Structural diversity and biological activities of phloroglucinol derivatives from Hypericum species

• Published in: Phytochemistry (Oxford) Vol. 155; pp. 203 - 232
• Main Authors: Bridi, Henrique, Meirelles, Gabriela de Carvalho, von Poser, Gilsane Lino
• Format: Journal Article
• Language: English
• Published: England Elsevier Ltd 01.11.2018
• Subjects: Chromanes and chromenes; Dimeric acylphloroglucinols; Hypericaceae; Hypericum; Phloroglucinol derivatives; Polycyclic polyprenylated acylphloroglucinols; Prenylated phloroglucinols; Chromanes and chromenes; Phloroglucinol derivatives; Prenylated phloroglucinols; Hypericum; Hypericaceae; Dimeric acylphloroglucinols; Polycyclic polyprenylated acylphloroglucinols
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/j.phytochem.2018.08.002

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. [Display omitted] •Hypericum is a rich source of phloroglucinol derivatives.•Up to 2016, 429 phloroglucinols were discovered in Hypericum species.•These compounds belong to five main classes.