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New cembrane-type diterpenoids from the South China Sea soft coral Sinularia crassa and their alpha-glucosidase inhibitory activity

文献类型：期刊论文

作者Wu, Meng-Jun1,2,3; Wang, Hong2,3; Jiang, Cheng-Shi4; Guo, Yue-Wei1,2,3
刊名BIOORGANIC CHEMISTRY
出版日期2020-11-01
卷号104页码:6
ISSN号0045-2068
关键词Sinularia crassa Cembranoid Modified Mosher's method ECD calculation alpha-Glucosidase inhibitor
DOI10.1016/j.bioorg.2020.104281
通讯作者Wang, Hong(hongw@zjut.edu.cn) ; Jiang, Cheng-Shi(bio_jiangcs@ujn.edu.cn) ; Guo, Yue-Wei(ywguo@simm.ac.cn)
英文摘要A detailed chemical research of the soft coral Sinularia crassa collected from the South China Sea yielded a series of cembrane-type diterpenoids, including four new cembranoids, namely sinulacrassins A - C (1, (+)-2, (+)-4) and ent-xishaflavalin G ((+)-3), along with five known analogs ((-)-3, 5-8). Their structures were elucidated by detailed spectroscopic analysis, chemical methods, and the comparison with those literature data. The absolute configuration of 1 was established by time-dependent density functional theory electronic circular dichroism (TDDFT/ECD) calculation, and the absolute configuration of (+)-2 was determined using the modified Mosher's method. The bioassay results revealed that (+)-2 and 5 were novel alpha-glucosidase inhibitors with IC50 values of 10.65 +/- 0.16 and 30.31 +/- 1.22 mu M, respectively. In addition, (+)-2 and 5 were nontoxic towards human normal hepatocyte (LO2) cells at 100 mu M. The present results highlighted the unusual coexistence of alpha and beta configurations of C-1 in cembranoids from soft coral in the Order Alcyonacea, and provided new chemotype for the development of alpha-glucosidase inhibitors used in anti-diabetes treatment.
WOS关键词ELECTRONIC CIRCULAR-DICHROISM ; ABSOLUTE-CONFIGURATION ; IDENTIFICATION
资助项目National Key Research and Development Program of China[2018YFC0310903] ; Natural Science Foundation of China[81991521] ; Natural Science Foundation of China[81520108028] ; Natural Science Foundation of China[21672230] ; Drug Innovation Major Project[2018ZX09711-001-001-009] ; SKLDR/SIMM Project[SIMM1903ZZ-04]
WOS研究方向Biochemistry & Molecular Biology ; Chemistry
语种英语
出版者ACADEMIC PRESS INC ELSEVIER SCIENCE
WOS记录号WOS:000592396400002
源URL[http://119.78.100.183/handle/2S10ELR8/296430]  
专题新药研究国家重点实验室
通讯作者Wang, Hong; Jiang, Cheng-Shi; Guo, Yue-Wei
作者单位1.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 555 Zu Chong Zhi Rd,Zhangjiang Hi Tech Pk, Shanghai 201203, Peoples R China
2.Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Hangzhou 310014, Peoples R China
3.Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Peoples R China
4.Jinan Univ, Sch Biol Sci & Technol, Jinan 250022, Peoples R China
推荐引用方式
GB/T 7714		 Wu, Meng-Jun,Wang, Hong,Jiang, Cheng-Shi,et al. New cembrane-type diterpenoids from the South China Sea soft coral Sinularia crassa and their alpha-glucosidase inhibitory activity[J]. BIOORGANIC CHEMISTRY,2020,104:6.
APA Wu, Meng-Jun,Wang, Hong,Jiang, Cheng-Shi,&Guo, Yue-Wei.(2020).New cembrane-type diterpenoids from the South China Sea soft coral Sinularia crassa and their alpha-glucosidase inhibitory activity.BIOORGANIC CHEMISTRY,104,6.
MLA Wu, Meng-Jun,et al."New cembrane-type diterpenoids from the South China Sea soft coral Sinularia crassa and their alpha-glucosidase inhibitory activity".BIOORGANIC CHEMISTRY 104(2020):6.

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来源：上海药物研究所

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