Anti-Infective Agents
Rohit Singh
*
and Swastika Ganguly
Department of Pharmaceutical Sciences, Birla Institute of Technology, Mesra, Ranchi-835215, Jharkhand, India
Abstract: Introduction: A series of seventeen 1-phenyl-3-(5-phenyl-1H-imidazol-1-yl) thiourea deriva-
tives (5a-8d) were synthesized and characterized by physical and spectral data (IR, 1H NMR, and mass
spectroscopy) and evaluated for their antibacterial and antifungal activities against various pathogenic
and non-pathogenic microorganisms. Some of the synthesized compounds showed promising antibacte-
rial and antifungal activities.
Results and Discussions: Many of the tested compounds were found to be significantly active against
gram-positive bacteria (Staphylococcus aureus and Bacillus subtilis) and gram-negative bacterial strains
(Escherichia coli, Salmonella typhi, Klebsiella pneumoniae and Pseudomonas aeruginosa), among
which compounds 5a, 5b, 6a, 6b, 7a, 7b, 8a and 8b showed the maximum anti-bacterial activity but less
effective than the standard ciprofloxacin. Almost all compounds from 5a-8d showed moderate activity
against fungal strains like Candida albicans and Aspergillus niger.
A R T I C L E H I S T O R Y
Received: August 28, 2017
Revised: February 26, 2018
Accepted: February 28, 2018
DOI:
10.2174/2211352516666180307155830
Keywords: Imidazole derivatives, synthesis, antibacterial, antifungal activities, Anti-Microbial, Staphylococcus aureus.
1. INTRODUCTION
Earlier works in our laboratory have been identified as
various substituted imidazole derivatives exhibiting broad-
spectrum chemotherapeutic properties [1-3]. In continuation
of our effort to develop imidazoles as broad-spectrum
chemotherapeutic agents, the present study was undertaken to
synthesize and evaluate novel imidazoles for antibacterial
and antifungal activities.
Antibiotics have been an important class of agents which
have turned the tide regarding treatment of infectious diseas-
es. The overwhelming success of antibiotics in therapy has
made them one of the most important products in the drug
industry today [4]. Antibiotics have also prompted the expan-
sion of their use in several related fields. However, the nor-
mal biological processes of microbial pathogens are varied
and complex. Thus, the increased use of antibiotics has led to
microbial resistance, and the development of newer and safer
antibiotics has become very important in providing the means
for treating resistant strains of organisms that had been pre-
viously susceptible to an older antibiotic. In recent years, due
to the repeated use of antibacterial antibiotics, the use of im-
mune suppressive agents, cytotoxins, irradiation fungal infec-
tions have proved to become a continuous and serious threat
*Address correspondence to this author at the Department of Pharmaceutical
Sciences and Technology, Birla Institute of Technology and Sciences,
Mesra, Ranchi, India; Tel: 09454116086;
E-mail: rohitsingh20485bitmesra@gmail.com
to human health and their life [5]. Azoles are a class of heter-
ocycles which have attracted significant interest in medicinal
chemistry and they have a wide range of pharmaceutical and
biological activities including antimicrobial, anti-fungal, anti-
inflammatory, and antihypertensive [6-8].
The widespread use of 1,3,4-oxadiazoles, such as
Imidazoles, is considered well-known for heterocyclic com-
pounds which have been established in the clinical practice
as various medicinal agents. Imidazoles and their derivatives
have been reported as biological active constituents in many
of the major biological systems with a broad range of phar-
macological activities against various organisms. They are
well known as proton donors as well as proton acceptors in
various enzymatic reactions which are the basis for charge
transfer on various enzymatic reactions [9, 10], as well as
antibacterial [11, 12], antiviral, antiHIV, antiparasitic [13],
antiepileptic [14], anti-inflammatory and anticancer agents
[15-18].
Geeta et al. synthesized 26 novel benzimidazole com-
pounds were having alkyl chain as linker at N-1 position and
synthesized, evaluated to investigate their possible anti-HIV
and antimicrobial activities [19]. De Martino et al. [20] de-
veloped various substituted imidazoles as broad-spectrum
chemotherapeutic agents and in continuation of his work, we
undertook the present study to synthesize and evaluate novel
imidazole thiourea derivatives as potent antimicrobial and
antifungal agents.
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Anti-Infective Agents, 2018, 16, 64-70
RESEARCH ARTICLE
Synthesis, Anti-Microbial Evaluation and Structure Activity Relationship
(SAR) Studies of Some 1-phenyl-3-(5-phenyl-1H-imidazol-1-yl) thiourea
Derivatives