Hypericin: chemical synthesis and biosynthesis

Chin J Nat Med. 2014 Feb;12(2):81-8. doi: 10.1016/S1875-5364(14)60014-5.

Abstract

Hypericin is one of the most important phenanthoperylene quinones extracted mainly from plants of the genus Hypericum belonging to the sections Euhypericum and Campylosporus of Keller's classification. Widespread attention to the antiviral and anti-tumor properties of hypericin has spurred investigations of the chemical synthesis and biosynthesis of this unique compound. However, the synthetic strategies are challenging for organic and biological chemists. In this review, specific significant advances in total synthesis, semi-synthesis, and biosynthesis in the past decades are summarized.

Keywords: Biosynthesis; Hypericin; Semi-synthesis; Total synthesis.

Publication types

  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Anthracenes
  • Antineoplastic Agents, Phytogenic
  • Antiviral Agents
  • Humans
  • Hypericum / chemistry*
  • Hypericum / metabolism*
  • Perylene / analogs & derivatives*
  • Perylene / chemical synthesis
  • Perylene / metabolism
  • Plant Extracts / biosynthesis*
  • Plant Extracts / chemical synthesis*

Substances

  • Anthracenes
  • Antineoplastic Agents, Phytogenic
  • Antiviral Agents
  • Plant Extracts
  • Perylene
  • hypericin