Five undescribed abietane-type diterpenes of Callicarpa macrophylla

Abstract

A phytochemical investigation of the medicinal plant Callicarpa macrophylla resulted in the characterization of two rare rearrangement abietane-type diterpenoids, macrophypene F-G (1–2), and three abietane diterpenoids, named macrophypene H-J (3–5). Additionally, five known diterpenoids (6–10) were identified. The structures of the newly discovered compounds were fully established through extensive analysis of HRESIMS, 1D and 2D NMR data. The absolute configurations of the isolated compounds were determined using CD comparison, chemical methods, and X-ray crystal diffraction experiments. Subsequently, all isolated diterpenoids were evaluated for their inhibitory effects on extracellular PCSK9 protein levels by PCSK9 AlphaLISA screening. Jiadfenoic acid B (6, 56.80% inhibition at 20 μM) and holophyllin F (10, 43.18% inhibition at 20 μM) significantly decreased PCSK9 protein levels in medium of HepG2 cells.