<p>Two new benzo[c]oxepins (<b>1</b> and <b>2</b>), together with three known analogues (<b>3–5</b>) were isolated from the cultures of the fungus <i>Xylaria polymorpha</i>. Their structures were determined by means of HR-ESI-MS and extensive 1D and 2D NMR spectroscopic studies. Compounds <b>1</b> and <b>2</b> were evaluated for their antibacterial activities against five nitrosobacteria strains (<i>Nitrosomonas communis</i><i>, </i><i>Nitrosomonas nitrosa</i><i>, </i><i>Nitrosospira multiformis</i><i>, </i><i>Nitrobacter winogradskyi,</i> and <i>Nitrospira inopinata</i>). Interestingly, compounds <b>1</b> and <b>2</b> exhibited notable antibacterial activity with bacteriostatic diameters within the range 14.8–21.8 mm against five nitrosobacteria strains, and some of the bacteriostatic diameters are greater than that of the positive control. Owing to the nitrosobacteria having the ability to convert nitrogen components into nitrite in tobacco, and then convert to tobacco-specific nitrosamines (TSNAs), compounds <b>1</b> and <b>2</b> have the potential to reduce TSNAs in tobacco by inhibiting nitrosobacteria during the fermentation process of tobacco leaves.</p>

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Two New Antibacterial Benzo[c]Oxepins from Cultures of the Fungus Xylaria polymorpha

  • Rong-Xin Yang,
  • Heng Yao,
  • Gao-Kun Zhao,
  • Guang-Hai Zhang,
  • Yu-Ping Wu,
  • Guang-Hui Kong,
  • Feng-Xian Yang

摘要

Two new benzo[c]oxepins (1 and 2), together with three known analogues (3–5) were isolated from the cultures of the fungus Xylaria polymorpha. Their structures were determined by means of HR-ESI-MS and extensive 1D and 2D NMR spectroscopic studies. Compounds 1 and 2 were evaluated for their antibacterial activities against five nitrosobacteria strains (Nitrosomonas communis, Nitrosomonas nitrosa, Nitrosospira multiformis, Nitrobacter winogradskyi, and Nitrospira inopinata). Interestingly, compounds 1 and 2 exhibited notable antibacterial activity with bacteriostatic diameters within the range 14.8–21.8 mm against five nitrosobacteria strains, and some of the bacteriostatic diameters are greater than that of the positive control. Owing to the nitrosobacteria having the ability to convert nitrogen components into nitrite in tobacco, and then convert to tobacco-specific nitrosamines (TSNAs), compounds 1 and 2 have the potential to reduce TSNAs in tobacco by inhibiting nitrosobacteria during the fermentation process of tobacco leaves.