Scholarlink

<p>Leptomonines A and B, two novel rare benzyltetrahydroisoquinoline <i>N</i>-oxides, were isolated from the aerial parts of <i>Leptopyrum fumarioides</i> (L.) Reichenb. collected in Tuv province, Mongolia. Their chemical structures, absolute configurations, and conformations were established by 2D-NMR and CD spectral analyses. Leptomonine A (<b>1</b>) can suppress TNF<i>-α</i> production and COX-2 expression in LPS-stimulated RAW 267.4 cells. This compound at a concentration of 100&#xa0;µM significantly reduced the TNF-α and COX-2 levels by 36.43% and 47.10%, respectively, compared with the negative control. Moreover, leptomonine B (<b>2</b>) remarkably lowers COX-2 levels at the highest concentration. The docking simulations were conducted with the COX-2 enzyme and revealed the binding ability of leptomonine A (<b>1</b>) and leptomonine B (<b>2</b>) with binding energies of − 9.03 and − 8.96&#xa0;kcal/mol, respectively. The interactions of these alkaloids with the targets were mainly with the hydrophobic and hydrophilic sites, which are quite similar to rofecoxib. Phytochemical investigation revealed the diversity and novelty of the natural isoquinoline alkaloids in <i>Leptopyrum fumarioides</i>. Two new benzyltetrahydroisoquinoline <i>N</i>-oxides were identified as the bioactive constituents of <i>Leptopyrum fumarioides</i> by assessing its anti-inflammatory effects. The findings provide scientific justification to support the traditional application of <i>Leptopyrum fumarioides</i> for treating liver diseases associated with inflammation.</p> Graphical Abstract <p></p>

错误：搜索内容不能为空，请输入英文关键词
错误：关键词超出字数限制，请精简
高级检索

Leptomonines A and B, two novel rare benzyltetrahydroisoquinoline N-oxides from the aerial parts of Leptopyrum fumarioides as potential COX-2 inhibitors: in vitro and in silico studies

  • 期刊论文

  • 发表日期：

    2025年3月7日

查看全文
  • Tserendorj Solongo,
  • Tran Thu Huong,
  • Erdenetsogt Purevdorj,
  • Amgalan Solongo,
  • Battsagaan Bayasgalan,
  • Vu Thanh Loc,
  • Nguyen Xuan Ha,
  • Vu Thi Ha,
  • Nguyen Phi Hung,
  • Do Thi Thao,
  • Nguyen Thi Nga,
  • Hai Pham- The,
  • Pauline Stark,
  • Nguyen Manh Cuong

摘要

Leptomonines A and B, two novel rare benzyltetrahydroisoquinoline N-oxides, were isolated from the aerial parts of Leptopyrum fumarioides (L.) Reichenb. collected in Tuv province, Mongolia. Their chemical structures, absolute configurations, and conformations were established by 2D-NMR and CD spectral analyses. Leptomonine A (1) can suppress TNF-α production and COX-2 expression in LPS-stimulated RAW 267.4 cells. This compound at a concentration of 100 µM significantly reduced the TNF-α and COX-2 levels by 36.43% and 47.10%, respectively, compared with the negative control. Moreover, leptomonine B (2) remarkably lowers COX-2 levels at the highest concentration. The docking simulations were conducted with the COX-2 enzyme and revealed the binding ability of leptomonine A (1) and leptomonine B (2) with binding energies of − 9.03 and − 8.96 kcal/mol, respectively. The interactions of these alkaloids with the targets were mainly with the hydrophobic and hydrophilic sites, which are quite similar to rofecoxib. Phytochemical investigation revealed the diversity and novelty of the natural isoquinoline alkaloids in Leptopyrum fumarioides. Two new benzyltetrahydroisoquinoline N-oxides were identified as the bioactive constituents of Leptopyrum fumarioides by assessing its anti-inflammatory effects. The findings provide scientific justification to support the traditional application of Leptopyrum fumarioides for treating liver diseases associated with inflammation.

Graphical Abstract