Bioactive annonaceous acetogenins from the bark of Xylopia aromatica.
Bioactive Annonaceous acetogenins have been isolated from the EtOH extract of the bark of Xylopia aromatica by bioactivity-directed fractionation using lethality to brine shrimp. These acetogenins include xylopianin [1 , xylopiacin [2], and xylomaticin [3], which are three new mono-tetrahydrofuran ring type acetogenins, in addition to the known compounds, annomontacin, gigantetronenin, gigantetrocin A, and annonacin. Compounds 1 and 2 are unusual in having hydroxylation at C-8; 3 has the same functionalities as annonacin but with 37 carbons instead of 35 carbons. The structures were elucidated by spectral analysis of the parent compounds and/or simple chemical derivatives. These acetogenins showed cytotoxicities, comparable to adriamycin, against three human solid tumor cell lines.
Colman-Saizarbitoria
T
T
Facultad de Farmacia, Universidad Central de Venezuela, Caracas.
Zambrano
J
J
Ferrigni
N R
NR
Gu
Z M
ZM
Ng
J H
JH
Smith
D L
DL
McLaughlin
J L
JL
D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification* / Q000494:pharmacology; D001156:Artemia; D004317:Doxorubicin / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D005663:Furans / Q000302:isolation & purification* / Q000494:pharmacology; D008401:Gas Chromatography-Mass Spectrometry; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D010946:Plants, Medicinal / Q000737:chemistry*; D014407:Tumor Cells, Cultured; D014687:Venezuela
D000972:Antineoplastic Agents, Phytogenic; D005663:Furans; D004317:Doxorubicin