Absolute configuration and antibiotic activity of neosartorin from the endophytic fungus Aspergillus fumigatiaffinis

被引：37

作者：

Ola, Antonius R. B. ^{[1
,4
]}

Debbab, Abdessamad ^{[1
]}

Aly, Arnal H. ^{[1
]}

Mandi, Attila ^{[3
]}

Zerfass, Ilka ^{[1
]}

Hamacher, Alexandra ^{[2
]}

Kassack, Matthias U. ^{[2
]}

Broetz-Oesterhelt, Heike ^{[1
]}

Kurtan, Tibor ^{[3
]}

Proksch, Peter ^{[1
]}

机构：

[1] Univ Dusseldorf, Inst Pharmaceut Biol & Biotechnol, D-40225 Dusseldorf, Germany

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

[3] Univ Dusseldorf, Inst Pharmaceut & Med Chem, D-40225 Dusseldorf, Germany

[4] Nusa Cendana Univ, Fac Sci & Engn, Dept Chem, Jalan Adisucipto Penfui 85001, Kupang, Indonesia

来源：

TETRAHEDRON LETTERS | 2014年 / 55卷 / 05期

基金：

新加坡国家研究基金会;

关键词：

Absolute configuration; Antibacterial activity; Aspergillus fumigatiaffinis; Neosartorin;

D O I：

10.1016/j.tetlet.2013.12.070

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Neosartorin (1) was isolated from the endophytic fungus Aspergillus fumigatiaffinis. The absolute configuration of 1, including both axial and central chirality elements, was established as (aR,5S,10R,5'S,6'S,10'R) for the first time on the basis of its electronic circular dichroism (ECD) spectra aided with TDDFT-ECD calculations. Neosartorin (1) exhibited substantial antibacterial activity against a broad spectrum of Gram-positive bacterial species including staphylococci, streptococci, enterococci, and Bacillus subtilis with minimal inhibitory concentrations in the range of 4-32 mu g/mL. When the toxicity of 1 against eukaryotic cells was measured using a panel of different cancer cell lines such as HELA and BALB/3T3, the average IC50 values exceeded 32 mu g/mL. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：1020 / 1023

页数：4

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