Zeitschrift für Naturforschung C,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 13, 2025
Abstract
A
new
series
of
hydrazone
derivatives
(
1a-1l
)
were
prepared
from
a
condensation
reaction
between
different
hydrazide
and
3-formylbenzoic
acid.
Through
the
use
several
spectral
techniques,
such
as
1
H-NMR,
13
C-NMR,
elemental
analysis,
structures
compounds
clarified.
The
crystal
structure
compound
1d
was
obtained
by
single-crystal
X-ray
crystallography.
They
found
to
have
inhibitory
effects
on
anticancer
potentials
human
carbonic
anhydrase
isoforms
I
II.
Compound
be
strongest
inhibitor,
with
IC
50
values
0.133
µM
against
hCA
I.
Also,
1l
showed
highest
activity
3.244
Moreover,
their
cytotoxic
rat
glioma
cell
colon
adeno
carcinoma
lines
evaluated.
According
cytotoxicity
results,
1j
exhibited
HT29
cell,
while
1e
,
1g,
effect
C6
line.
which
carries
methoxy
substituent
at
3
rd
position
phenyl
ring,
effective
both
cancer
cells
ADME/T
properties
molecular
docking
molecules
examined.
Mini-Reviews in Medicinal Chemistry,
Год журнала:
2020,
Номер
20(19), С. 2052 - 2066
Опубликована: Сен. 5, 2020
Sulfonamides
have
been
in
clinical
use
for
many
years,
and
the
development
of
bioactive
substances
containing
sulfonamide
subunit
has
grown
steadily
view
their
important
biological
properties
such
as
antibacterial,
antifungal,
antiparasitic,
antioxidant,
antitumour
properties.
This
review
addresses
medicinal
chemistry
aspects
sulfonamides;
covering
discovery,
structure-
activity
relationship
mechanism
action
antibacterial
class,
well
physico-chemical
pharmacological
associated
with
this
class.
It
also
provides
an
overview
various
activities
inherent
to
sulfonamides,
reporting
research
that
emphasises
importance
group
planning
substances,
a
special
focus
on
potential
The
synthesis
sulfonamides
is
considered
be
simple
diversity
derivatives
from
wide
variety
amines
sulfonyl
chlorides.
non-classical
bioisostere
carboxyl
groups,
phenolic
hydroxyl
groups
amide
groups.
highlights
most
group,
or
related
sulfonylurea,
orientation
towards
other
functional
structural
characteristic
was
observed
molecules
distinct
activities,
demonstrating
clear
structure-activity
sulfonamides.
short
sought
contextualise
discovery
classic
Medicinal
Chemistry
highlighted
emphasised,
order
promote
its
inclusion
future
drugs.
Journal of Enzyme Inhibition and Medicinal Chemistry,
Год журнала:
2021,
Номер
37(1), С. 299 - 314
Опубликована: Дек. 11, 2021
This
research
presents
the
design
and
synthesis
of
a
novel
series
phthalazine
derivatives
as
Topo
II
inhibitors,
DNA
intercalators,
cytotoxic
agents.
In
vitro
testing
new
compounds
against
HepG-2,
MCF-7,
HCT-116
cell
lines
confirmed
their
potent
activity
with
low
IC50
values.
inhibition
intercalating
activities
were
evaluated
for
most
members.
values
determination
demonstrated
inhibitory
affinities
tested
at
micromolar
level.
Amongst,
compound
9d
was
member.
It
inhibited
enzyme
value
7.02
±
0.54
µM
26.19
1.14
µM.
Compound
then
subjected
to
an
in
vivo
antitumor
examination.
tumour
proliferation
reducing
solid
volume
mass.
Additionally,
it
restored
liver
enzymes,
proteins,
CBC
parameters
near-normal,
indicating
remarkable
amelioration
functions
along
histopathological
examinations.
Journal of Enzyme Inhibition and Medicinal Chemistry,
Год журнала:
2020,
Номер
35(1), С. 1616 - 1630
Опубликована: Янв. 1, 2020
Human
health
in
the
current
medical
era
is
facing
numerous
challenges,
especially
cancer.
So,
therapeutic
arsenal
for
cancer
should
be
unremittingly
enriched
with
novel
small
molecules
that
selectively
target
tumour
cells
minimal
toxicity
towards
normal
cells.
In
this
context,
herein
a
new
series
of
3,6-disubstituted
pyridazines
11a–r
has
been
synthesised
and
evaluated
vitro
anticancer
activity.
