Polycyclic polyprenylated acylphloroglucinols

Roxana Ciochina, Robert B. Grossman

Research output: Contribution to journalReview articlepeer-review

456 Scopus citations


The plant family Guttiferae comprises a large number of widely distributed species. The antidepressant activity of one such species Hypericum perforatum has generated interest in the metabolites from this family. Over 100 biologically active polycyclic polyprenylated acylphloroglucinols (PPAPs) in either or both enantiomeric forms have been isolated from Guttiferae plants in the past few decades. These compounds share highly oxygenated and densely substituted bicyclo[3.3.1]nonane-2,4,6-trione core adorned with prenyl or geranyl side chains. This review covers the structure and chemical synthesis of PPAPs. Topics discussed include the biological activity of PPAPs, biosynthesis of PPAPs and synthetic efforts toward PPAPs.

Original languageEnglish
Pages (from-to)3963-3986
Number of pages24
JournalChemical Reviews
Issue number9
StatePublished - Sep 2006

ASJC Scopus subject areas

  • General Chemistry


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