<p>By continuously activating silent gene cluster of the marine-derived <i>Streptomyces</i> strain OUCMDZ-5511 under high salt stress, three new iodinated 9<i>H</i>-carbazole derivatives (<b>1</b>–<b>3</b>) and a novel oxazole-fused chlorinated 9<i>H</i>-carbazole derivative (<b>4</b>), along with five previously reported analogues (<b>5</b>–<b>9</b>), were obtained from the cultures grown with 7.5% potassium iodide (KI). The structures of these previously undocumented compounds were elucidated as 4-iodo-3-methoxy-9<i>H</i>-carbazole (<b>1</b>), 4-iodo-3-methoxy-9<i>H</i>-carbazole-6-ol (<b>2</b>), 4-iodo-3-methoxy-9<i>H</i>-carbazole-8-ol (<b>3</b>), and 10-chloro-9-methoxy-6<i>H</i>-oxazolo[5,4-<i>c</i>]carbazole (<b>4</b>), using MS and NMR spectroscopic techniques. Notably, compound <b>3</b> demonstrated a more potent anti-inflammatory effect than the positive control in a CuSO<sub>4</sub>-induced inflammation zebrafish model, likely by modulating the Myd88/NF-κB signaling pathway to exert its anti-inflammatory activity.</p>

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9H-carbazole derivatives from a Streptomyces species under potassium iodide stress and their anti-inflammatory properties

  • Pengcheng Yan,
  • Yunlong Liu,
  • Jibin Liu,
  • Linmeng Chen,
  • Ning Li,
  • Weiming Zhu

摘要

By continuously activating silent gene cluster of the marine-derived Streptomyces strain OUCMDZ-5511 under high salt stress, three new iodinated 9H-carbazole derivatives (13) and a novel oxazole-fused chlorinated 9H-carbazole derivative (4), along with five previously reported analogues (59), were obtained from the cultures grown with 7.5% potassium iodide (KI). The structures of these previously undocumented compounds were elucidated as 4-iodo-3-methoxy-9H-carbazole (1), 4-iodo-3-methoxy-9H-carbazole-6-ol (2), 4-iodo-3-methoxy-9H-carbazole-8-ol (3), and 10-chloro-9-methoxy-6H-oxazolo[5,4-c]carbazole (4), using MS and NMR spectroscopic techniques. Notably, compound 3 demonstrated a more potent anti-inflammatory effect than the positive control in a CuSO4-induced inflammation zebrafish model, likely by modulating the Myd88/NF-κB signaling pathway to exert its anti-inflammatory activity.