REPORT

The

thesis

entitled

CHARACTERIZATION,

SYNTHESIS,

PHARMACOLOGICAL EVALUATION AND DFT STUDIES OF SOME SCHIFF

BASE

DERIVATIVES

describes

the

general

characterization, computational and antimicrobial

methods

of

synthesis,

of some new Schiff base

derivatives. Since these heterocyclic compounds were reported to possess

various biological activities, all of these compounds were screened for
antimicrobial activities based on the reported literature.
The quest for safe and potent drug is always fascinating and challenging
for medicinal chemist. Large number of drugs containing simple heterocyclic or
a combination of different heterocyclic moieties being used as therapeutic
agents and these compounds are also essential for the human life. Increasing
evidence suggest that Schiff base are well known important nitrogen containing
heterocyclic compounds. They possess a broad range of biological activities
such as antibacterial, antifungal, antitubercular, antimalarial, antiamoebic,
anti-HIV,

anti-inflammatory,

antioxidant,

antipyretic,

antidiabetic,

antidepressant, anticancer.
All chemicals were obtained from commercial sources and used without
any further purification. All the melting points were determined by digital
melting point apparatus. IR spectra were recorded in Shimadzu FT-IR-8400
instrument using KBr pellet method. The 1H NMR spectral data were recorded
on Bruker AV 400 MHz in DMSO and CDCl3 using TMS as an internal
standard. Initial molecular geometry was optimized using the DFT calculations
with a hybrid Functional B3LYP at 6-31G basis set were performed with the
Gaussian 03W software package and Gauss view visualization program

implemented on Pentium core 2 duo/3 GHz processor with 2GB RAM personal
computer.

The structural and electronic properties of synthesized Schiff base

compounds were investigated and used to predict their relative stability and
reactivity. The density functional theory (DFT) has been accepted by the
chemistry community as a reliable and effective approach for the computation
of molecular structure, vibration frequencies and energies of chemical
reactions. The structural and electronic properties of Schiff base derivatives
have been investigated theoretically by performing Density Functional theory at
the B3LYP/6-31G levels of theory. The optimized structures, relative binding
energies, atomic charges, position of HOMO and LUMO of the molecules are
obtained and discussed.
The

synthesized

Schiff

base

derivatives

were

screened

for

the

antibacterial activity against three Gram-positive bacteria viz., Streptococcus

pyogenes, Bacillus subtilis and Staphylococcus aureus by using the Disc
diffusion method. Ciprofloxacin was used as reference standard for comparing
the results. The screening results indicate that compounds containing electron
withdrawing group show better antibacterial activity against all the tested
micro organisms. Filter paper disc method was employed for the in- vitro study
of

antifungal

effects

against

Aspergillus

flavus,

Aspergillus

niger

and

Penicillium chrysogenum. The results of this evaluation were compared with

Amphotericin B as reference standard.
In conclusion, all the synthesized compounds were characterized by IR,
NMR spectra studies. Their purity was established by TLC. All the synthesized
compounds of different classes were evaluated for antibacterial, antifungal
Activity studies. The electronic properties of these compounds were calculated

by the density functional theory (DFT) method with 6-31G (d, p) basis set. DFT
studies indicated that molecular , LUMO, energy gap, electronegativity and
could be helpful to understand the various antimicrobial activities among these
compounds. The value of HOMO and LUMO Energy gap directly proportional to
biological activity.