TY - JOUR
T1 - Bioactive sesquiterpene quinols and quinones from the marine sponge Dysidea avara
AU - Jiao, Wei-Hua
AU - Xu, Ting-Ting
AU - Gu, Bin-Bin
AU - Shi, Guo-Hua
AU - Zhu, Yan
AU - Yang, Fan
AU - Han, Bing-Nan
AU - Wang, Shu-Ping
AU - Li, Yu-Shan
AU - Zhang, Wei
AU - Li, Jia
AU - Lin, Hou-Wen
PY - 2015
Y1 - 2015
N2 - 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-κB inhibitory activity were evaluated. Among these metabolites, dysiquinol D (4) showed the most potent cytotoxic and NF-κB inhibitory activities with IC50 values of 2.8 and 0.81 μM, respectively.
AB - 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-κB inhibitory activity were evaluated. Among these metabolites, dysiquinol D (4) showed the most potent cytotoxic and NF-κB inhibitory activities with IC50 values of 2.8 and 0.81 μM, respectively.
UR - http://www.scopus.com/inward/record.url?scp=84945266223&partnerID=8YFLogxK
U2 - 10.1039/c5ra18876h
DO - 10.1039/c5ra18876h
M3 - Article
SN - 2046-2069
VL - 5
SP - 87730
EP - 87738
JO - RSC Advances
JF - RSC Advances
IS - 106
ER -