Production of anticancer polyenes through precursor-directed biosynthesis
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|Title:||Production of anticancer polyenes through precursor-directed biosynthesis||Authors:||Clark, Benjamin R.
Murphy, Cormac D.
|Permanent link:||http://hdl.handle.net/10197/4235||Date:||Sep-2011||Abstract:||The biosynthesis of the pyrrolyl moiety of the fungal metabolite rumbrin originates from pyrrole-2-carboxylic acid. In an effort to produce novel derivatives with enhanced biological activity a series of substituted pyrrole-2-carboxylates were synthesised and incubated with the producing organism, Auxarthron umbrinum. Several 4-halo-pyrrole-2-carboxylic acids were incorporated into the metabolite yielding three new derivatives: 3-fluoro-, 3-chloro- and 3-bromo-isorumbrin, which were generated in milligram quantities enabling cytotoxicity assays to be conducted. The 3-chloro- and 3-bromo-isorumbrins had improved activity against HeLa cells compared with rumbrin; 3-bromoisorumbrin also showed dramatically improved activity towards a lung cancer cell line (A549).||Type of material:||Journal Article||Publisher:||RSC Publishing||Copyright (published version):||2011, RSC Publishing||Keywords:||Biosynthesis;Polyenes||DOI:||10.1039/C1OB05667K||Language:||en||Status of Item:||Peer reviewed|
|Appears in Collections:||Biomolecular and Biomedical Science Research Collection|
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