Structure and biosynthesis of chaetocyclinones, new polyketides produced by an endosymbiotic fungus

Structure and biosynthesis of chaetocyclinones, new polyketides produced by an endosymbiotic fungus
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DOI:
10.1002/ejoc.200601020
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发表时间:
2007-05-01
影响因子:
2.8
通讯作者:
Zeeck, Axel
Zeeck, Axel
中科院分区:
化学3区
文献类型:
--
作者:
Loesgen, Sandra;Schloerke, Oliver;Zeeck, Axel

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从海藻中分离的毛藻(Chaetomium sp.)菌株Go 100/2培养产生了3种新的真菌聚酮代谢产物chaetocyclinone A ~ C。通过详细的光谱分析确定了新化合物的结构。此外,对chaetocyclinone C(5)进行x射线分析。Chaetocyclinone A(1)对选定的植物病原真菌具有抑制活性。通过投喂c -13标记乙酸研究了1和5的生物合成。结果表明,分离的代谢物可能是聚酮途径。在chaetocyclinone C(5)的情况下,我们假设两个高活性的七肽中间体的不寻常的缩合。(C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)。
Three new fungal polyketide metabolites, chaetocyclinone A to C, were produced by cultures of Chaetomium sp. (strain Go 100/2), which was isolated from marine algae. The structures of the novel compounds were established by detailed spectroscopic analysis. Additionally, an X-ray analysis of chaetocyclinone C (5) was performed. Chaetocyclinone A (1) exhibits inhibitory activity against selected phytopathogenic fungi. The biosynthesis of 1 and 5 was studied by feeding C-13-labelled acetate. The results suggest the polyketide pathway for the isolated metabolites. In the case of chaetocyclinone C (5), we assume an unusual condensation of two highly reactive heptaketide intermediates. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).