Ximaoglaucumins A-F, new cembranoids with anti-inflammatory activities from the South China Sea soft coral Sarcophyton glaucum

被引:13
|
作者
Shen, Shou-Mao [1 ,2 ]
Li, Wang-Sheng [2 ,3 ]
Ding, Xun [4 ,5 ]
Luo, Hui [3 ]
Zhang, Hai-Yan [4 ,5 ]
Guo, Yue-Wei [1 ,2 ]
机构
[1] Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing 210023, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 555 Zu Chong Zhi Rd,Zhangjiang Hitech Pk, Shanghai 201203, Peoples R China
[3] Guangdong Med Univ, Marine Biomed Res Inst, Guangdong Key Lab Res & Dev Nat Drugs, Zhanjiang 524023, Peoples R China
[4] Univ Chinese Acad Sci, 19A Yuquan Rd, Beijing 100049, Peoples R China
[5] Chinese Acad Sci, Shanghai Inst Mat Medial, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China
关键词
Soft coral; Sarcophyton glaucum; Cembranoids; Anti-inflammation; ANTI-TUMOR-PROMOTER; MARINE TERPENES; DITERPENOIDS; TROCHELIOPHORUM; BISCEMBRANOIDS; METABOLITES; CHEMISTRY; REVISION;
D O I
10.1016/j.bmc.2021.116139
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
Six new cembrane-type diterpenoids, namely ximaoglaucumins A-F (1?6), along with fifteen known related ones (7?10 and 14?24), have been isolated from the soft coral Sarcophyton glaucum collected off the Ximao Island in the South China Sea. Their structures, including absolute stereochemistry, were elucidated by extensive spectroscopic analysis, quantum mechanical nuclear magnetic resonance (QM-NMR) methods, X-ray diffraction analysis, chemical methods, as well as comparison with the reported data in the literature. Further, detailed analysis of spectroscopic data of 7 not only clarified the confusions regarding 7, 11 (sarcophytolol) and 12/13 (sarcotrocheliol) in the literature, but also led to revise the structure of 11, which was mis-assigned due to careless/erroneous interpretation of the 2D NMR spectra, and to correct the structures of 12/13, which were both wrongly depicted. In in vitro bioassay, compounds 8 and 20 exhibited potent inhibitory effects on lipopolysaccharide (LPS)-induced inflammatory responses in BV-2 microglial cells.
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页数:10
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