Aflaquinolones A-G: secondary metabolites from marine and fungicolous isolates of Aspergillus spp.

Aflaquinolones A-G: secondary metabolites from marine and fungicolous isolates of Aspergillus spp.
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DOI:
10.1021/np200958r
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发表时间:
2012-03-23
影响因子:
5.1
通讯作者:
Wicklow DT
Wicklow DT
中科院分区:
生物学2区
文献类型:
--
作者:
Neff SA;Lee SU;Asami Y;Ahn JS;Oh H;Baltrusaitis J;Gloer JB;Wicklow DT

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从两种真菌中分离得到七个含二氢喹啉-2-酮和萜类结构单元的新化合物(阿氟喹诺酮A-G; 1 - 7)。这些代谢物中的两种(1和2)从夏威夷曲霉属真菌分离株(黄足类; MYC-2048 = NRRL 58570)中获得,而其他代谢物从韩国收集的海洋曲霉分离株(SF-5044)中获得。这些化合物的结构主要通过NMR和MS数据分析确定。根据NOESY数据和1H NMR J-值,计算和实验ECD光谱的比较,以及2的Mosher酯衍生物的分析,分配相对和绝对构型。在夏威夷分离物的提取物中也发现了几种已知的化合物,包括丙氨色酮、Aspochalasins I和J、甲基-3,4,5-三甲氧基-2-((2-((3-吡啶基羰基)氨基)苯甲酰基)氨基)苯甲酸酯和反式-脱氢弯孢菌素。
Seven new compounds (aflaquinolones A – G; 1 – 7) containing dihydroquinolin-2-one and terpenoid units have been isolated from two different fungal sources. Two of these metabolites (1 and 2) were obtained from a Hawaiian fungicolous isolate of Aspergillus sp. (section Flavipedes; MYC-2048 = NRRL 58570), while the others were obtained from a marine Aspergillus isolate (SF-5044) collected in Korea. The structures of these compounds were determined mainly by analysis of NMR and MS data. Relative and absolute configurations were assigned on the basis of NOESY data and 1H NMR J-values, comparison of calculated and experimental ECD spectra, and analysis of a Mosher’s ester derivative of 2. Several known compounds, including alantrypinone, aspochalasins I and J, methyl-3,4,5-trimethoxy-2((2-((3-pyridinylcarbonyl)amino) benzoyl)amino) benzoate, and trans-dehydrocurvularin were also encountered in the extract of the Hawaiian isolate.
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