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Issue 17, 2005
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A cytotoxic triketone–phloroglucinol–bullatenone hybrid from Lophomyrtus bullata

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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 (IC50 1 µg ml−1), and antimicrobial activity against Bacillus subtilis.

Graphical abstract: A cytotoxic triketone–phloroglucinol–bullatenone hybrid from Lophomyrtus bullata

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Article information


Submitted
28 Jun 2005
Accepted
19 Jul 2005
First published
03 Aug 2005

Org. Biomol. Chem., 2005,3, 3236-3241
Article type
Paper

A cytotoxic triketone–phloroglucinol–bullatenone hybrid from Lophomyrtus bullata

L. Larsen, M. H. Benn, M. Parvez and N. B. Perry, Org. Biomol. Chem., 2005, 3, 3236
DOI: 10.1039/B509076H

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