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Hydroxylation of 10-deoxoartemisinin by Cunninghamella elegans

Igor A Parshikov¹, Kannoth M Muraleedharan, Bruhaspathy Miriyala

¹Department of Medicinal Chemistry, University of Mississippi, University, Mississippi 38677-1848, USA.

Journal of Natural Products

|September 25, 2004

Abstract:

The microbial metabolism of 10-deoxoartemisinin (1), a derivative of the antimalarial drug artemisinin, was investigated. Various strains of fungi were investigated for their ability to transform 1. Of these microorganisms, only Cunninghamella elegans was capable of transforming 1 to 5beta-hydroxy-10-deoxoartemisinin (2), 4alpha-hydroxy-1,10-deoxoartemisinin (3), and 7beta-hydroxy-10-deoxoartemisinin (4). The metabolites 2 and 4 retained an intact peroxide group and are therefore useful scaffolds for synthetic modification in the search for new antimalarial agents.

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