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<p>Heterologous expression of a tRNA-dependent cyclodipeptide synthase (CDPS)-containing biosynthetic gene cluster from the endophytic <i>Kitasatospora</i> sp. CPCC204717 resulted in the discovery of two novel diastereoisomeric 3-hydroxy-2-oxindole diketopiperazine alkaloids (<b>1</b>–<b>2</b>) along with three known congeners <i>cyclo</i>-<span>l</span>-tryptophan-<span>l</span>-tryptophan (<b>3</b>), guanitrypmycin C3-2 (<b>4</b>), and guanitrypmycin C3-1 (<b>5</b>). Their structures were elucidated by extensive spectroscopic analyses combined with ECD calculations. Compound <b>2</b> exhibited antibacterial activities against <i>Staphylococcus aureusa</i> while <b>1</b>–<b>5</b> displayed binding affinities and inhibitory effects against CYP121.</p>

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Discovery of diketopiperazine alkaloids from an endophytic Kitasatospora sp. by heterologous expression

  • 期刊论文

  • 发表日期：

    2026年3月13日

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  • Guiyang Wang,
  • Yuanjuan Wei,
  • Yan Li,
  • Maoluo Gan

摘要

Heterologous expression of a tRNA-dependent cyclodipeptide synthase (CDPS)-containing biosynthetic gene cluster from the endophytic Kitasatospora sp. CPCC204717 resulted in the discovery of two novel diastereoisomeric 3-hydroxy-2-oxindole diketopiperazine alkaloids (1–2) along with three known congeners cyclo-l-tryptophan-l-tryptophan (3), guanitrypmycin C3-2 (4), and guanitrypmycin C3-1 (5). Their structures were elucidated by extensive spectroscopic analyses combined with ECD calculations. Compound 2 exhibited antibacterial activities against Staphylococcus aureusa while 1–5 displayed binding affinities and inhibitory effects against CYP121.