Structural diversity and biological activities of phloroglucinol derivatives from Hypericum species

Phytochemistry. 2018 Nov:155:203-232. doi: 10.1016/j.phytochem.2018.08.002. Epub 2018 Aug 25.

Abstract

Plants of the genus Hypericum (Hypericaceae) are used in folk medicine all over the world, H. perforatum being the most well-known species. Standardized extracts of this plant are commercially-available to treat mild to moderate depression cases. The present review summarizes the literature published up to 2016 concerning the phloroglucinol derivatives isolated from Hypericum species, together with their structural features and biological activities. These phytochemical studies led to the isolation of 101 prenylated phloroglucinols, chromanes and chromenes, 35 dimeric acylphloroglucinols, 235 polycyclic polyprenylated acylphloroglucinols, 25 simple benzophenones and 33 phloroglucinol-terpene adducts. These compounds show a diverse range of biological activities, such as antimicrobial, cytotoxic, antinociceptive and antidepressant-like effects.

Keywords: Chromanes and chromenes; Dimeric acylphloroglucinols; Hypericaceae; Hypericum; Phloroglucinol derivatives; Polycyclic polyprenylated acylphloroglucinols; Prenylated phloroglucinols.

Publication types

  • Review

MeSH terms

  • Analgesics / chemistry
  • Analgesics / isolation & purification
  • Analgesics / pharmacology*
  • Animals
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology*
  • Antidepressive Agents / chemistry
  • Antidepressive Agents / isolation & purification
  • Antidepressive Agents / pharmacology*
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Humans
  • Hypericum / chemistry*
  • Phloroglucinol / analogs & derivatives
  • Phloroglucinol / chemistry
  • Phloroglucinol / pharmacology*

Substances

  • Analgesics
  • Anti-Bacterial Agents
  • Antidepressive Agents
  • Antineoplastic Agents, Phytogenic
  • Phloroglucinol