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

被引:83
作者
Haynes, RK [1 ]
Vonwiller, SC [1 ]
机构
[1] UNIV SYDNEY,DEPT ORGAN CHEM,SYDNEY,NSW 2006,AUSTRALIA
关键词
D O I
10.1016/0040-4039(95)02141-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
With hemin [chloroprotoporphyrin 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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页码:253 / 256
页数:4
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