Scholarlink

<p>Two novel resveratrol dimers, vaticanols O (<b>1</b>) and P (<b>2</b>), were isolated from the bark and stem wood of <i>Vatica albiramis</i> (Dipterocarpaceae), a genus rich in highly oligomerized stilbenoids. Along with seven known constituents, their structures were elucidated by comprehensive spectroscopic analyses, including 1D and 2D NMR, HR-ESI–MS, and ECD measurements. Compound <b>1</b> possesses a rare fused ring skeleton comprising a 1,2-dihydrobenzo[1, 2-<i>b</i>:4,3-<i>b</i>’] difuran unit, while <b>2</b> features a 6,10b-dihydro-1<i>H</i>-anthra[1, 9-<i>bc</i>] furan skeleton with an additional C<sub>1</sub> unit. Absolute configurations were assigned from NOESY correlations and electronic circular dichroism (ECD) data, supported by molecular modeling. Importantly, both dimers can be generated from ( −)-(<i>E</i>)-<i>ε</i>-viniferin under UV irradiation, as verified by LC-ESI-QTOF-MS, providing experimental support for plausible non-enzymatic biosynthetic pathways. These UV-induced transformations, monitored by LC-ESI-QTOF-MS, represent the first report of photo-triggered structural diversification of ( −)-(<i>E</i>)-<i>ε</i>-viniferin.</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

Two novel resveratrol dimers from Vatica albiramis: structural elucidation and UV-induced formation

  • 期刊论文

  • 发表日期：

    2025年9月25日

查看全文
  • Masashi Fukaya,
  • Kakeru Sugiyama,
  • Kaori Ryu,
  • Daiki Ito,
  • Munekazu Iinuma,
  • Tetsuro Ito

摘要

Two novel resveratrol dimers, vaticanols O (1) and P (2), were isolated from the bark and stem wood of Vatica albiramis (Dipterocarpaceae), a genus rich in highly oligomerized stilbenoids. Along with seven known constituents, their structures were elucidated by comprehensive spectroscopic analyses, including 1D and 2D NMR, HR-ESI–MS, and ECD measurements. Compound 1 possesses a rare fused ring skeleton comprising a 1,2-dihydrobenzo[1, 2-b:4,3-b’] difuran unit, while 2 features a 6,10b-dihydro-1H-anthra[1, 9-bc] furan skeleton with an additional C1 unit. Absolute configurations were assigned from NOESY correlations and electronic circular dichroism (ECD) data, supported by molecular modeling. Importantly, both dimers can be generated from ( −)-(E)-ε-viniferin under UV irradiation, as verified by LC-ESI-QTOF-MS, providing experimental support for plausible non-enzymatic biosynthetic pathways. These UV-induced transformations, monitored by LC-ESI-QTOF-MS, represent the first report of photo-triggered structural diversification of ( −)-(E)-ε-viniferin.

Graphical abstract