(-)- and (+)-Asperginulin A, a Pair of Indole Diketopiperazine Alkaloid Dimers with a 6/5/4/5/6 Pentacyclic Skeleton from the Mangrove Endophytic Fungus Aspergillus sp. SK-28

被引:45
作者
Cai, Runlin [1 ]
Jiang, Hongming [1 ]
Xiao, Zeen [1 ]
Cao, Wenhao [2 ]
Yang, Tao [2 ]
Liu, Zhaoming [1 ]
Lin, Shao'e [1 ]
Long, Yuhua [3 ]
She, Zhigang [1 ,4 ]
机构
[1] Sun Yat Sen Univ, Sch Chem, Guangzhou 510275, Guangdong, Peoples R China
[2] Chinese Acad Sci, South China Sea Inst Oceanol, CAS Key Lab Trop Marine Bioresources & Ecol, Guangzhou 510301, Guangdong, Peoples R China
[3] South China Normal Univ, Sch Chem, Guangzhou 510006, Guangdong, Peoples R China
[4] Southern Marine Sci & Engn Guangdong Lab, Zhuhai 519082, Peoples R China
基金
中国国家自然科学基金;
关键词
A-C; SESTERTERPENOIDS; SPONGE;
D O I
10.1021/acs.orglett.9b03796
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A pair of enantiomeric indole diketopiperazine alkaloid dimers [(-)- and (+)-asperginulin A (1a and 1b)] with an unprecedented 6/5/4/5/6 pentacyclic skeleton were isolated from the mangrove endophytic fungus Aspergillus sp. SK-28. The enantiomeric dimers were separated by chiral-phase HPLC. Their structures including absolute configurations were elucidated by spectroscopic analysis, X-ray diffraction, and quantum chemical calculation. (+)-Asperginulin A (1b) exhibited antifouling activity against the barnacle Balanus reticulatus.
引用
收藏
页码:9633 / 9636
页数:4
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