Bioactive secondary metabolites from the marine-associated fungus Aspergillus terreus

被引:45
作者
Liu, Mengting [1 ]
Sun, Weiguang [1 ]
Wang, Jianping [1 ]
He, Yan [2 ]
Zhang, Jinwen [2 ]
Li, Fengli [1 ]
Qi, Changxing [1 ]
Zhu, Hucheng [1 ]
Xue, Yongbo [1 ]
Hu, Zhengxi [1 ]
Zhang, Yonghui [1 ]
机构
[1] Huazhong Univ Sci & Technol, Hubei Key Lab Nat Med Chem & Resource Evaluat, Sch Pharm, Tongji Med Coll, Wuhan 430030, Hubei, Peoples R China
[2] Huazhong Univ Sci & Technol, Tongji Hosp, Tongji Med Coll, Wuhan 430030, Hubei, Peoples R China
基金
中国国家自然科学基金; 中国博士后科学基金;
关键词
Marine-associated fungus; Aspergillus terreus; alpha-Glucosidase inhibition; Antibacterial; Anti-inflammatory; Molecular docking; BUTENOLIDE DERIVATIVES; FLAVIPES QCS12; A-D; VERSICOLOR; ANALOGS; RING;
D O I
10.1016/j.bioorg.2018.06.029
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
Three new compounds, including a prenylated tryptophan derivative, luteoride E (1), a butenolide derivative, versicolactone G (2), and a linear aliphatic alcohol, (3E,7E)-4,8-dimethyl-undecane-3,7-diene-1,11-diol (3), together with nine known compounds (4-12), were isolated and identified from a coral-associated fungus Aspergillus terreus. Their structures were elucidated by HRESIMS, one- and two-dimensional NMR analysis, and the absolute configuration of 2 was determined by comparison of its electronic circular dichroism (ECD) spectrum with the literature. Structurally, compound 1 featured an unusual (E)-oxime group, which occurred rarely in natural products. Compounds 1-3 were evaluated for the alpha-glucosidase inhibitory activity, and compound 2 showed potent inhibitory potency with IC50 value of 104.8 +/- 9.5 mu M, which was lower than the positive control acarbose (IC50 = 154.7 +/- 8.1 mu M). Additionally, all the isolated compounds were evaluated for the anti-inflammatory activity against NO production, and compounds 1-3, 5-7, and 10 showed significant inhibitory potency with IC50 values ranging from 5.48 to 29.34 mu M.
引用
收藏
页码:525 / 530
页数:6
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