Assignment of Absolute Configurations of Two Promising Anti-Helicobacter pylori Agents from the Marine Sponge-Derived Fungus Aspergillus niger L14 |
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Authors: | Jia Liu Ronglu Yu Jia Jia Wen Gu Huawei Zhang |
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Institution: | 1.School of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, China; (J.L.); (R.Y.);2.Jiangsu Key Laboratory of Pathogen Biology, Department of Pathogen Biology, Nanjing Medical University, Nanjing 211166, China;3.College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China; |
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Abstract: | A chemical investigation into endozoic fungus Aspergillus niger L14 derived from the marine sponge of Reniera japonica collected off Xinghai Bay (China) resulted in the isolation of two dimeric naphtho-γ-pyrones, fonsecinone A (1) and isoaurasperone A (2). Through a combination of ECD spectra and X-ray diffraction analysis, the chiral axes of compounds 1 and 2 were unambiguously determined as Rα-configurations. Bioassay results indicated that these substances exhibited remarkably inhibitory effects on human pathogens Helicobacter pylori G27 and 159 with MIC values of ≤4 μg/mL, which are similar to those of the positive control, ampicillin sodium. To the best of our knowledge, this is the first report on absolute configuration of 1 and crystallographic data of 2, as well as their potent anti-H. pylori activities. |
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Keywords: | Aspergillus niger endozoic fungus fonsecinone A aurasperone A anti Helicobacter pylori chiral axis |
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