Highly antimalaria-active artemisinin derivatives: Biological activity does not correlate with chemical reactivity

被引:113
作者
Haynes, RK [1 ]
Ho, WY
Chan, HW
Fugmann, B
Stetter, J
Croft, SL
Vivas, L
Peters, W
Robinson, BL
机构
[1] Hong Kong Univ Sci & Technol, Dept Chem, Kowloon, Hong Kong, Peoples R China
[2] Bayer AG, Cent Res, Med Chem, D-51368 Leverkusen, Germany
[3] Bayer AG, Cent Res, Chem Life Sci, D-51368 Leverkusen, Germany
[4] Univ London London Sch Hyg & Trop Med, Dept Infect & Trop Dis, London WC1E 7HT, England
[5] Northwick Pk Inst Med Res, Ctr Trop Antiprotozoal Chemotherapy, Harrow HA1 3UJ, Middx, England
关键词
heme proteins; iron; medicinal chemistry; peroxides; radicals;
D O I
10.1002/anie.200352343
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
New leads for antimalarial drugs? 10-Alkylaminoartemisinin derivatives like that shown display in vivo antimalarial activities greater than those of the parent artemisinin. Previous conclusions regarding the chemical basis for the antimalarial activity of these compounds must be reconsidered.
引用
收藏
页码:1381 / 1385
页数:5
相关论文
共 79 条
[21]  
Haynes RK, 1996, TETRAHEDRON LETT, V37, P257, DOI 10.1016/0040-4039(95)02142-6
[22]   REMOTE OXIDATION IN FE(II)-INDUCED DECOMPOSITION OF A RIGID EPIDIOXIDE [J].
HERZ, W ;
LIGON, RC ;
TURNER, JA ;
BLOUNT, JF .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (11) :1885-1895
[23]  
HIEN TT, 1993, LANCET, V341, P603
[24]   THE INTERACTION OF ARTEMISININ WITH MALARIAL HEMOZOIN [J].
HONG, YL ;
YANG, YZ ;
MESHNICK, SR .
MOLECULAR AND BIOCHEMICAL PARASITOLOGY, 1994, 63 (01) :121-128
[25]   SYNTHESIS AND ANTIMALARIAL ACTIVITY OF (+)-DEOXOARTEMISININ [J].
JUNG, M ;
LI, X ;
BUSTOS, DA ;
ELSOHLY, HN ;
MCCHESNEY, JD ;
MILHOUS, WK .
JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (05) :1516-1518
[26]   An over four millennium story behind qinghaosu (Artemisinin) - A fantastic antimalarial drug from a traditional Chinese herb [J].
Li, Y ;
Wu, YL .
CURRENT MEDICINAL CHEMISTRY, 2003, 10 (21) :2197-2230
[27]  
Li Y, 1998, Med Trop (Mars), V58, P9
[28]   THERMAL-DECOMPOSITION PRODUCTS OF DIHYDROARTEMISININ (DIHYDROQINGHAOSU) [J].
LIN, AJ ;
THEOHARIDES, AD ;
KLAYMAN, DL .
TETRAHEDRON, 1986, 42 (08) :2181-2184
[29]   ANTIMALARIAL ACTIVITY OF NEW WATER-SOLUBLE DIHYDROARTEMISININ DERIVATIVES .3. AROMATIC AMINE ANALOGS [J].
LIN, AJ ;
LI, LQ ;
KLAYMAN, DL ;
GEORGE, CF ;
FLIPPENANDERSON, JL .
JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (09) :2610-2614
[30]   Artemisinin: mechanisms of action, resistance and toxicity [J].
Meshnick, SR .
INTERNATIONAL JOURNAL FOR PARASITOLOGY, 2002, 32 (13) :1655-1660