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Ferrocenyl-Schiff Base Organometallic Compounds

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Ferrocenyl-Schiff Base Organometallic Compounds

Over the last few years, several Schiff bases containing ferrocene groups have been
prepared and their coordination behavior studied by means of different physico–chemical
measurements such as IR, NMR and electrochemical data. In these studies, Mass spectroscopy was
also employed and revealed its important role for a better understanding of the properties of the
prepared compounds [173]. Organometallic Schiff base compounds are condensation products of
arylamines and carbonyl compounds; these compounds are quite stable and represent versatile
intermediates for preparation of a numbers of important compounds like azomethine, N-
arylarencarboxamides, corresponding amines and cyanoamines etc. Incorporation of ferrocene
moiety into Schiff bases imparts the chemical and physiochemical properties which are absent or
little manifested in the parent substances. Schiff bases and related analogues bearing ferrocenyl
moieties have been widely synthesised and their properties and possible applications investigated
[174]. The most recent research area, bio-organometallic chemistry is gaining a lot of interest in
which the use of ferrocenyl-schiff base compounds is highly recommended. Bioorganometallic
chemistry is a field devoted to the synthesis and study of organometallic species of biological
and medical interest. Keeping in view the reported biological studies, simple schiff bases, schiff
bases with ferrocene addition and its reactants were investigated for their biological activities
towards its antimicrobial activity.

: Ferrocenyl Based Compounds as Antimalarial Agents


Malaria is a mosquito-borne disease of humans and other animals caused by
eukaryotic protists of the genus Plasmodium, of which Plasmodium falciform is the most
dangerous and accounts 90% of all deaths from malaria. Malaria is a tropical disease and It is
estimated that the number of deaths ranges from 1.5 to 2.7 million per annum [175], the
majority of these deaths occur in Africa and South East Asia. Quinine, prepared from
cinchona bark, was the first antimalarial drug developed and the synthetic anti-malarials like
choloroquine, primaquine, proguanil, pyrimethamine and mefloquine were developed later.
Chloroquine (CQ), introduced for chemotherapy of malaria in 1943, is the most widely used
drug. Inspired by the work of Jaouen in cancer chemotherapy, an attempt has been made to
use a bio-organometallic strategy to generate an antimalarial class of compounds having
ferrocene. Ferroquine [176], a ferrocene analogue of chloroquine, has recently entered initial
clinical trials and is found to be more active than chloroquine against Plasmodium Falciparum
which is resistant to chloroquine. Ferroquine (FQ) satisfies the ‘Lipinski’s rule of 5’which
orally active drugs must follow to be efficient.

The mechanism of action of ferroquine was found to be similar to that of chloroquine


[177]. In red blood cells the drug becomes protonated; subsequently it binds to heme to form a
drug-heme complex that is highly toxic to the cell. Ferroquine activity against chloroquine
resistant parasites is attributed to an increase in lipophilicity and differences in electronic and
geometric structure. The continuing biological success of FQ means that this avenue of
research will remain open for a long time [178]. The ferrocene Schiff bases of chloroquine are
safe for the treatment of malaria [179].

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