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Issue 8, 2006
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Citrinin revisited: from monomers to dimers and beyond

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Detailed chemical analysis of the solid phase fermentation of an Australian Penicillium citrinum isolate has returned the known compounds citrinin (1), phenol A acid (6), dihydrocitrinone (7) and dihydrocitrinin (8), together with a novel cytotoxic dimer, dicitrinin A (5). Dicitrinin A (5) was determined to be a dimerised artefact of the major co-metabolite citrinin, and its structure solved by spectroscopic analysis and chemical modification. Analysis of the products encountered during the controlled decomposition of citrinin led to the discovery of additional citrinin dimers and delineated a plausible mechanistic pathway linking all monomeric and dimeric citrinin degradation products.

Graphical abstract: Citrinin revisited: from monomers to dimers and beyond

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Article information

20 Jan 2006
27 Feb 2006
First published
16 Mar 2006

Org. Biomol. Chem., 2006,4, 1520-1528
Article type

Citrinin revisited: from monomers to dimers and beyond

B. R. Clark, R. J. Capon, E. Lacey, S. Tennant and J. H. Gill, Org. Biomol. Chem., 2006, 4, 1520
DOI: 10.1039/B600960C

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