Synthesis and in vitro antiprotozoal activities of dicationic 3,5-diphenylisoxazoles

  • Patrick D
  • Bakunov S
  • Bakunova S
 et al. 
  • 24


    Mendeley users who have this article in their library.
  • 52


    Citations of this article.


3,5-bis(4-amidinophenyl)isoxazole (3)-an analogue of 2,5-bis(4-amidinophenyl)furan (furamidine) in which the central furan ring is replaced by isoxazole-and 42 novel analogues were prepared by two general synthetic pathways. The 43 isoxazole derivatives were assayed against Trypanosoma brucei rhodesiense (T. brucei rhodesiense) STIB900, Plasmodium falciparum (P. falciparum) K1, and rat myoblast L6 cells (for cytotoxicity) in vitro. Eleven compounds (3, 13, 16-18, 22, 26, 29, 31, 37, and 41) exhibited antitrypanosomal IC50 values less than 10 nM, five of which displayed cytotoxic indices (ratios of cytotoxic IC50 to antiprotozoal IC50 values) at least 10 times higher than that of furamidine. Eighteen compounds (4-8, 12, 14, 18-22, 25, 26, 28, 29, 32, and 43) were more active against P. falciparum than furamidine, with IC50 values less than 15 nM. Fourteen of these compounds had cytotoxic indices ranging between 10 and 120 times higher than that of furamidine, and five analogues exhibited high selectivity for P. falciparum over T. brucei rhodesiense.

Get free article suggestions today

Mendeley saves you time finding and organizing research

Sign up here
Already have an account ?Sign in

Find this document


  • Donald A. Patrick

  • Stanislav A. Bakunov

  • Svetlana M. Bakunova

  • E. V.K.Suresh Kumar

  • Richard J. Lombardy

  • Susan Kilgore Jones

Cite this document

Choose a citation style from the tabs below

Save time finding and organizing research with Mendeley

Sign up for free