Bioactive Kaurane Diterpenoids from Annona glabra

Phytochemical analysis of the fruits of Annona glabra yielded two new kaurane diterpenoids, annoglabasin A (methyl-16β-acetoxy-19-al-ent-kauran-17-oate)(1) and annoglabasin B (16α-hydro-19-acetoxy-ent-kauran-17-oic acid)(2), along with 11 known kaurane derivatives (3−13). The structures of the new compounds were established by spectral and chemical evidence. Among these, methyl-16α-hydro-19-al-ent-kauran-17-oate (11) exhibited mild activity against HIV replication in H9 lymphocyte cells, and 16α-17-dihydroxy-ent-kauran-19-oic acid (4) showed significant inhibition of HIV-reverse transcriptase.