<p>Peniphenone E <b>(1)</b> and F <b>(2)</b>, two novel peniphenone derivatives with a unique benzannulated 6,6-spiroketal skeleton containing the clavatol units, were isolated through genome mining of a clavatol gene cluster from the ascidian-associated fungus <i>Diaporthe</i> sp. SYSU-MS4722. Their structures, including the absolute configurations, were determined by extensive spectroscopic methods (UV, IR, HRESIMS, 1D and 2D NMR data), ECD calculations and gauge-independent atomic orbital (GIAO) NMR calculations. Biological evaluation demonstrated that both compounds exhibit anti-fibrotic activities, with EC<sub>50</sub> values of 36.8 and 65.9 µmol/L for peniphenones E <b>(1)</b> and F <b>(2)</b>, respectively.</p>

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Two Novel Peniphenone Derivatives with Distinct Stereoconfigurations from Ascidian-Derived Fungus Diaporthe sp. SYSU-MS4722 and Their Anti-Fibrotic Activities

  • Shuya Ren,
  • Yanhong Han,
  • Yan Yan,
  • Yuran Zhou,
  • Siwen Yuan,
  • Junjie Chen,
  • Heng Guo,
  • Zhenjian Lin,
  • Qifeng Lin,
  • Senhua Chen,
  • Lan Liu,
  • Yongkang Qiao,
  • Zhizeng Gao

摘要

Peniphenone E (1) and F (2), two novel peniphenone derivatives with a unique benzannulated 6,6-spiroketal skeleton containing the clavatol units, were isolated through genome mining of a clavatol gene cluster from the ascidian-associated fungus Diaporthe sp. SYSU-MS4722. Their structures, including the absolute configurations, were determined by extensive spectroscopic methods (UV, IR, HRESIMS, 1D and 2D NMR data), ECD calculations and gauge-independent atomic orbital (GIAO) NMR calculations. Biological evaluation demonstrated that both compounds exhibit anti-fibrotic activities, with EC50 values of 36.8 and 65.9 µmol/L for peniphenones E (1) and F (2), respectively.