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

被引:52
|
作者
Jiao, Wei-Hua [1 ]
Shi, Guo-Hua [1 ]
Xu, Ting-Ting [1 ]
Chen, Guo-Dong [2 ]
Gu, Bin-Bin [1 ]
Wang, Zhuo [1 ]
Peng, Shuang [1 ,3 ]
Wang, Shu-Ping [1 ]
Li, Jia [4 ]
Han, Bing-Nan [1 ]
Zhang, Wei [3 ]
Lin, Hou-Wen [1 ]
机构
[1] Shanghai Jiao Tong Univ, State Key Lab Oncogenes & Related Genes, Res Ctr Marine Drugs, Dept Pharm,Ren Ji Hosp,Sch Med, Shanghai 200127, Peoples R China
[2] Jinan Univ, Inst Tradit Chinese Med & Nat Prod, Guangzhou 510632, Guangdong, Peoples R China
[3] Flinders Univ S Australia, 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
来源
JOURNAL OF NATURAL PRODUCTS | 2016年 / 79卷 / 02期
基金
国家高技术研究发展计划(863计划);
关键词
SESQUITERPENE QUINONES; NATURAL-PRODUCTS; CIRCULAR-DICHROISM; AVARA; AMINOQUINONES; FRAGILIS; GROWTH; CANCER; CELLS;
D O I
10.1021/acs.jnatprod.5b01079
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
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-kappa B inhibitory and cytotoxic activity evaluation disclosed that dysiherbol A (1) showed potent activity with respective IC50 values of 0.49 and 0.58 mu M, 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.
引用
收藏
页码:406 / 411
页数:6
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