Novel Aryl Substituted sulfonyl piperazine derivatives: Tandem one-pot multi component synthesis via palladium catalyzed Suzuki-Miyaura cross coupling, structure studies and evaluation of anticancer activity
Abstract
Novel
N,N -substituted
biphenyl
sulfonyl
piparazines
were
synthesized
through
a
tandem
one-pot
reaction
of
N- substituted
with
p -bromosulfonyl
chloride
in
DCM,
followed
by
the
palladium
catalyzed
cross
coupling
aryl
boronic
acids
at
room
temperature
and
atmospheric
pressure.
The
N -p -bromosulfonylpiparazine
intermediate
was
isolated
crystals
obtained
slow
evaporation
technique
subjected
to
single
crystal
diffraction
studies
get
structural
insights.
study
revealed
crystallization
triclinic
lattice
P1
space
group
each
asymmetric
unit
comprising
two
molecules
A
&
B
nonplanar
geometry.
piperazine
ring
molecule
seen
have
puckering
environment
Chair
conformation.
Hirshfeld
surfaces
mapped
on
d norm
property
two-dimensional
fingerprint
graphs
provided
types
extent
contribution
intermolecular
interaction
present
crystal.
relevant
H…H,
H…C,
H…O,
H…Br
be
main
forces
leading
intermediate.
novel
N -sulfonyl
compounds
Suzuki-Miyaura
isolated,
characterized
insilico
invitro
anticancer
investigations.
Biological
activity
prediction
in-silico
ADMET
analysis
performed
using
Swiss
ADME
ProTox-II
tools
gave
an
insight
into
pharmacokinetic
properties
safety
profiles
molecules.
Synthesized
predicted
high
gastrointestinal
absorption
termed
safe
for
organ
toxicity
parameters.
Also,
molecular
docking
conducted
Autodock
Vina
Discovery
Studio
predict
analyse
binding
affinity
survivin
protein
human
B-DNA.
Compound
5a
showed
highest
-8.2
kcal/mol
survivin.
Docking
5
DNA
-9.6
kcal/mol.
In
addition,
cytotoxic
effect
U87
(glioblastoma)
OVCAR3
(ovarian
carcinoma)
cell
lines,
MTT
assay
demonstrated
appreciable
results,
suggesting
them
as
prospective
candidates
agents.

Research Square (Research Square), Год журнала: 2025, Номер unknown
Опубликована: Фев. 7, 2025
Язык: Английский