Asian Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 10, 2025
Abstract
Through
the
Buchwald‐Hartwig
cross‐coupling
reaction,
we
successfully
coupled
2′‐bromo
five‐membered
heterocyclic
ester
derivative
with
2‐aminopyridine
derivative,
and
carried
out
an
intramolecular
cyclization
reaction
to
synthesize
quinazolinone
derivatives
substituted
fived‐membered
heterocycle.
Using
Pd(OAc)
2
as
catalyst
Xantphos
ligand,
synthesized
heterocycle‐fused
23
different
aminopyridines,
well
thiazole,
imidazole,
thiophene,
pyrrole,
pyrazole,
yields
from
7–99
%.
To
further
expand
diversity
of
rings,
used
m
CPBA
oxidize
methylsulfide
at
2‐position
thiazole
a
sulfone
group,
then
optimized
desulfonative
nucleophilic
substitution
using
variety
nucleophiles.
This
allowed
for
11
nucleophiles,
resulting
in
construction
library
37
heterocycles.
ACS Omega,
Journal Year:
2023,
Volume and Issue:
8(7), P. 6234 - 6243
Published: Feb. 8, 2023
Polyhydroquinoline
derivatives
(1-15)
were
synthesized
through
an
unsymmetrical
Hantzsch
reaction
in
excellent
yields
by
treating
3,5-dibromo-4-hydroxybenzaldehyde,
dimedone,
ammonium
acetate,
and
ethyl
acetoacetate
ethanol
solvent.
The
structures
of
the
compounds
deduced
different
spectroscopic
techniques
such
as
1H
NMR,
13C
HR-ESI-MS.
products
tested
for
their
α-glucosidase
inhibitory
activity
where
11
(IC50=
0.56
±
0.01
μM),
10
0.94
4
1.47
2
2.20
0.03
6
12
2.22
0.07
7
2.76
0.04
9
2.78
3
2.88
0.05
μM)
exhibited
high
potential
inhibition
α-glucosidase,
while
rest
(8,
5,
14,
15,
13)
showed
significant
with
IC50
values
3.13
0.10,
3.34
0.06,
4.27
0.13,
6.34
0.15,
21.37
0.61
μM,
respectively.
Among
series,
two
compounds,
i.e.,
10,
potent
higher
than
standard.
All
compared
standard
drug
"acarbose"
(IC50
=
873.34
1.67
μM).
An
silico
method
was
used
to
predict
mode
binding
within
active
site
enzyme
understand
mechanism
inhibition.
Our
observation
complements
experimental
results.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(8), P. 5250 - 5265
Published: March 30, 2024
The
synthesis,
characterization,
and
catalytic
application
of
a
new
phosphine-free,
well-defined,
water-soluble,
air-stable
Mn(II)-catalyst
[Mn(L)(H2O)2Cl](Cl)
([1]Cl)
featuring
1,10-phenanthroline
based
tridentate
pincer
ligand,
2-(1H-pyrazol-1-yl)-1,10-phenanthroline
(L),
in
dehydrogenative
functionalization
alcohols
to
various
N-heterocycles
such
as
quinazolin-4(3H)-ones,
quinolines,
quinoxalines
are
reported
here.
A
wide
array
multisubstituted
quinazolin-4(3H)-ones
were
prepared
water
under
air
following
two
pathways
via
the
coupling
with
2-aminobenzamides
2-aminobenzonitriles,
respectively.
2-Aminobenzyl
alcohol
ketones
bearing
active
methylene
group
used
partners
for
synthesizing
quinoline
derivatives,
quinoxaline
derivatives
by
vicinal
diols
1,2-diamines.
In
all
cases,
reaction
proceeded
smoothly
using
our
[1]Cl
air,
affording
desired
satisfactory
yields
starting
from
cheap
readily
accessible
precursors.
Gram-scale
synthesis
compounds
indicates
industrial
relevance
synthetic
strategy.
Control
experiments
performed
understand
unveil
plausible
mechanism.
ChemistrySelect,
Journal Year:
2024,
Volume and Issue:
9(23)
Published: June 18, 2024
Abstract
A
series
of
Tetrazole
derivatives
containing
pyrrole‐2,5‐dione
groups
(
5
a
–
e
)
were
synthesized
and
comprehensively
characterized
using
HRMS,
FT‐IR,
1
H−,
13
C‐NMR
spectroscopic
techniques.
These
compounds
evaluated
for
their
ability
to
inhibit
urease
activity
in
vitro
,
demonstrating
remarkable
inhibitory
potential
with
IC
50
values
ranging
from
4.325±1
18.28±1
μM,
surpassing
the
standard
thiourea
(IC
=17.386±1
μM).
Notably,
b
=4.325±1
μM),
=7.411±1
c
=9.313±1
=10.46±1
μM)
exhibited
notably
higher
compared
thiourea.
In
our
exploration
structure‐activity
relationship
(SAR),
we
investigated
impact
differently
substituted
aryl
rings
on
potential.
Our
results
highlight
crucial
role
substituent
positioning
ring,
independent
nature
substituents.
Additionally,
computational
studies
conducted
all
compounds,
supporting
experimental
findings.
Molecular
docking
simulations
revealed
strong
correlation
between
biological
evaluation
predictions,
affirming
promising
compounds.
Journal of Biomolecular Structure and Dynamics,
Journal Year:
2023,
Volume and Issue:
42(2), P. 848 - 862
Published: April 6, 2023
Parietin
was
isolated
from
Xanthoria
parietina
(L.)
Th.
Fr.'
(methanol:chloroform)
extract,
using
a
silica
column.
13
C
NMR
and
1H
were
used
to
confirm
the
structure
of
parietin.
For
first
time,
parietin
investigated
for
its
antioxidant,
antibacterial
DNA
protective
activities.
Molecular
docking
carried
out
determine
binding
affinity
interactions
between
enzymes
our
molecule.
Inhibition
kinetic
mechanism
studies
action
performed
too.
exhibited
high
metal
chelating
activity.
The
MIC
values
sufficient
inhibit
different
bacterial
strains;
E.
coli,
P.
aeruginosa,
K.
pneumoniae
S.
aureus.
applications
that
acetylcholinesterase
(AChE),
butyrylcholinesterase
(BChE),
lipase,
tyrosinase
have
potential
with
Especially,
parietin's
highest
recorded
AChE
tyrosinase.
These
results
confirmed
by
inhibition
kinetics
results,
where,
observed
potent
an
IC50
0.013-0.003
µM.
Moreover,
acts'
as
non-competitive
inhibitor
against
AChE,
BChE,
competitive
rate
stability.
promising
biological
properties
revealed
effectiveness
in
terms
suitability
food
pharmaceutical
industries.
