Ophiobolin-Type Sesterterpenoids from the Mangrove Endophytic Fungus Aspergillus sp. ZJ-68

被引:44
作者
Cai, Runlin [1 ]
Jiang, Hongming [1 ]
Mo, Yaling [1 ]
Guo, Huixian [2 ]
Li, Chunyuan [3 ]
Long, Yuhua [2 ]
Zang, Zhenming [1 ]
She, Zhigang [1 ,4 ]
机构
[1] Sun Yat Sen Univ, Sch Chem, Guangzhou 510275, Guangdong, Peoples R China
[2] South China Normal Univ, Sch Chem & Environm, Guangzhou 510006, Guangdong, Peoples R China
[3] South China Agr Univ, Coll Mat & Energy, Guangzhou 510642, Guangdong, Peoples R China
[4] South China Sea Bioresource Exploitat & Utilizat, Guangzhou 510006, Guangdong, Peoples R China
来源
JOURNAL OF NATURAL PRODUCTS | 2019年 / 82卷 / 08期
基金
中国国家自然科学基金;
关键词
CYTOTOXIC SESTERTERPENES; METABOLITES; INHIBITORS; DERIVATIVES; COMPLEXES;
D O I
10.1021/acs.jnatprod.9b00462
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Eleven new ophiobolin-type sesterterpenoids, asperophiobolins A-K (1-11), along with 12 known analogues (12-23) were isolated from the cultures of the mangrove endophytic fungus Aspergillus sp. ZJ-68. The structures of the new compounds were elucidated through spectroscopic analyses, and their absolute configurations were assigned by a combination of Mo-2(AcO)(4)-induced electronic circular dichroism spectra and quantum chemical calculations. Asperophiobolins A-D (1-4) represent the first examples possessing a five-membered lactam unit between C-5 and C-21 in ophiobolin derivatives. In the bioactivity assays, compounds 8-10 and 14-17 exhibited inhibitory effects on lipopolysaccharide-induced nitric oxide production in RAW 264.7 macrophage cells with IC50 values ranging from 9.6 to 25 mu M, and compound 8 was found to show comparable inhibition of Mycobacterium tuberculosis protein tyrosine phosphatase B with an IC50 value of 19 mu M.
引用
收藏
页码:2268 / 2278
页数:11
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