New Acylphloroglucinol Derivatives with Diverse Architectures from Hypericum henryi

Hyphenrones A–F (1–6), six polycyclic polyprenylated acylphloroglucinol derivatives with four architectures including three unprecedented cores as exemplified by 1, 3, and 4, were isolated from Hypericum henryi. Compounds 3 and 4 possess two unique 5/8/5 and 6/6/5/8/5 fused ring systems, respectively. Their absolute configurations were defined by experimental and calculated ECD of 4 and X-ray diffractions of 5 and 6, coupled with their putative biosynthetic origins. Three compounds exhibited interesting AChE inhibitory activities.