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<p>Two highly condensed resveratrol octamers, vateriaphenol A and a newly discovered analogue, vaticanol Q, were isolated from the stem of <i>Vatica albiramis</i>. Vaticanol Q represents the first naturally occurring resveratrol octamer bearing a rare <i>ortho</i>-quinone moiety, as unambiguously established through comprehensive spectroscopic analyses, including low-temperature NMR and circular dichroism. The absolute configuration of vaticanol Q was deduced based on biosynthetic considerations and chiroptical data, further supported by micro-electron diffraction and synchrotron X-ray crystallography of its biosynthetic precursor, (−)-hopeaphenol. Vateriaphenol A exhibited potent virucidal activities against feline calicivirus, influenza A virus, and mumps virus, highlighting the potential of highly condensed stilbenoids as promising antiviral leads.</p> Graphical abstract <p></p>

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Structural elucidation and virucidal properties of resveratrol octamers isolated from Vatica albiramis

  • 期刊论文

  • 发表日期：

    2025年12月23日

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  • Tetsuro Ito,
  • Masashi Fukaya,
  • Ryuichi Sawa,
  • Maki Hirabayashi,
  • Yoshihiro Yano,
  • Satoshi Yoshida,
  • Sota Sato,
  • Naruhiko Adachi,
  • Yusuke Yamada,
  • Yumiko Kubota,
  • Kyoko Hayashi,
  • Kaori Ryu,
  • Toshio Kawahara,
  • Munekazu Iinuma

摘要

Two highly condensed resveratrol octamers, vateriaphenol A and a newly discovered analogue, vaticanol Q, were isolated from the stem of Vatica albiramis. Vaticanol Q represents the first naturally occurring resveratrol octamer bearing a rare ortho-quinone moiety, as unambiguously established through comprehensive spectroscopic analyses, including low-temperature NMR and circular dichroism. The absolute configuration of vaticanol Q was deduced based on biosynthetic considerations and chiroptical data, further supported by micro-electron diffraction and synchrotron X-ray crystallography of its biosynthetic precursor, (−)-hopeaphenol. Vateriaphenol A exhibited potent virucidal activities against feline calicivirus, influenza A virus, and mumps virus, highlighting the potential of highly condensed stilbenoids as promising antiviral leads.

Graphical abstract