wen

机构信息

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

College of Pharmacy, Jinan University , Guangzhou 510632, China.

出版信息

J Nat Prod. 2017 May 26;80(5):1436-1445. doi: 10.1021/acs.jnatprod.6b01105. Epub 2017 Apr 11.

DOI:10.1021/acs.jnatprod.6b01105

PMID:28398051

Abstract

Nine new sesquiterpene quinones/hydroquinones (1-7, 10, and 12), three solvent-generated artifacts (8, 9, and 11), and three known compounds, 5-epi-smenospongine (13), smenospongine (14), and smenospongiadine (15), were isolated from the marine sponge Spongia pertusa Esper. The planar structures of the new compounds were elucidated on the basis of spectroscopic analyses. Their absolute configurations were determined by comparison between the calculated and experimental ECD spectra. In the cytotoxicity bioassay, compounds 13-15 exhibited activities against the human cancer cell lines U937, HeLa, and HepG2, with most potent cytotoxicities to U937 cells with IC values of 2.8, 1.5, and 0.6 μM, respectively. In addition, compound 6 displayed CDK-2 affinity with a K value of 4.8 μM in a surface plasmon resonance assay.

摘要

从海洋海绵Spongia pertusa Esper中分离出9种新的倍半萜醌/对苯二酚（1-7、10和12）、3种溶剂产生的假象物（8、9和11）以及3种已知化合物，5-表-斯门海绵素（13）、斯门海绵素（14）和斯门海绵定（15）。通过光谱分析阐明了新化合物的平面结构。通过比较计算的和实验的ECD光谱确定了它们的绝对构型。在细胞毒性生物测定中，化合物13-15对人癌细胞系U937、HeLa和HepG2表现出活性，对U937细胞的细胞毒性最强，IC值分别为2.8、1.5和0.6 μM。此外，在表面等离子体共振测定中，化合物6显示出与CDK-2的亲和力，K值为4.8 μM。