Abstract
Herein,
we
report
a
simple
and
an
economical
method
to
synthesize
C
‐substituted
bis‐benzimidazole
benzobisimidazole
derivatives
in
moderate
excellent
yields
using
sodium
metabisulfite,
under
microwave
irradiation
conditions.
The
most
attractive
feature
of
the
methodology
is
three‐step
yet
one‐pot
condensation
nitroarenes
with
various
benzaldehyde
useful
benzimidazoles,
easy
product
isolation
by
solvent
trituration
techniques.
can
be
fine‐tuned
selectively
mono
leaving
nitroaniline
functionality
intact
for
preparing
variety
unsymmetrical
bis‐benzimidazoles.
Abstract
Nitrogen‐containing
heterocycles
such
as
imidazoles,
thiazoles,
and
oxazoles
play
a
significant
role
in
the
fields
of
biological
pharmaceutical
chemistry.
These
compounds
were
widely
used
for
agrochemical,
pesticide,
medicinal,
industrial
applications.
Due
to
wide
spectrum
structural
diversity
well
activity
N
‐heterocycles,
plethora
reports
on
their
synthesis
have
appeared
last
few
decades.
However,
developments
various
bond‐forming
strategies
C−C,
C−N,
C−O,
C−S,
N−N,
C−H
activation,
been
powerful
synthetic
tool
derive
copious
‐heterocycles.
The
most
prominent
fascinating
imidazole,
thiazole,
oxazoles,
benzimidazole
moieties
by
C−C
C−N
coupling
reactions,
multi‐component
cycloaddition
etc.
are
discussed
this
study.
studies
demonstrated
enormous
potential
methods
accelerating
modern
chemical
establishing
molecular
beauty
through
bonding.
aspects
methodologies,
like
optimized
conditions,
substrate
scope,
mechanistic
investigations,
detail.
Advances in Pharmacological and Pharmaceutical Sciences,
Год журнала:
2024,
Номер
2024, С. 1 - 14
Опубликована: Март 28, 2024
Tuberculosis,
also
known
as
TB,
is
a
widespread
bacterial
infection
that
remains
significant
global
health
issue.
This
study
focuses
on
conducting
thorough
investigation
into
the
synthesis,
evaluation
of
anti-Tb
activity,
molecular
docking,
and
dynamic
simulation
substituted
benzimidazole
derivatives.
A
series
twelve
derivatives
(
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 26, 2025
Herein,
we
describe
the
synthesis
of
a
series
imidazole-fused
1,4-benzoxazepines
using
7-exo-dig
cyclizations.
Two
sets
substrates,
one
containing
disubstituted
alkyne
functional
groups
and
other
featuring
terminal
alkynes,
were
synthesized
by
O-propargylation,
Sonogashira
cross-coupling,
condensation
reactions
between
aldehydes
o-diaminobenzene.
While
substrates
yielded
exocyclic
E/Z
configured
cyclization
products
smoothly,
involving
alkynes
resulted
in
formation
isomeric
with
altered
skeletal
structures,
addition
to
expected
products.
Density
theory
(DFT)
calculations
used
clarify
mechanisms
underlying
these
It
is
suggested
that
unexpected
are
formed
through
intermolecular
O-to-N-propargyl
transfer
reactions,
followed
cyclization,
accordance
Baldwin's
rules.
Furthermore,
this
study
extensively
demonstrates
conversion
endocyclic
base-mediated
1,3-H
shift.
In
the
present
study,
we
explored
potential
of
coumarin-based
compounds,
known
for
their
potent
anticancer
properties,
by
designing
and
synthesizing
a
novel
category
8-methoxycoumarin-3-carboxamides.
Our
aim
was
to
investigate
antiproliferative
activity
against
liver
cancer
cells.
Toward
this,
developed
versatile
synthetic
approach
produce
series
8-methoxycoumarin-3-carboxamide
analogues
with
meticulous
structural
features.
Assessment
demonstrated
significant
inhibitory
effects
on
growth
HepG2
cells,
widely
studied
cell
line.
Among
screened
compound
5
exhibited
most
among
compounds
(IC50
=
0.9
µM),
outperforming
drug
staurosporine
8.4
while
showing
minimal
impact
normal
The
flow
cytometric
analysis
revealed
that
induces
cycle
arrest
during
G1/S
phase
triggers
apoptosis
in
cells
increasing
percentage
arrested
G2/M
pre-G1
phases.
Annexin
V-FITC/PI
screening
further
supported
induction
without
necrosis.
Further,
ability
activate
caspase3/7
protein
substantially
inhibited
β-tubulin
polymerization
Finally,
molecular
modelling
affirmed
high
binding
affinity
toward
active
cavity
protein,
suggesting
its
mechanistic
involvement.
Collectively,
our
findings
highlight
therapeutic
presented
class
coumarin
analogues,
especially
5,
as
promising
candidates
development
effective
anti-hepatocellular
carcinoma
agents.
