Guajavadimer A, a Dimeric Caryophyllene-Derived Meroterpenoid with a New Carbon Skeleton from the Leaves of Psidium guajava

• DOI: 10.1021/acs.orglett.5b03117
• Publication Date: 2015-12-28T19:07:39Z
• Authors: Chuang-Jun Li; Jie Ma; Hua Sun; Dan Zhang; Dong-Ming Zhang
• Keywords: Polycyclic Sesquiterpenes; Psidium; Molecular Structure; Molecular Conformation; Hep G2 Cells; Crystallography, X-Ray; 01 natural sciences; 0104 chemical sciences; Plant Leaves; Liver; Humans; Nuclear Magnetic Resonance, Biomolecular; Sesquiterpenes; Acetaminophen

Guajavadimer A (1), a dimeric sesquiterpene-based meroterpenoid which possessed an unprecedented two caryophyllenes, a benzylphlorogulcinol, and a flavonone-fused complicated stereochemical skeleton, was isolated from the leaves of Psidium guajava L. Its structure and absolute configuration were elucidated on the basis of spectroscopic data and X-ray crystallography. Guajavadimer A (1) showed moderate hepatoprotective activity against N-acetyl-p-aminophenol (APAP)-induced toxicity in HepG2 cells.