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Interaction of Qinghaosu (Artemisinin) with Cysteine Sulfhydryl Mediated by Traces of Non‐Heme Iron
Author(s) -
Wu Yikang,
Yue ZhengYu,
Wu YuLin
Publication year - 1999
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19990903)38:17<2580::aid-anie2580>3.0.co;2-j
Subject(s) - cysteine , heme , chemistry , covalent bond , ligand (biochemistry) , sulfur , cleave , hemeprotein , artemisinin , hemin , combinatorial chemistry , thiol , photochemistry , stereochemistry , biochemistry , organic chemistry , receptor , enzyme , malaria , immunology , plasmodium falciparum , biology
The antimalarial action of 1,2,4‐trioxanes such as qinghaosu (QHS) may take place through the mechanism shown schematically: In the presence of cysteine traces of non‐heme iron (FeSO 4 ) may cleave the peroxy bond of QHS rapidly, and the transient carbon‐centered radical can attack the sulfur ligand to form a covalent bond.