Alkylation of heme by artemisinin, an antimalarial drug

被引:30
|
作者
Cazelles, J [1 ]
Robert, A [1 ]
Meunier, B [1 ]
机构
[1] CNRS, Chim Coordinat Lab, F-31077 Toulouse 4, France
关键词
alkylation; artemisinin; malaria; porphyrin; trioxane;
D O I
10.1016/S1387-1609(00)01188-9
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reductive activation of artemisinin (or artemether) by ferroprotoporphyrin-IX, the prosthetic group of hemoglobin, is able to produce covalent adducts heme-artemisinin in high yield under very mild conditions. This adduct formation, using the natural target of an endoperoxide antimalarial drug, confirms the alkylating ability of this class of antimalarial drugs, which has already been reported when using a synthetic manganese porphyrin. (C) Academie des sciences / Editions scientifiques et medicales Elsevier SAS.
引用
收藏
页码:85 / 89
页数:5
相关论文
共 50 条
  • [32] Artemisinin and heme
    Meshnick, SR
    ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2003, 47 (08) : 2712 - 2712
  • [33] The solution structures of antimalarial drug-heme complexes
    Ursos, LMB
    Leed, A
    DuBay, KF
    de Dios, AC
    Roepe, PD
    BIOPHYSICAL JOURNAL, 2002, 82 (01) : 309A - 309A
  • [34] Solution structures of antimalarial drug-heme complexes
    Leed, A
    DuBay, K
    Ursos, LMB
    Sears, D
    de Dios, AC
    Roepe, PD
    BIOCHEMISTRY, 2002, 41 (32) : 10245 - 10255
  • [35] Artemisinin, a target for fluorine chemists: Challenging molecule, efficient antimalarial drug
    Bonnet-Delpon, D
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 230 : U1613 - U1613
  • [36] The modulation of TRPA1 ion channel by the antimalarial drug artemisinin
    Hutanu, D. E.
    Babes, R. M.
    Oprita, G.
    Andries, T.
    Manolache, A.
    Babes, A.
    ACTA PHYSIOLOGICA, 2022, 236 : 771 - 771
  • [37] HPLC - Electrospray ionization mass spectrometric analysis of antimalarial drug artemisinin
    Sahai, P
    Vishwakarma, RA
    Bharel, S
    Gulati, A
    Abdin, MZ
    Srivastava, PS
    Jain, SK
    ANALYTICAL CHEMISTRY, 1998, 70 (14) : 3084 - 3087
  • [38] One-pot synthesis of antimalarial drug artemether from artemisinin
    Singh, C
    Tiwari, P
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2002, 41 (10): : 2185 - 2186
  • [39] Antimalarial drug artemisinin depletes erythrocytes by activating apoptotic pathways in zebrafish
    Yang, Ran
    Yan, Shouyu
    Zhu, Xiaojun
    Li, Chuan-Yun
    Liu, Zhenming
    Xiong, Jing-Wei
    EXPERIMENTAL HEMATOLOGY, 2015, 43 (04) : 331 - 341
  • [40] Exploration of artemisinin derivatives and synthetic peroxides in antimalarial drug discovery research
    Patel, Om P. S.
    Beteck, Richard M.
    Legoabe, Lesetja J.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2021, 213