Gephyromycin, the first bridged angucyclinone, from Streptomyces griseus strain NTK 14

被引:45
作者
Bringmann, G
Lang, G
Maksimenka, K
Hamm, A
Gulder, TAM
Dieter, A
Bull, AT
Stach, JEM
Kocher, N
Müller, WEG
Fiedler, HP
机构
[1] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
[2] Univ Tubingen, Inst Mikrobiol, D-72076 Tubingen, Germany
[3] Univ Kent, Res Sch Biosci, Canterbury CT2 7NJ, Kent, England
[4] Univ Newcastle, Inst Res Environm & Sustainabil, Newcastle Upon Tyne NE1 7RU, Tyne & Wear, England
[5] Univ Wurzburg, Inst Anorgan Chem, D-97074 Wurzburg, Germany
[6] Univ Mainz, Inst Physiol Chem, Abt Angew Mol Biol, D-55099 Mainz, Germany
关键词
Streptomyces; angucyclinones; natural products; secondary metabolites; glutaminergic activity; circular dichroism (CD); quantum chemical CD calculations; X-ray structure analysis;
D O I
10.1016/j.phytochem.2005.04.010
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The new, highly oxygenated angucyclinone gephyromycin was isolated from an extract of a Streptomyces griseus strain. Its unprecedented ether-bridged structure was elucidated by NMR methods and substantiated by single crystal X-ray analysis. The absolute configuration was evidenced by quantum chemical CD calculations. Gephyromycin exhibits glutaminergic activity towards neuronal cells. Furthermore, the known compounds fridamycin E and dehydrorabelomycin were identified. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1366 / 1373
页数:8
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