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


ABSTRACT: 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 (1)H 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.

SUBMITTER: Neff SA 

PROVIDER: S-EPMC3311757 | biostudies-literature | 2012 Mar

REPOSITORIES: biostudies-literature

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

Neff Scott A SA   Lee Sang Un SU   Asami Yukihiro Y   Ahn Jong Seog JS   Oh Hyuncheol H   Baltrusaitis Jonas J   Gloer James B JB   Wicklow Donald T DT  

Journal of natural products 20120201 3


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 a  ...[more]

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