They
possessed
good
anti-proliferative
action
human
breast
T-47D
(IC50
range:
0.43
±
0.01
−
35.9
1.18
µM)
MDA-MB-231
0.99
0.03
34.59
1.13
cell
lines,
whereas
they
displayed
weak
activity
against
tested
ovarian
line
SKOV-3.
Among
studied
compounds,
methyltetrahydropyran-bearing
pyridazine
11m
emerged
as
unique
submicromolar
growth
inhibitor
reported
both
=
lines.
addition,
biological
results
indicated
11l
exerted
an
efficient
alteration
within
cycle
progression
well
induction
apoptosis
Moreover,
mean
S.
I.
values
13.7
16.1
upon
assessment
their
cytotoxicity
non-tumorigenic
MCF-10A
Furthermore,
silico
study
proposed
CDK2
probable
enzymatic
11,
explored
binding
interactions
vicinity
site.
Subsequently,
11e,
11h,
11l,
were
selected
to
ability
inhibit
CDK2,
where
inhibitory
151,
43.8,
55.6
20.1
nM,
respectively).
Finally,
implied
11
exhibited
not
only
but
also
acceptable
ADME,
physicochemical
druglikeness
properties,
specifically
11m.
Overall
obtained
from
quite
sustained
our
strategy
gave
us
robust
opportunity
further
development
optimisation
scaffold
enrich
safe
CDK
inhibitors.
Journal of Enzyme Inhibition and Medicinal Chemistry,
Год журнала:
2020,
Номер
35(1), С. 1300 - 1309
Опубликована: Янв. 1, 2020
As
a
continuation
for
our
previous
work,
novel
set
of
N-alkylindole-isatin
conjugates
(7,
8a–c,
9
and
10a–e)
is
here
designed
synthesised
with
the
prime
aim
to
develop
more
efficient
isatin-based
antitumor
candidates.
Utilising
SAR
outputs
from
study,
design
based
on
appending
four
alkyl
groups
different
length
(ethyl
n-propyl),
bulkiness
(iso-propyl)
unsaturation
(allyl)
N-1
indole
motif,
subsequent
conjugation
N-unsubstituted
isatin
moieties
furnish
target
conjugates.
planned,
adopted
strategy
achieved
substantial
improvement
in
growth
inhibitory
profile
comparison
reported
lead
VI.
The
best
results
were
obtained
N-propylindole
–5-methylisatin
hybrid
8a
which
displayed
broad
spectrum
anti-proliferative
action
sub-panel
GI50
(MG-MID)
range
1.33
4.23
µM,
promising
full-panel
equals
3.10
at
NCI
five-dose
assay.
Also,
was
able
provoke
cell
cycle
disturbance
apoptosis
breast
T-47D
cells
as
evidenced
by
DNA
flow
cytometry
Annexin
V-FITC/PI
assays.
Furthermore,
exhibited
good
against
regulator
CDK2
protein
kinase
anti-apoptotic
Bcl-2
(IC50=
0.85
±
0.03
0.46
0.02
respectively).
Interestingly,
molecular
docking
active
sites
unveiled
that
N-propyl
group
involved
significant
hydrophobic
interactions.
Taken
together,
suggested
conjugate
further
development
optimisation
an
drug.
ACS Medicinal Chemistry Letters,
Год журнала:
2020,
Номер
11(5), С. 1022 - 1027
Опубликована: Март 18, 2020
Pursuing
our
effort
for
developing
effective
inhibitors
of
the
cancer-related
hCA
IX
isoform,
here
we
describe
synthesis
novel
benzofuran-based
carboxylic
acid
derivatives,
featuring
benzoic
(9a–f)
or
hippuric
(11a,b)
moieties
linked
to
2-methylbenzofuran
5-bromobenzofuran
tails
via
an
ureido
linker.
The
target
acids
were
evaluated
potential
inhibitory
action
against
hCAs
I,
II,
IX,
and
XII.
Superiorly,
benzofuran-containing
derivatives
9b,
9e,
9f
acted
as
submicromolar
with
KIs
=
0.91,
0.79,
0.56
μM,
respectively,
selective
profile
over
off-target
isoforms
I
II
(SIs:
2
>63
4–47,
respectively).
Compounds
examined
their
antiproliferative
human
breast
cancer
(MCF-7
MDA-MB-231)
cell
lines.
In
particular,
9e
displayed
promising
(IC50
2.52
±
0.39
μM),
cycle
disturbance,
pro-apoptotic
actions
in
MDA-MB-231
cells.
