4.7 Article

Flavimycins A and B, Dimeric 1,3-Dihydroisobenzofurans with Peptide Deformylase Inhibitory Activity from Aspergillus flavipes

Journal

JOURNAL OF NATURAL PRODUCTS
Volume 75, Issue 2, Pages 271-274

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/np200720v

Keywords

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Funding

  1. 21C Frontier Microbial Genomics and Application Center Program [11-2008-16-002-00]
  2. Intelligent Synthetic Biology Center of Global Frontier Project [2011-0031944]
  3. Ministry of Education, Science and Technology, Republic of Korea
  4. National Research Foundation of Korea [11-2008-16-002-00] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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Flavimycins A (1) and B (2), novel dimeric 1,3-dihydroisobenzofurans, were isolated as inhibitors of peptide deformylase from cultures of Aspergillus flavipes. Their chemical structures were established by NMR and MS data analysis. Compounds 1 and 2 exist as epimeric mixtures at C-1 through fast hemiacetal aldehyde tautomerism. Compounds 1 and 2 inhibited Staphylococcus aureus peptide deformylase with IC50 values of 35.8 and 100.1 mu M, respectively. Consistent with their PDF inhibition, 1 showed two times stronger antibacterial activity than 2 on S. aureus including MRSA, with MIC values of 32-64 mu g/mL.

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