Bioactive kaurane diterpenoids from Annona glabra.
Phytochemical analysis of the fruits of Annona glabra yielded two new kaurane diterpenoids, annoglabasin A (methyl-16 beta-acetoxy-19-al-ent-kauran-17-oate)(1) and annoglabasin B (16 alpha-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-16 alpha-hydro-19-al-ent-kauran-17-oate (11) exhibited mild activity against HIV replication in H9 lymphocyte cells, and 16 alpha-17-dihydroxy-ent-kauran-19-oic acid (4) showed significant inhibition of HIV-reverse transcriptase.
Chang
F R
FR
Graduate Institute of Natural Products, Kaosiung Medical College, Taiwan, Republic of China.
Yang
P Y
PY
Lin
J Y
JY
Lee
K H
KH
Wu
Y C
YC
D019380:Anti-HIV Agents / Q000302:isolation & purification / Q000494:pharmacology; D002240:Carbohydrate Sequence; D004224:Diterpenes / Q000302:isolation & purification* / Q000494:pharmacology; D006678:HIV / Q000201:enzymology; D006801:Humans; D008214:Lymphocytes / Q000187:drug effects / Q000821:virology; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008969:Molecular Sequence Data; D010946:Plants, Medicinal / Q000737:chemistry*; D018894:Reverse Transcriptase Inhibitors / Q000302:isolation & purification / Q000494:pharmacology; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
D019380:Anti-HIV Agents; D004224:Diterpenes; D018894:Reverse Transcriptase Inhibitors