Bulletin of the Chemical Society of Ethiopia,
Journal Year:
2023,
Volume and Issue:
37(4), P. 1003 - 1019
Published: May 12, 2023
ABSTRACT.
Among
oxygen-containing
heterocyclic
compounds
such
as
coumarin
and
azacoumarin
derivatives,
the
scaffold
has
become
an
important
construction
motif
for
developing
new
drugs.
Coumarin
its
derivatives
possess
many
types
of
biological
activities
have
been
reported
to
show
significant
cytotoxic
activity.
N-(6,8-disubstituted
coumarin-3-yl)benzamides
(8a-c)
namely
(3-N-(benzoyl)
aminocoumarin-6-ylmethyl
acetate
(8a);
N-[6-(1-acetylpyrazol-3-yldiazineyl)
coumarin-3-yl]
benzamide
(8b);
N-(8-methoxy-6-bromo-coumarin-3-yl)
(8c),
were
synthesized
via
a
cyclocondensation
reaction
5-(chloromethyl)-2-hydroxybenzaldehyde
(3),
5-(pyrazol-3-yl-diazineyl)-2-hydroxybenzaldehyde
(4),
5-bromo-3-methoxy-
2-hydroxybenzaldehyde
(5)
with
N-benzoylglycine
(7),
in
good
yield.
Treatment
compound
8c
ammonia
presence
anhydrous
potassium
carbonate
yield
N-(5-bromo-8-methoxy-1-azocoumarin-3-yl)
(9).
Compound
(9)
was
acetylated
acetic
anhydride
give
N-(2-acetoxy-5-bromo-8-methoxyquinolin-3-yl)
(10).
N-(substituted
azacoumarin-3-yl)
benzamides
(8-10)
tested
their
vitro
activity
against
(HepG2)
cell
line.
Furthermore,
DNA
flow
cytometry
investigation
over
HepG2
cells
indicated
that
8a
demonstrated
arrest
at
G1/S
stages
cycle
induction
apoptosis
by
rising
pre-G1
stage.
displayed
tubulin
polymerization
inhibition.
KEY
WORDS:
Synthesis,
Coumarin,
Azacoumarin,
Drugs,
Cytotoxicity
Bull.
Chem.
Soc.
Ethiop.
2023,
37(4),
1003-1019.
DOI:
https://dx.doi.org/10.4314/bcse.v37i4.16
ChemistrySelect,
Journal Year:
2024,
Volume and Issue:
9(7)
Published: Feb. 12, 2024
Abstract
Being
an
important
constituent
of
naturally
occurring
heterocyclic
compounds
with
a
myriad
interesting
biological
activities,
the
furocoumarin
motif
has
claimed
vast
interest
in
synthetic
and
medicinal
research.
Designing
organic
synthesis
following
green
sustainable
approach
finds
special
importance
terms
energy
efficiency,
cost‐effectiveness
hence
becoming
domain
research
recent
past.
The
methodologies
for
presented
here
particularly
include
strategies
developed
under
microwave
irradiation,
solvent‐free
conditions
or
uses
solvent,
metal‐free
routes,
room
temperature
mediated
one‐pot
MCR
reactions.
This
review
article
attempts
to
highlight
advances
furocoumarins
along
general
aspects
like
natural
occurrence,
activities
this
particular
scaffold.
Molecules,
Journal Year:
2024,
Volume and Issue:
29(12), P. 2748 - 2748
Published: June 9, 2024
3,4-Fused
pyrrolocoumarins,
synthetically
prepared
or
naturally
occurring,
possess
interesting
biological
properties.
In
this
review,
the
synthetic
strategies
for
synthesis
of
title
compounds
are
presented
along
with
their
activities.
Two
routes
followed
that
synthesis.
one,
pyrrole
ring
is
formed
from
coumarin
derivatives,
such
as
aminocoumarins
other
coumarins.
approach,
pyranone
moiety
built
an
existing
derivative
through
simultaneous
formation
and
frameworks.
The
above
syntheses
achieved
via
1,3-dipolar
cycloaddition
reactions,
Michael
reaction,
aza-Claisen
rearrangement
multi-component
reactions
(MCR),
well
metal-catalyzed
reactions.
Pyrrolocoumarins
present
cytotoxic,
antifungal,
antibacterial,
α-glucosidase
inhibition,
antioxidant,
lipoxygenase
(LOX)
fluorescent
activities,
benzodiazepine
receptor
ability.
