Bioactive sesquiterpene quinols and quinones from the marine sponge Dysidea avara

被引:15
|
作者
Jiao, Wei-Hua [1 ]
Xu, Ting-Ting [1 ,2 ]
Gu, Bin-Bin [1 ]
Shi, Guo-Hua [1 ]
Zhu, Yan [1 ]
Yang, Fan [1 ]
Han, Bing-Nan [1 ]
Wang, Shu-Ping [1 ]
Li, Yu-Shan [2 ]
Zhang, Wei [3 ]
Li, Jia [4 ]
Lin, Hou-Wen [1 ]
机构
[1] Shanghai Jiao Tong Univ, Sch Med, State Key Lab Oncogenes & Related Genes, Key Lab Marine Drugs,Dept Pharm,Ren Ji Hosp, Shanghai 200127, Peoples R China
[2] Shenyang Pharmaceut Univ, Dept Pharmacognosy, Shenyang 110016, Peoples R China
[3] Flingers Univ, Ctr Marine Bioprod Dev, Adelaide, SA 5001, Australia
[4] Chinese Acad Sci, Shanghai Inst Mat Med, Natl Ctr Drug Screening, Shanghai 201203, Peoples R China
基金
国家高技术研究发展计划(863计划);
关键词
ANTIBACTERIAL ACTIVITY; HYDROQUINONE; INHIBITOR; CELLS;
D O I
10.1039/c5ra18876h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Four new sesquiterpene quinols, dysiquinols A-D (1-4), and four new sesquiterpene quinones, (5S, 8S, 9R, 10S)-18-ethoxyneoavarone (5), (5S, 8S, 9R, 10S)-19-ethoxyneoavarone (6), (5R, 8R, 9S, 10R)-18-ethoxyavarone (7), and (5R, 8R, 9S, 10R)-19-ethoxyavarone (8), together with a known compound, avarol (9), were isolated from the South China Sea marine sponge Dysidea avara. The planar structures of new compounds were elucidated by interpretation of HRESIMS and 2D NMR spectroscopic data, and their absolute configurations were determined by comparison between the calculated and experimental ECD spectra. The cytotoxicity of 1-9 against human myeloma cancer cell line NCI-H929 and their NF-kappa B inhibitory activity were evaluated. Among these metabolites, dysiquinol D (4) showed the most potent cytotoxic and NF-kB inhibitory activities with IC50 values of 2.8 and 0.81 mu M, respectively.
引用
收藏
页码:87730 / 87738
页数:9
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