<p>Three new naphthomycin derivatives were isolated and identified from <i>Streptomyces</i> sp<i>.</i> HKIB0008, and were designated as naphthomycin R (<b>1</b>), naphthomycin S (<b>2</b>), and naphthomycin T (<b>3</b>). Their structures were elucidated using a combination of spectroscopic techniques, including high-resolution mass spectrometry, and NMR. The naphthoquinone core of <b>1</b> underwent carbon–carbon bond cleavage, resulting in a novel structural feature, and a corresponding Baeyer–Villiger oxidation mechanism was proposed. Compounds <b>2</b> and <b>3</b> possess a complex side chain when compared to known cystine modification on the naphthalenoid core as in the case of naphthomycins I and J. In addition, the minimum inhibitory concentration (MIC) assays for these compounds were conducted.</p> Graphical Abstract <p></p>

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Three naphthomycin type polyketide compounds isolated from strain Streptomyces sp. HKIB0008

  • Yuan Chen,
  • Fei Zhang,
  • Zi-Kang Zhao,
  • Lin-Fang Tang,
  • Yu-Xin Sun,
  • Mi-Mi Tian,
  • Xing-Tao Li,
  • Qian Zhao,
  • Xiao-Jiang Hao,
  • Mingming Cao,
  • Duozhi Chen

摘要

Three new naphthomycin derivatives were isolated and identified from Streptomyces sp. HKIB0008, and were designated as naphthomycin R (1), naphthomycin S (2), and naphthomycin T (3). Their structures were elucidated using a combination of spectroscopic techniques, including high-resolution mass spectrometry, and NMR. The naphthoquinone core of 1 underwent carbon–carbon bond cleavage, resulting in a novel structural feature, and a corresponding Baeyer–Villiger oxidation mechanism was proposed. Compounds 2 and 3 possess a complex side chain when compared to known cystine modification on the naphthalenoid core as in the case of naphthomycins I and J. In addition, the minimum inhibitory concentration (MIC) assays for these compounds were conducted.

Graphical Abstract