1. A cytotoxic triketone-phloroglucinol-bullatenone hybrid from Lophomyrtus bullata.
- Author
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Larsen L, Benn MH, Parvez M, and Perry NB
- Subjects
- Animals, Anti-Bacterial Agents chemical synthesis, Anti-Bacterial Agents chemistry, Carbon Isotopes, Cell Line, Tumor, Cell Proliferation drug effects, Crystallography, X-Ray, Ketones chemistry, Ketones isolation & purification, Magnetic Resonance Spectroscopy methods, Models, Molecular, Molecular Structure, Phloroglucinol chemistry, Phloroglucinol isolation & purification, Plant Leaves chemistry, Protons, Stereoisomerism, Structure-Activity Relationship, Anti-Bacterial Agents pharmacology, Ketones pharmacology, Myrtaceae chemistry, Phloroglucinol pharmacology
- Abstract
Cytotoxic activity against the P388 cell line was seen in a crude extract of the New Zealand shrub Lophomyrtus bullata(Myrtaceae). Bioactivity-guided isolation led to a compound with NMR spectra complicated by the presence of two isomers. These crystallised together and an X-ray structure showed them to be stereoisomeric hybrids of triketone, phloroglucinol and bullatenone units. NMR measurements on the mixed isomers, as well as a cyclic ether produced from them by acid catalysed dehydration, were consistent with these structures. The natural products, named bullataketals A and B, have cytotoxic activity against the P388 cell line (IC(50) 1 microg ml(-1)), and antimicrobial activity against Bacillus subtilis.
- Published
- 2005
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