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Arzneimittelforschung 2011; 61(6): 358-365
DOI: 10.1055/s-0031-1296211
Antibiotics · Antimycotics · Antiparasitics · Antiviral Drugs · Chemotherapeutics · Cytostatic
Editio Cantor Verlag Aulendorf (Germany)

Synthesis and in vitro antiplasmodial activityof quinoline-ferrocene esters

David D N-Da
1   Department of Pharmaceutical Chemistry, North-West University, Potchefstroom, South Africa
,
Jaco C Breytenbach
1   Department of Pharmaceutical Chemistry, North-West University, Potchefstroom, South Africa
,
Peter J Smith
2   Department of Pharmacology, University of Cape Town, Groote Schuur Hospital, South Africa
,
Carmen Lategan
2   Department of Pharmacology, University of Cape Town, Groote Schuur Hospital, South Africa
› Author Affiliations
Further Information

Publication History

Publication Date:
27 November 2011 (online)

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Abstract

New 4-aminoquinoline-derived esterscontaining the redox-active ferrocenegroup brought in by either ferrocenyfor-mic or 4-ferrocenylbutanoic acids weresynthesized and tested in vitro for theirantiplasmodial activity. The results re-vealed that only esters derived from fer-rocenylformic acid were active againstboth chloroquine (CQ)-resistant Dd2 andCQ-sensitive D10 strains of Plasmodium falciparum. However, none of theseshowed higher actvity than CQ against the sensitive strain. Ester 16, which pos-sesses a butyl branch in the structure,was the most active of all. With an IC50 of0.13 mM on the resistant strain, this esterpossessed 2.5-fold higher activity than CQ(IC50 = 0.34 mM). All tested esters showedgood selectivity towards P. falciparum with indexes higher than 60.

Key words

Antiplasmodial activity - Chloroquine - Cytotoxicity - Ferrocene - Plasmodium falciparum
 

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