<p>New dearomatized isoprenylated acylphloroglucinols hyperprzewones A (<b>1</b>) and B (<b>2</b>) were isolated and characterized from the dried aerial parts of <i>Hypericum przewalskii</i>. The structures of these compounds were confirmed by extensive spectroscopic experiments. A facile synthetic route to <b>1</b> and <b>2</b> was developed via Friedel-Crafts acylation, alkylation, dearomatization, and oxidative [4 + 2] cyclization, giving a 17% overall yield. Moreover, the synthetic derivative <b>8</b> exhibited moderate inhibition on T-type calcium channels Ca<sub>v</sub>3.2.</p> Graphical Abstract <p></p>

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Isolation, total synthesis, and biological evaluation of dearomatized isoprenylated acylphloroglucinols from Hypericum przewalskii

  • Yong Li,
  • Fei-Fei Xiong,
  • Xiao-Yang Sun,
  • Xing-Ren Li,
  • Dao-Feng Chen,
  • Gang Xu,
  • Yin Nian,
  • Li-Dong Shao

摘要

New dearomatized isoprenylated acylphloroglucinols hyperprzewones A (1) and B (2) were isolated and characterized from the dried aerial parts of Hypericum przewalskii. The structures of these compounds were confirmed by extensive spectroscopic experiments. A facile synthetic route to 1 and 2 was developed via Friedel-Crafts acylation, alkylation, dearomatization, and oxidative [4 + 2] cyclization, giving a 17% overall yield. Moreover, the synthetic derivative 8 exhibited moderate inhibition on T-type calcium channels Cav3.2.

Graphical Abstract