IJSRSET1844145 | Received : 13 March | Accepted : 24 March 2018 | March-April-2018 [(4) 4 : 571-575 ]
© 2018 IJSRSET | Volume 4 | Issue 4 | Print ISSN: 2395-1990 | Online ISSN : 2394-4099
Themed Section : Engineering and Technology
571
Synthetic Strategy, Characterization and Antimycobacterium
Evaluation of 8-Hydroxy Quinoline Derivatives
Perumal Sarojini
*1
, Malaichamy Jeyachandran
2
, Vagolusivakrishna
3
, Dharmarajan Sriram
3
1
Department of Chemistry, Sri S. Ramasamy Naidu Memorial College, Sattur, Virudhunagar, Tamil Nadu, India.
2
Post Graduate and Research Department of Chemistry, Sri Paramakalyani College, Alwarkurichi, Tirunelveli,
Tamil Nadu, India
3
Department of Pharmacy,Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar Nagar,
Hyderabad, India
ABSTRACT
8-hydroxyquinoline derivatives are privileged structures for the design of new drug candidates. Due to its
synthetic versatility, it holds many biological activities such as antibacterial, antifungal, immunosuppressive,
analgesic, vasorelaxing, antiplasmodial, anticancer and antimycobacterium activity. In the present study, a
series of 3-(substituted aryl)-1-(quinolin-8-yloxy) propan-2-ol were prepared and characterized. Primary in
vitro screening of the synthesized compounds was performed against mycobacterium tuberculosis H37Ra. A
significant decrease of mycobacterial cell metabolism (viability of M. tuberculosis H37Ra) was observed using
MTB MABA assay. The structures of the compounds are elucidated with the aid of fourier transform infrared,
proton nuclear magnetic resonance, carbon-13 nuclear magnetic resonance spectral techniques.
Keywords: 8-hydroxyquinolines, Synthetic statergy, In vitro antimycobacterial activity, MTB MABA assay
I. INTRODUCTION
Tuberculosis is one of the world’s deadliest
communicable diseases and challenging worldwide
health problem. Global plan to stop the tuberculosis
“stop TB”, WHO has estimated, 2006-2015, 1.3
million MDR-TB cases were treated in the 27 high
MDR-TB burden countries between the years 2010-
2015
1
. It is estimated that between the years 2005 to
2020, one billion people will be newly infected, over
125 million people will get sick and 30 million will
die of tuberculosis if control is not further
strengthened
2.
Mycobacterium tuberculosis is the
pathogen responsible for TB
3
. Quinoline derivatives
possess diverse pharmacological activities including
antimicrobacterial, antitumour, caspase-3-inhibitors,
anti-inflammatory activities
4-6
, antileishmanial
7,8
,
antihypertensive, antirhythmics, schistomicidal
activity, and cardiotonic activity
9-12
due to the broad
range of biological activities. Quinoline compounds
have been considered to be good starting materials for
the search of novel pharmacological active
compounds
13
. These compounds are interesting
because they can perform as structurally related
subunits in important biomolecules or biochemical
process
14
. Among heterocyclic compounds, quinoline
scaffold has become an important construction motif
for the development of new drugs
15
. The interest in
8-hydroxyquinolines has grown exponentially in the
last two decades as they are privileged structures for
the design of new drug candidates that exert a host of
biological effects on various targets
16
. The study of
biological activities such as neuroprotection,
anticancer, antibacterial, antifungal activity has been
further promoted by the synthetic versatility of 8-
hydroxyquinoline, which allows the generation of a
large number of derivatives
17
. Quinoline is one of the
most important N-based heterocyclic aromatic