Oxygenated Cembrane Diterpenes from the South China Sea Soft Coral Sinularia tumulosa

被引:3
作者
Zhu, Sheng-Hui [1 ,2 ,3 ]
Yu, Dan-Dan [5 ]
Su, Ming-Zhi [5 ]
Luo, Hui [7 ]
Yao, Li-Gong [3 ]
Gu, Feifei [8 ]
Liang, Lin-Fu [4 ]
Wang, Hong [1 ,2 ]
Guo, Yue-Wei [1 ,2 ,3 ,5 ,6 ]
机构
[1] Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gre, Hangzhou 310014, Peoples R China
[2] Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Peoples R China
[3] 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
[4] Cent South Univ Forestry & Technol, Coll Mat Sci & Engn, 498 South Shaoshan Rd, Changsha 410004, Peoples R China
[5] Bohai Rim Adv Res Inst Drug Discovery, Shandong Lab Yantai Drug Discovery, Yantai 264117, Peoples R China
[6] Pilot Natl Lab Marine Sci & Technol Qingdao, Open Studio Druggabil Res Marine Nat Prod, 1 Wenhai Rd, Qingdao 266237, Peoples R China
[7] Guangdong Med Univ, Marine Biomed Res Inst, Key Lab Zhanjiang Res & Dev Marine Microbial Resou, Zhanjiang 524023, Peoples R China
[8] Shanghai Jiao Tong Univ, Ruijin Hosp, Dept Lab Med, Sch Med, Shanghai 200025, Peoples R China
基金
中国国家自然科学基金;
关键词
antibacterial activity; cembrane diterpene; Sinularia tumulosa; soft coral; structural elucidation; SECONDARY METABOLITES;
D O I
10.1002/cbdv.202300589
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
The chemical investigation of the rarely studied soft coral Sinularia tumulosa resulted in the discovery of five oxygenated cembrane diterpenes 1-5, including two new compounds situmulins A (1) and B (2). The structures of 1 and 2 were established through the extensive analyses of 1D and 2D NMR spectral data together with the comparisons with the known compounds. Furthermore, the absolute configuration of 1 was determined by the time-dependent density functional theory (TDDFT) ECD approach, while the relative configuration of 2 was assigned via the quantum mechanical-NMR (QM-NMR) calculations. It might be worth to point out it is the first time to disclose the presence of cembrane diterpenes in the title species. In the bioassays, compound 2 not only showed strong antibacterial activities against fish pathogenic bacteria Streptococcus parauberis FP KSP28 and Phoyobacterium damselae FP2244 with both minimum inhibitory concentration for 90 % (MIC90) values of 25 mu M, but also demonstrated substantial inhibitory efficacy against vancomycin-resistant Enterococcus faecium bacteria G1, G4, G7, G8 and G13 from several individuals, with MIC90 values of 25, 50, 100, 50 and 25 mu M, respectively.
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页数:5
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