Diketopiperazine alkaloids from a mangrove rhizosphere soil derived fungus Aspergillus effuses H1-1

被引：57

作者：

Gao, Huquan ^{[2
]}

Liu, Weizhong ^{[2
,3
]}

Zhu, Tianjiao ^{[2
]}

Mo, Xiaomei ^{[2
]}

Mandi, Attila ^{[1
]}

Kurtan, Tibor ^{[1
]}

Li, Jing ^{[2
]}

Ai, Jing ^{[4
]}

Gu, Qianqun ^{[2
]}

Li, Dehai ^{[2
]}

机构：

[1] Univ Debrecen, Dept Organ Chem, H-4010 Debrecen, Hungary

[2] Ocean Univ China, Sch Med & Pharm, Chinese Minist Educ, Key Lab Marine Drugs, Qingdao 266003, Peoples R China

[3] Binzhou Med Coll, Dept Chem, Yantai 264003, Peoples R China

[4] Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 47期

基金：

中国国家自然科学基金;

关键词：

AMSTELODAMI; METABOLITES; ROOTS; ASSAY;

D O I：

10.1039/c2ob26757h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Effusin A (1), a spirobicyclic N,O-acetal derivative with an unprecedented 3',3a',5',6'-tetrahydrospiro-[piperazine-2,2'-pyrano[2,3,4-de]chromene] ring system, and a spiro-polyketide-diketopiperazine hybrid dihydrocryptoechinulin D (2) were isolated from a mangrove rhizosphere soil derived fungus, Aspergillus effuses H1-1. Their structures were determined by detailed spectroscopic analysis. Effusin A (1) and dihydrocryptoechinulin D (2) occurred as racemates, the enantiomers of which were separated and characterized by online HPLC-ECD analysis and their absolute configurations were determined by the solution TDDFT ECD calculation approach. The cytotoxic effects of 1 and 2 were preliminarily evaluated and 2 showed potent activity on P388 cells with an IC50 value of 1.83 mu M. The target of racemic 2 was also investigated and the (12R,28S,31S)-2 enantiomer showed selectivity against topoisomerase I.

引用

页码：9501 / 9506

页数：6

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