Research Article
Synthesis, Physicochemical Properties, and
Antimicrobial Studies of Iron (III) Complexes of
Ciprofloxacin, Cloxacillin, and Amoxicillin
Fabian I. Eze,
1
Uzoechi Ajali,
1
and Pius O. Ukoha
2
1
Department of Pharmaceutical and Medicinal Chemistry, University of Nigeria, Nsukka 410001, Nigeria
2
Department of Pure and Industrial Chemistry, University of Nigeria, Nsukka 410001, Nigeria
Correspondence should be addressed to Fabian I. Eze; ezeifeanyifab@yahoo.com
Received 23 August 2014; Revised 30 October 2014; Accepted 30 October 2014; Published 19 November 2014
Academic Editor: Hussein El-Subbagh
Copyright © 2014 Fabian I. Eze et al. Tis is an open access article distributed under the Creative Commons Attribution License,
which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Iron (III) complexes of ciprofoxacin, amoxicillin, and cloxacillin were synthesized and their aqueous solubility profles, relative
stabilities, and antimicrobial properties were evaluated. Te complexes showed improved aqueous solubility when compared to the
corresponding ligands. Relative thermal and acid stabilities were determined spectrophotometrically and the results showed that
the complexes have enhanced thermal and acid stabilities when compared to the pure ligands. Antimicrobial studies showed that
the complexes have decreased activities against most of the tested microorganisms. Ciprofoxacin complex, however, showed almost
the same activity as the corresponding ligand. Job’s method of continuous variation suggested 1 : 2 metals to ligand stoichiometry
for ciprofoxacin complex but 1 : 1 for cloxacillin complex.
1. Introduction
Many drugs possess modifed pharmacological, toxicological,
and physicochemical properties when administered in the
form of metal complexes [1]. Physicochemical properties of
drugs are very pertinent to dosage forms and drug delivery
and complex formation afects these properties, sometimes
to advantage and sometimes adversely. Among the properties
that may be altered upon complex formation are solubil-
ity, energy absorption, stability, partitioning behaviour, and
chemical reactivity [2–4]. For many systems, it has been
shown that the complex provides faster dissolution and
greater bioavailability than the physical mixture. Te process-
ing characteristics (physical state, stability, fow ability, etc.) of
the complexes may also be better than those of the free drugs
[5]. In some cases, complexation has been found to improve
biological activity [6–11].
Quinolones are complexing agents for a variety of metal
ions including alkaline earth and transition metal ions.
Reports indicate that the coordination of quinolones to metal
ions such as Cu (II), Mg (II), and Ca (II) appears to be
important for the activity of the quinolone antibiotics [11–
13]. Coordination compounds may also release valuable trace
elements needed for maintenance of life when they are
administered as drugs.
Te structure-activity relationship of drugs could be
predicted by complexation. If a particular biological activity
of a drug is lost or diminished on complexation with metal
ions, it would be reasonable to suggest that one or more of the
groups bonded to the metal is necessary for the activity. Drug
complexation experiments can also help medicinal chemists
to predict some dosage form incompatibilities, explain the
mode of action of some drugs, and devise new methods of
drug analysis.
2. Materials and Methods
2.1. Chemicals and Equipment. All chemicals and solvents
used were AnalaR grade. All melting points were taken
on a melting point apparatus (Electrothermal, England).
Magnetic stirrer (Gallenkamp, England), UV-visible spec-
trometer (Jenway 6305, Barlowood Sci. Ltd., Dunmow), pH
meter (Jenway, Dunmou), and electronic weighing balance
(Adventurer, OHAUS Corp., China) were used.
Hindawi Publishing Corporation
International Journal of Medicinal Chemistry
Volume 2014, Article ID 735602, 6 pages
http://dx.doi.org/10.1155/2014/735602