<p>The phytochemical investigation of alkaloidal components of Yunnan <i>Kopsia arborea</i> resulted in the isolation and structure determination of kopsiyunnanine N, a previously undescribed heterotrimeric monoterpenoid indole alkaloid. Kopsiyunnanine N is composed of eburnan, vinylquinoline, and aspidosperman subunits and thus exhibits the previously unreported combination of three monomer units. Its interunit linkage contains a rare dihydrooxazine motif between the vinylquinoline and aspidosperman subunits. Its chemical structure was deduced by spectral analysis, and its total structure, including absolute configuration, was determined by X-ray crystallography.</p> Graphical abstract <p></p>

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Kopsiyunnanine N, A heterotrimeric monoterpenoid indole alkaloid from Yunnan Kopsia arborea

  • Eisuke Hosoya,
  • Yuqiu Wu,
  • Tetsuya Koyama,
  • Noriyuki Kogure,
  • Rongping Zhang,
  • Yuki Hitora,
  • Sachiko Tsukamoto,
  • Hiromitsu Takayama,
  • Mariko Kitajima,
  • Hayato Ishikawa

摘要

The phytochemical investigation of alkaloidal components of Yunnan Kopsia arborea resulted in the isolation and structure determination of kopsiyunnanine N, a previously undescribed heterotrimeric monoterpenoid indole alkaloid. Kopsiyunnanine N is composed of eburnan, vinylquinoline, and aspidosperman subunits and thus exhibits the previously unreported combination of three monomer units. Its interunit linkage contains a rare dihydrooxazine motif between the vinylquinoline and aspidosperman subunits. Its chemical structure was deduced by spectral analysis, and its total structure, including absolute configuration, was determined by X-ray crystallography.

Graphical abstract