Novel polycyclic polyprenylated acylphloroglucinols from Hypericum sampsonii

Four new polycyclic polyprenylated acylphloroglucinols with a tricyclo[4.3.1.15,7]undecane skeleton, hypersampsones N-Q (1-4), together with four know compounds (5-8), were isolated from the aerial parts of Hypericum sampsonii. Compound 1 bearing a rare 20, 25-epoxy group with the losing of C-21-23 in isopentenyl. An unusual 21, 24-epoxy group was found in the structure of 2. All structures were elucidated by extensive NMR spectroscopic methods. The absolute configurations of new compounds were determined by ECD calculation.

Graphical abstractDownload full-size image