<p>Two new benzo[5,6]cyclohepta[1,2-b]pyrroles, 7,9-dimethoxy-3,5-dimethylbenzo[5,6]cyclohepta[1,2-b] pyrrole (<b>1</b>) and 9-methoxy-3,5-dimethylbenzo[5,6]cyclohepta[1,2-b]pyrrol-7-ol (<b>2</b>), together with five known pyrrolo alkaloids (<b>3–7</b>) were isolated from the stem bark of <i>Nicotiana tabacum</i> (Da-Hei, a variety of sun-cured tobacco from Huize, Yunnan Province). Their structures were determined by spectroscopic methods, including extensive 1D and 2D NMR techniques. Compounds <b>1</b> and <b>2</b> were evaluated for antibacterial activities against Pseudomonas syringae (the main pathogenic source of angular spot disease in tobacco). Compounds <b>1</b> and <b>2</b> exhibited inhibitory activity with MIC<sub>50</sub> values 5.8 and 4.9 μg/mL, respectively. These rates are lower than those of the positive control (agricultural streptomycin, with MIC<sub>50</sub> of 2.0 μg/mL).</p>

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Two New Benzo[5,6]Cyclohepta[1,2-b]Pyrroles from the Stem Bark of Sun-cured Tobacco

  • Song-Yi Ji,
  • Jing Liu,
  • Gao-Feng Dong,
  • Pei-Pei Yin,
  • Lei Wang,
  • Jing Li,
  • Jin Wang,
  • Jian-Duo Zhang,
  • Guang-Yu Yang,
  • Qiu-Fen Hu,
  • Wen-Bo Zhao,
  • Rong Zhang

摘要

Two new benzo[5,6]cyclohepta[1,2-b]pyrroles, 7,9-dimethoxy-3,5-dimethylbenzo[5,6]cyclohepta[1,2-b] pyrrole (1) and 9-methoxy-3,5-dimethylbenzo[5,6]cyclohepta[1,2-b]pyrrol-7-ol (2), together with five known pyrrolo alkaloids (3–7) were isolated from the stem bark of Nicotiana tabacum (Da-Hei, a variety of sun-cured tobacco from Huize, Yunnan Province). Their structures were determined by spectroscopic methods, including extensive 1D and 2D NMR techniques. Compounds 1 and 2 were evaluated for antibacterial activities against Pseudomonas syringae (the main pathogenic source of angular spot disease in tobacco). Compounds 1 and 2 exhibited inhibitory activity with MIC50 values 5.8 and 4.9 μg/mL, respectively. These rates are lower than those of the positive control (agricultural streptomycin, with MIC50 of 2.0 μg/mL).