Acta Scientific Pharmaceutical Sciences (ISSN: 2581-5423)
Volume 4 Issue 5 May 2020
Research Article
Transition Metal Complexes of Schiff Base Ligand Derived from Trimethoprim with
Cyclohexanone: Synthesis, Characterization, Antimicrobial and Computational Studies
Hussaini Garba
1
*, Jamila Bashir Yakasai
2
, Ibrahim Waziri
3
and
Ibraheem O Bisiriyu
4
1
Department of Science Laboratory Technology, Ramat Polytechnic, Maiduguri,
Borno State, Nigeria
2
National Water Resources Institute, Mando, Kaduna State, Nigeria
3
Department of Pure and Applied Chemistry, University of Maiduguri, Maiduguri,
Nigeria
4
Department of Chemical Sciences, Faculty of Science, University of Johannesburg,
South Africa
*Corresponding Author: Hussaini Garba, Department of Science Laboratory Technology,
Ramat Polytechnic, Maiduguri, Borno State, Nigeria.
Citation: Hussaini Garba., et al. “Transition Metal Complexes of Schiff Base Ligand Derived from Trimethoprim with Cyclohexanone: Synthesis,
Characterization, Antimicrobial and Computational Studies". Acta Scientific Pharmaceutical Sciences 4.5 (2020): 36-45.
Received: March 31, 2020
Published: April 29, 2020
© All rights are reserved by Hussaini Garba.,
et al.
Abstract
Keywords: Bacterial Resistance; Bacteria; Trimethoprim; Schiff Base; Complexes
In this study, Metal (II) Complexes of Mn (II), Fe (III), Co (II) and Ni (II) with Schiff base ligand derived from Trimethoprim and
Cyclohexanone were synthesized and characterized using various physic-chemical techniques such as: solubility, conductivity, melt-
ing point determination, UV/Vis and Fourier transform infrared, 1H-NMR and elemental analysis. On the basis of these character-
izations, a six coordinated octahedral geometry has been proposed for all the complexes. The Schiff base ligand and its complexes
were screened for their antimicrobial activity against some pathogenic microbial isolate and compared with the parent drug. The
antimicrobial activity results showed the following trend: metal complexes > Schiff base ligands > Parent drugs. This suggests poten-
tial antimicrobials agents with broad spectrum activity. Computational studies further revealed that M-Cl bond is responsible for the
trend in antimicrobial properties among the complexes.
Introduction
Bacterial resistance to antibiotics is a global public health con-
cern that required urgent attention [1]. Without urgent and con-
certed action, we are moving toward an era in which common in-
fections or minor diseases may become uncontrolled [2]. Centre
for diseases control and prevention (CDC) has issued guideline for
addressing the menace with emphasis on promoting and develop-
ment of new antibiotics that can address the drug-resistance bac-
teria [3]. Generally, resistance occurs in nature. However, due to
the inappropriate use of antibiotics in the area of treatment of dis-
eases and prophylaxis bacteria are exposed to antibiotics more fre-
quent and resistant become common [4]. There are various ways
for which bacteria becomes resistance to antibiotics to antibiotics.
The most common is through the process of natural selection [4].
In this regards, resistance is said to occur when not all bacteria
are harmed by the antibiotics used for the treatment of particular
infection and the surviving ones produce new generation of bac-
teria that will be resistance to that antibiotic [4]. Resistance also
can emerge by mutations that alter the drug binding sites on mo-
lecular targets and by increasing expression of endogenous efflux
pump [5]. Due to the increased rate of bacterial resistance to an-
tibiotics, in February 2017, world health organization (WHO) re-
leased the list of bacteria that pose threat human health [6]. The
list consist of Klebsiella, E. coli and Pseudomonas as multidrug re-
sistant bacteria that pose a particular threat to public health and
often cause severe and deadly infection [4]. Also, among the list in-
cludes Staphylococcus, Streptococcus and Salmonella [4]. It is very
important to find compounds that can inhibit the growth of these
bacteria. These bacteria are opportunistic and nosocomial patho-
gens and are multi-drug resistant. Pseudomonas aeruginosa has a
highly impermeable outer membrane that prevents the uptake of
most molecules including several antibiotics [7]. This result in dif-
ficulty of getting new antimicrobial agent that can prevent infection
due Pseudomonas aeruginosa [8]. Staphylococcus aureus, a member
of Gram-positive bacterium and also very common among people
causes a lot infections, Staphylococcus aureus resistant to various
antibiotics has resulted to the evolution of different strains of bac-
teria such as methicillin-resistance Staphylococcus aureus (MRSA)
[9]. Although, Staphylococcus aureus drug-resistant has reduced
significantly, but MRSA resistant strains is still a major threat to
the public health [10]. Recently, have reported the synthesis of Mn
(II) and Fe (III) with Schiff base derived from trimethoprim with
salicylaldehyde and benzaldehyde as potential antimicrobial agent
and were found to showed good activity on both Gram-positive and
Gram-negative bacteria [11].
Trimethoprim, systematically named as 2,4-diamine pyrimidine
-5-(3, 4,5-Trimethoxybenzyl) is on the World Health Organization’s
list of essential medicines, the most important medications needed
in a basic health system [12]. Trimethoprim was commonly used in
a 1:5 combination with sulfamethoxazole, a sulfonamide antibiotic.