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Unusual anti-inflammatory meroterpenoids from the marine sponge Dactylospongia sp.

文献类型: 外文期刊

作者: Li, Jing 1 ; Yang, Fan 2 ; Wang, Zhuo 2 ; Wu, Wei 2 ; Liu, Li 2 ; Wang, Shu-Ping 2 ; Zhao, Bin-Xin 1 ; Jiao, Wei-Hua 2 ; Xu, 1 ;

作者机构: 1.Jinan Univ, Coll Pharm, Guangzhou 510632, Guangdong, Peoples R China

2.Shanghai Jiao Tong Univ, Sch Med, Ren Ji Hosp,Dept Pharm, Res Ctr Marine Drugs,State Key Lab Oncogenes & Re, Shanghai 200127, Peoples R China

3.Shanghai Acad Agr Sci, Biotech Res Inst, Shanghai Key Lab Agr Genet & Breeding, Shanghai 201104, Peoples R China

期刊名称:ORGANIC & BIOMOLECULAR CHEMISTRY ( 影响因子:3.876; 五年影响因子:3.397 )

ISSN: 1477-0520

年卷期: 2018 年 16 卷 36 期

页码:

收录情况: SCI

摘要: Five new sesquiterpene hydroquinones, dactylospongins A-D (1-4) and 19-O-methylpelorol (10), as well as four new sesquiterpene quinones, melemeleones C-E (6-8) and dysidaminone N (9), were isolated from the marine sponge Dactylospongia sp. collected from the South China Sea, along with five known analogues, ent-melemeleone B (5), pelorol (11), 17-O-acetylavarol (12), 20-O-acetylavarol (13), and 20-O-acetylneoavarol (14). The structures were elucidated by spectroscopic data analyses and comparison with the published NMR data, while the absolute configurations of new structures were assigned by comparison between the experimental and calculated ECD spectra. Dactylospongins A (1) and B (2) are the first sesquiterpenoids with a benzothiazole ring from the marine environment. Anti-inflammatory evaluation showed that 1, 2, 4, 5, 9, and 10 showed potent inhibitory effects on the production of inflammatory cytokines (IL-6, IL-1, IL-8, and PEG(2)) in LPS-induced THP-1 cells with IC50 values of 5.1-9.2 M; however, none of them showed significant effects on the production of MCP-1 and TNF-. Additionally, 19-O-methylpelorol (10) exhibited cytotoxicity against lung cancer PC-9 cell lines with an IC50 value of 9.2 M.

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