“…[16][17][18][19][20][21][22] As a result of our continuing project, two unprecedented PPAPs that simultaneously harbor spiro, bridged, and fused ring systems, namely, hyperispirones A (1) and B (2), were isolated from the aerial parts of H. beanii. Structurally, hyperispirone A (1) possesses a caged heptacyclo [18.3.1.0 1,20 .0 2,17 .0 3,15 .0 6,15 .0 8,13 ]tetracosane ring system composed of a dual-bridged spiro core (rings C-F) fused with a tetrahydronaphthalene (rings A and B) and a cyclopentane (ring G), which to the best of our knowledge is the first PPAP possessing a hepta-carbocyclic skeleton, whereas hyperispirone B (2) features an unparalleled 8-oxa-tetracyclo[7.4.2.0 1,9 ,0 3,7 ]cetane ring system. Compounds 1 and 2 represent the first cases of PPAPs acting as potential anti-angiogenesis agents.…”