Novel metallocenic compounds as antimalarial agents. Study of the position of ferrocene in chloroquine

被引:80
作者
Biot, C
Delhaes, L
Abessolo, H
Domarle, O
Maciejewski, LA
Mortuaire, M
Delcourt, P
Deloron, P
Camus, D
Dive, D
Brocard, JS
机构
[1] Univ Sci & Technol, Ecole Natl Super Chim Lille, UPRESA 8010, Lab Catalyse,Grp Synth Organometall, F-59652 Villeneuve Dascq, France
[2] INSERM, U42, F-59651 Villeneuve Dascq, France
[3] Ctr Int Rech Med Franceville, Franceville, Gabon
[4] Fac Med Lille, Lab Parasitol Mycol, F-59045 Lille, France
关键词
antimalarial agents; chloroquine; ferrocene; metallocenes;
D O I
10.1016/S0022-328X(99)00302-2
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The synthesis, characterization and antimalarial activity of two new ferrocene-chloroquine compounds are reported. One of them, 7-chloro-4-N-[(4-N'-ethyl-N'-ferrocenylmethyl)ammonio-1-methylbutylamino]quinolin-1-ium bi-tartrate (2) showed very promising antimalarial activity in vivo on mice infected with Plasmodium berghei N. and Plasmodium yoelii NS. and in vitro against chloroquine resistant-strains of Plasmodium falciparum. (C) 1999 Elsevier Science S.A. All rights reserved.
引用
收藏
页码:59 / 65
页数:7
相关论文
共 30 条
  • [1] Synthesis and antimalarial activity in vitro and in vivo of a new ferrocene-chloroquine analogue
    Biot, C
    Glorian, G
    Maciejewski, LA
    Brocard, JS
    Domarle, O
    Blampain, G
    Millet, P
    Georges, AJ
    Abessolo, H
    Dive, D
    Lebibi, J
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1997, 40 (23) : 3715 - 3718
  • [2] BROCARD J, 1996, Patent No. 00721
  • [3] BROCARD J, 1997, CHEM ABS, V126
  • [4] BROCARD JS, 1995, Patent No. 9505532
  • [5] THE SYNTHESIS OF 4-(4'-AMINO-1'-METHYLBUTYLAMINO)-7-CHLOROQUINOLINE AND SOME 4-(4'-MONOALKYLAMINO-1'-METHYLBUTYLAMINO)-7-CHLOROQUINOLINES
    CARMACK, M
    BULLITT, OH
    HANDRICK, GR
    KISSINGER, LW
    VON, I
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1946, 68 (07) : 1220 - 1225
  • [6] QUANTITATIVE ASSESSMENT OF ANTI-MALARIAL ACTIVITY INVITRO BY A SEMIAUTOMATED MICRODILUTION TECHNIQUE
    DESJARDINS, RE
    CANFIELD, CJ
    HAYNES, JD
    CHULAY, JD
    [J]. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1979, 16 (06) : 710 - 718
  • [7] In vitro antimalarial activity of a new organometallic analog, ferrocene-chloroquine
    Domarle, O
    Blampain, G
    Agnaniet, H
    Nzadiyabi, T
    Lebibi, J
    Brocard, J
    Maciejewski, L
    Biot, C
    Georges, AJ
    Millet, P
    [J]. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1998, 42 (03) : 540 - 544
  • [8] Plasmodium falciparum: Adaptation in vitro of isolates from symptomatic individuals in Gabon: Polymerase chain reaction typing and evaluation of chloroquine susceptibility
    Domarle, O
    Ntoumi, F
    Belleoud, D
    Sall, A
    Georges, AJ
    Millet, P
    [J]. TRANSACTIONS OF THE ROYAL SOCIETY OF TROPICAL MEDICINE AND HYGIENE, 1997, 91 (02) : 208 - 209
  • [9] SYNTHESIS AND IN-VITRO EVALUATION OF 9-ANILINO-3,6-DIAMINOACRIDINES ACTIVE AGAINST A MULTIDRUG-RESISTANT STRAIN OF THE MALARIA PARASITE PLASMODIUM-FALCIPARUM
    GAMAGE, SA
    TEPSIRI, N
    WILAIRAT, P
    WOJCIK, SJ
    FIGGITT, DP
    RALPH, RK
    DENNY, WA
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (10) : 1486 - 1494
  • [10] ASYMMETRIC-SYNTHESIS CATALYZED BY CHIRAL FERROCENYLPHOSPHINE-TRANSITION METAL-COMPLEXES .1. PREPARATION OF CHIRAL FERROCENYLPHOSPHINES
    HAYASHI, T
    MISE, T
    FUKUSHIMA, M
    KAGOTANI, M
    NAGASHIMA, N
    HAMADA, Y
    MATSUMOTO, A
    KAWAKAMI, S
    KONISHI, M
    YAMAMOTO, K
    KUMADA, M
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1980, 53 (04) : 1138 - 1151