Hydroxylation of 10-deoxoartemisinin by Cunninghamella elegans

Journal of Natural Products
I A ParshikovJ S Williamson

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.

References

Jun 12, 1999·Phytochemistry·K Y OrabiH N el-Sohly
Nov 26, 2002·Journal of Natural Products·Ji-Xun ZhanDe-An Guo

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Citations

Jan 4, 2006·Journal of Industrial Microbiology & Biotechnology·Igor A ParshikovJohn S Williamson
Mar 3, 2007·Chemical & Pharmaceutical Bulletin·Hui ZhangXin-Sheng Yao
May 30, 2009·Drug Discovery Today·K M Muraleedharan, Mitchell A Avery
Apr 10, 2012·Biotechnology Advances·Igor A ParshikovJohn B Sutherland
Jan 26, 2006·Bioorganic & Medicinal Chemistry Letters·Ji-Hua LiuYi-Jun Chen
Jul 28, 2005·Natural Product Reports·Braulio M Fraga
Oct 31, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Yue BaiLan Yang

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