The behaviour of qinghaosu (artemisinin) in the presence of heme iron(II) and (III)

Richard K. Haynes; Simone C. Vonwiller

doi:10.1016/0040-4039(95)02141-8

The behaviour of qinghaosu (artemisinin) in the presence of heme iron(II) and (III)

Richard K. Haynes, Simone C. Vonwiller

Research output: Contribution to journal › Article › peer-review

84 Citations (Scopus)

Abstract

With hemin [chlorprotoporphyrin IX iron(III)] or hemin/cysteine in aqueous MeCN, oxygen loss from the peroxide bridge of qinghaosu takes place to give a precursor to desoxoqinghaosu, a known malaria-inactive metabolite, in low yield. Ring-opened forms of qinghaosu such as the free hydroperoxide or peroxyhemiacetal react with hemin and heme to give predominantly the diketone resulting from oxygen loss from the peroxide bridge followed by deformylation.

Original language	English
Pages (from-to)	253-256
Number of pages	4
Journal	Tetrahedron Letters
Volume	37
Issue number	2
DOIs	https://doi.org/10.1016/0040-4039(95)02141-8
Publication status	Published - 08 Jan 1996

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10.1016/0040-4039(95)02141-8

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AB - With hemin [chlorprotoporphyrin IX iron(III)] or hemin/cysteine in aqueous MeCN, oxygen loss from the peroxide bridge of qinghaosu takes place to give a precursor to desoxoqinghaosu, a known malaria-inactive metabolite, in low yield. Ring-opened forms of qinghaosu such as the free hydroperoxide or peroxyhemiacetal react with hemin and heme to give predominantly the diketone resulting from oxygen loss from the peroxide bridge followed by deformylation.

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The behaviour of qinghaosu (artemisinin) in the presence of heme iron(II) and (III)

Abstract

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