Discovery of nitrogenous sesquiterpene quinone derivatives from sponge Dysidea septosa with anti-inflammatory activity in vivo zebrafish model

被引:23
作者
Gui, Yu-Han [1 ,2 ]
Liu, Li [1 ]
Wu, Wei [1 ]
Zhang, Yun [3 ]
Jia, Zhi-Li [3 ]
Shi, Yong-Ping [3 ]
Kong, Hao-Tian [3 ]
Liu, Ke-Chun [3 ]
Jiao, Wei-Hua [1 ]
Lin, Hou-Wen [1 ]
机构
[1] Shanghai Jiao Tong Univ, Ren Ji Hosp, Res Ctr Marine Drugs, State Key Lab Oncogenes & Related Genes,Sch Med, Shanghai 200127, Peoples R China
[2] Shenyang Pharmaceut Univ, Sch Tradit Chinese Mat Med, Shenyang 110016, Liaoning, Peoples R China
[3] Qilu Univ Technol, Inst Biol, Jinan 250103, Shandong, Peoples R China
基金
中国国家自然科学基金;
关键词
Sesquiterpene quinone; Dysidea septosa; Anti-inflammatory; Zebrafish model; NF-KAPPA-B; A-C; MEROTERPENOIDS; HYDROQUINONE; AVAROL;
D O I
10.1016/j.bioorg.2019.103435
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Two unique nitrogenous sesquiterpene quinone meroterpenoids, dysidinoid B (1) and dysicigyhone A (2), together with eight known analogues (3-10) were isolated and characterized from the marine sponge Dysidea septosa. Their structures with absolute configurations were established by a combination of extensive spectroscopic, electron circular dichroism (ECD) and single-crystal X-ray diffraction data analysis. Structurally, dysicigyhone A (2) possessed a unique benzo[d]oxazolidine-2-one unit. Additionally, dysidinoid B (1) exhibited significant anti-inflammatory effect by inhibiting TNF-alpha and IL-6 generation with IC50 values of 9.15 mu M and 17.62 mu M, respectively. Further in vivo anti-inflammatory assay verified that the dysidinoid B (1) alleviated the CuSO4-induced robust acute inflammatory response in zebrafish model.
引用
收藏
页数:7
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