<p>A new pyrone derivative, spiropestalopyrone (<b>1</b>), along with four known analogs, pestalopyrones A–D (<b>2–5</b>), was isolated from the endophytic fungus <i>Pestalotiopsis</i> sp. HS5 (Sporocadaceae) inhabiting the leaves of <i>Isodon xerophilus</i> (C. Y. Wu &amp; H. W. Li) H. Hara (Lamiaceae). Structural elucidation of <b>1</b> through comprehensive spectroscopic analyses (1D and 2D NMR, HR-ESI-MS, IR) revealed a unique spiroketal-containing architecture. The absolute configuration was determined through analysis of ROESY spectrum, DFT-GIAO chemical shift calculations coupled with DP4+ probability analysis, and TDDFT ECD calculations. Notably, compound <b>1</b> exhibited moderate inhibitory activity against LPS-induced NO production in RAW264.7 macrophages (24.14% ± 0.90% inhibition at 50 μM).</p>

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Spiropestalopyrone, a Spiroketal-Containing Pyrone Derivative from the Endophytic Fungus Pestalotiopsis sp. HS5

  • Tian-Qing Zhu,
  • Xiao-Zheng Su,
  • Kun Hu,
  • Han-Dong Sun,
  • Hong-Ping He,
  • Pema-Tenzin Puno

摘要

A new pyrone derivative, spiropestalopyrone (1), along with four known analogs, pestalopyrones A–D (2–5), was isolated from the endophytic fungus Pestalotiopsis sp. HS5 (Sporocadaceae) inhabiting the leaves of Isodon xerophilus (C. Y. Wu & H. W. Li) H. Hara (Lamiaceae). Structural elucidation of 1 through comprehensive spectroscopic analyses (1D and 2D NMR, HR-ESI-MS, IR) revealed a unique spiroketal-containing architecture. The absolute configuration was determined through analysis of ROESY spectrum, DFT-GIAO chemical shift calculations coupled with DP4+ probability analysis, and TDDFT ECD calculations. Notably, compound 1 exhibited moderate inhibitory activity against LPS-induced NO production in RAW264.7 macrophages (24.14% ± 0.90% inhibition at 50 μM).