Discovery of Polycyclic Polyprenylated Acylphloroglucinols from Hypericum androsaemum as Dual-Mechanism Inhibitors of Mycobacterium tuberculosis GlmU Acetyltransferase.
(±)-Hypericandrone A (HCA, 1), an unprecedented pair of enantiomeric polycyclic polyprenylated acylphloroglucinols (PPAPs), and its biosynthetic congener hypericandrone B (HCB, 2) were isolated from the fruits of Hypericum androsaemum. Compound 1 features a unique 2-cyclopentane-bicyclo[3.3.0]octane scaffold, while 2 p...