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<p>Five new heterodimers, chalasoergodimers A–E (<b>1</b>–<b>5</b>), and three known heterodimers (<b>6</b>–<b>8</b>), along with four chaetoglobosin monomers (<b>9</b>–<b>12</b>), were isolated from a marine-derived <i>Chaetomium</i> sp. fungus. The structures of new compounds <b>1</b>–<b>5</b> were elucidated by HRESIMS, NMR, chemical calculated <sup>13</sup>C NMR and ECD methods. Among them, compound <b>1</b> was derived from C-2′ substitution of chaetoglobosin Fex (<b>9</b>) with ergosta-4,6,8(14),22-tetraen-3<i>β</i>-ol, representing a new dimerization mode among chaetoglobosin-ergosterol derivative hybrids. Compound <b>2</b> featured substitution at NH-1′ and constituted the first example of this dimeric type bearing an <i>R</i>-configuration at C-3′′. Compounds <b>3</b>–<b>5</b> were formed via a Diels–Alder cycloaddition between chaetoglobosins and 14-dehydroergosterol. Furthermore, it was revealed that compound <b>9</b>–<b>12</b> exhibited the significant cytotoxic activity against the human non-small cell lung cancer cell (A549), with compound <b>12</b> showing the most potent effect at an IC<sub>50</sub> of 5.14 μM.</p> Graphical Abstract <p></p>

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Chalasoergodimers A–E, heterodimers with multiple polymerization modes from a marine-derived Chaetomium sp. fungus

  • 期刊论文

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  • 发表日期：

    2025年9月11日

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  • Ze-Hong Lin,
  • Han-Wen Shan,
  • Li-Kun Yang,
  • Tian-Tian Sun,
  • Li-Ying He,
  • Hui-Fang Du,
  • Ya-Hui Zhang,
  • Shan Liu,
  • Xu Wang,
  • Du-Qiang Luo,
  • Fei Cao

摘要

Five new heterodimers, chalasoergodimers A–E (1–5), and three known heterodimers (6–8), along with four chaetoglobosin monomers (9–12), were isolated from a marine-derived Chaetomium sp. fungus. The structures of new compounds 1–5 were elucidated by HRESIMS, NMR, chemical calculated 13C NMR and ECD methods. Among them, compound 1 was derived from C-2′ substitution of chaetoglobosin Fex (9) with ergosta-4,6,8(14),22-tetraen-3β-ol, representing a new dimerization mode among chaetoglobosin-ergosterol derivative hybrids. Compound 2 featured substitution at NH-1′ and constituted the first example of this dimeric type bearing an R-configuration at C-3′′. Compounds 3–5 were formed via a Diels–Alder cycloaddition between chaetoglobosins and 14-dehydroergosterol. Furthermore, it was revealed that compound 9–12 exhibited the significant cytotoxic activity against the human non-small cell lung cancer cell (A549), with compound 12 showing the most potent effect at an IC50 of 5.14 μM.

Graphical Abstract