Institutional Repository of Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences
| Isolation and characterization of three pairs of indolediketopiperazine enantiomers containing infrequent N-methoxy substitution from the marine algal-derived endophytic fungus Acrostalagmus luteoalbus TK-43 | |
Cao, Jin1,2,3; Li, Xiao-Ming1,2; Meng, Ling-Hong1,2 ; Konuklugil, Belma4; Li, Xin1,2,5; Li, Hong-Lei1,2,5; Wang, Bin-Gui1,2,5
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| 2019-09-01 | |
| 发表期刊 | BIOORGANIC CHEMISTRY
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| ISSN | 0045-2068 |
| 卷号 | 90页码:7 |
| 通讯作者 | Wang, Bin-Gui(wangbg@ms.qdio.ac.cn) |
| 摘要 | Three pairs of new N-methoxy-containing indolediketopiperazine enantiomers, acrozines A-C (1-3), were isolated from the culture extract of Acrostalagmus luteoalbus TK-43, an endophytic fungus obtained from the marine green alga Codium fragile. The optical resolution of compounds 1-3 by chiral HPLC successfully afforded individual enantiomers (+)-1/(-)-1, (+)-2/(-)-2, and (+)-3/(-)-3, respectively. The structures of all these compounds were established on the basis of detailed interpretation of their NMR and mass spectroscopic data. X-ray crystallographic analysis confirmed the structures of compounds 1-3, while the absolute configurations were determined by TDDFT-ECD calculations. All these compounds containing a N-methoxy group which is uncommon in indolediketopiperazines. The enantiomers, (+)-2/(-)- 2, showed different antimicrobial activities against several plant-pathogenic fungi, while (+)-1 displayed better inhibitory activity against acetylcholinesterase than that of (-)-1. |
| 关键词 | Acrostalagmus luteoalbus N-methoxy Indolediketopiperazine enantiomers Anti-acetylcholinesterase activity Anti-microbial activity |
| DOI | 10.1016/j.bioorg.2019.103030 |
| 收录类别 | SCI |
| 语种 | 英语 |
| 资助项目 | National Natural Science Foundation of China (NSFC)[81673351] ; National Natural Science Foundation of China (NSFC)[31330009] ; European Commission under the program Marie Curie Actions-International Research Staff Exchange Scheme (IRSES)[PIRSES-GA-2011-295226] ; Taishan Scholar Project from Shandong Province of China ; National Natural Science Foundation of China (NSFC)[81673351] ; National Natural Science Foundation of China (NSFC)[31330009] ; European Commission under the program Marie Curie Actions-International Research Staff Exchange Scheme (IRSES)[PIRSES-GA-2011-295226] ; Taishan Scholar Project from Shandong Province of China |
| WOS研究方向 | Biochemistry & Molecular Biology ; Chemistry |
| WOS类目 | Biochemistry & Molecular Biology ; Chemistry, Organic |
| WOS记录号 | WOS:000479184600030 |
| 出版者 | ACADEMIC PRESS INC ELSEVIER SCIENCE |
| 引用统计 | |
| 文献类型 | 期刊论文 |
| 条目标识符 | http://ir.qdio.ac.cn/handle/337002/162403 |
| 专题 | 实验海洋生物学重点实验室 |
| 通讯作者 | Wang, Bin-Gui |
| 作者单位 | 1.Chinese Acad Sci, Inst Oceanol, Key Lab Expt Marine Biol, Nanhai Rd 7, Qingdao 266071, Shandong, Peoples R China 2.Qingdao Natl Lab Marine Sci & Technol, Lab Marine Biol & Biotechnol, Nanhai Rd 7, Qingdao 266071, Shandong, Peoples R China 3.Univ Chinese Acad Sci, Yuquan Rd 19A, Beijing 100049, Peoples R China 4.Ankara Univ, Fac Pharm, Dept Pharmacognosy, TR-06110 Ankara, Turkey 5.Chinese Acad Sci, Ctr Ocean Mega Sci, Nanhai Rd 7, Qingdao 266071, Shandong, Peoples R China |
| 第一作者单位 | 中国科学院海洋研究所 |
| 通讯作者单位 | 中国科学院海洋研究所 |
| 推荐引用方式 GB/T 7714 | Cao, Jin,Li, Xiao-Ming,Meng, Ling-Hong,et al. Isolation and characterization of three pairs of indolediketopiperazine enantiomers containing infrequent N-methoxy substitution from the marine algal-derived endophytic fungus Acrostalagmus luteoalbus TK-43[J]. BIOORGANIC CHEMISTRY,2019,90:7. |
| APA | Cao, Jin.,Li, Xiao-Ming.,Meng, Ling-Hong.,Konuklugil, Belma.,Li, Xin.,...&Wang, Bin-Gui.(2019).Isolation and characterization of three pairs of indolediketopiperazine enantiomers containing infrequent N-methoxy substitution from the marine algal-derived endophytic fungus Acrostalagmus luteoalbus TK-43.BIOORGANIC CHEMISTRY,90,7. |
| MLA | Cao, Jin,et al."Isolation and characterization of three pairs of indolediketopiperazine enantiomers containing infrequent N-methoxy substitution from the marine algal-derived endophytic fungus Acrostalagmus luteoalbus TK-43".BIOORGANIC CHEMISTRY 90(2019):7. |
| 条目包含的文件 | ||||||
| 文件名称/大小 | 文献类型 | 版本类型 | 开放类型 | 使用许可 | ||
| Cao-2019-Isolation-a（1532KB） | 期刊论文 | 出版稿 | 限制开放 | CC BY-NC-SA | 浏览 | |
| Isolation and charac（1531KB） | 期刊论文 | 出版稿 | 限制开放 | CC BY-NC-SA | 浏览 | |
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