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Please use this identifier to cite or link to this item: http://repository.li.mahidol.ac.th/dspace/handle/123456789/26496
Title: Redox reaction of artemisinin with ferrous and ferric ions in aqueous buffer
Authors: Nathawut Sibmooh
Rachanee Udomsangpetch
Anake Kijjoa
Udom Chantharaksri
Samlee Mankhetkorn
Burapha University
Mahidol University
Universidade do Porto
Keywords: Chemistry;Pharmacology, Toxicology and Pharmaceutics
Issue Date: 21-Dec-2001
Citation: Chemical and Pharmaceutical Bulletin. Vol.49, No.12 (2001), 1541-1546
Abstract: Artemisinin, a sesquiterpene with endoperoxide bond, possesses potent antimalarial activity against the ring and late stage of chloroqine-resistant Plasmodium falciparum malaria both in vitro and in vivo. The mode of antimalarial activity of artemisinin is iron-dependent. The aim of this study was to investigate the reactions of artemisinin with ferrous and ferric ions in aqueous buffer. Artemisinin generated a cycle of iron oxidation and reduction. It oxidized ferrous and reduced ferric ions with similar rate of reaction (k=10±0.5M-1·s-1for ferrous and k=8.5±2.0 M-1·s-1for ferric ion). The major active product was dihydroartemisinin which exhibited antimalarial activity at least 3 times more potent than artemisinin. Dihydroartemisinin preferably binds to ferric ion, forming ferric-dihydroartemisinin complex. The re-oxidation of the complex gives artemisinin and ferric ion. This suggests that in aqueous buffer, the reaction of artemisinin with iron may give rise to the active reaction products, one of them being dihydroartemisinin, which is responsible for antimalarial activity.
URI: https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=0035205287&origin=inward
http://repository.li.mahidol.ac.th/dspace/handle/123456789/26496
ISSN: 00092363
Appears in Collections:Scopus 2001-2005

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