Food Chemistry Molecular Sciences,
Journal Year:
2023,
Volume and Issue:
8, P. 100187 - 100187
Published: Dec. 14, 2023
The
synthetic
pathways
of
some
phenolics
compounds
in
asparagus
have
been
reported,
however,
the
diversified
including
their
modification
and
transcription
regulation
remains
unknown.
Thus,
multi-omics
strategies
were
applied
to
detect
profiles,
contents,
screen
key
genes
for
biosynthesis
asparagus.
A
total
437
compounds,
among
which
204
105
flavonoids
82
phenolic
acids
detected
with
fluctuated
concentrations
roots
(Rs),
spears
(Ss)
flowering
twigs
(Fs)
both
green
purple
cultivars.
Based
on
profiles
contents
correlated
gene
expressions
screened
enzymes
regulatory
TFs,
a
full
pathway
was
proposed
first
time,
essential
future
breeding
scaled
healthy
production
using
biological
strategies.
Journal of dental hygiene science,
Journal Year:
2024,
Volume and Issue:
24(2), P. 84 - 96
Published: June 28, 2024
Other
SectionsAbstractIntroductionMaterials
and
MethodsResults
DiscussionAcknowledgementsConflict
of
interestEthical
approvalAuthor
contributionsFundingData
availabilityReference
Antioxidants,
Journal Year:
2024,
Volume and Issue:
13(10), P. 1198 - 1198
Published: Oct. 3, 2024
A
series
of
16
(hetero)aryl
compounds
based
on
coumarin
and
equol
has
been
efficiently
synthesized
by
exploring
the
palladium-catalyzed
Suzuki
cross-coupling
reactions.
Polyphenol
(4-methyl-7-hydroxy
coumarin)
was
initially
converted
to
corresponding
imidazylate
then
subjected
coupling
reaction
with
4-methoxyphenylboronic
acid
obtain
coupled
product.
This
modified
approach
later
developed
into
a
one-pot
methodology
directly
reacting
polyphenol
1,1-sulfonyldiimidazole
(SDI)
boronic
in
situ
product
one
step.
Moreover,
an
array
(poly)phenols
were
diverse
this
optimized
step-economic
protocol.
The
screening
their
potential
antioxidant
activities
2,2-diphenyl-1-picrylhydrazyl
(DPPH)
assay.
In
our
investigation,
International Journal of Molecular Sciences,
Journal Year:
2024,
Volume and Issue:
25(24), P. 13301 - 13301
Published: Dec. 11, 2024
Respiratory
syncytial
virus
(RSV)
is
one
of
the
most
prevalent
viruses
that
causes
severe
acute
lower
respiratory
tract
infections
(ALRTIs)
in
elderly
and
young
children.
There
no
specific
drug
to
treat
RSV,
only
a
broad-spectrum
antiviral,
ribavirin,
which
used
critical
cases.
Our
research
group
investigating
antiviral
agents
natural
origin,
such
as
coumarins
flavonoids,
may
help
reduce
or
prevent
RSV
infection.
The
cytotoxic
concentrations
hesperetin
were
tested
on
A549
HEp-2
cells
inhibition
tests
80%
viable.
anti-RSV
action
molecules
was
analyzed
HBE
cell
cultures
infected
with
RSV-luc
rgRSV.
We
also
encapsulated
compounds
using
β-cyclodextrin
improve
permeability
solubility
molecules.
Esculetin
4-methyl
inhibited
rgRSV
effectively
after
24
hpi,
when
they
encapsulated,
coumarin,
esculetin,
presented
against
culture.
inhibit
replication
culture
even
manage
overcome
mucus
barriers
cultures,
essential
for
some
enter
therefore
reach
their
targets.
Molecules,
Journal Year:
2023,
Volume and Issue:
28(24), P. 8153 - 8153
Published: Dec. 18, 2023
Kitagawia
praeruptora
(Dunn)
Pimenov,
commonly
known
as
Qianhu
in
China,
is
a
widely
used
folk
Chinese
herbal
medicine.
This
article
reviews
its
botanical
traits,
ethnopharmacology,
cultivation
techniques,
identification,
phytochemical
compositions,
and
pharmacological
effects.
Over
70
coumarin
compounds,
including
simple
coumarins,
pyranocoumarins,
furanocoumarins,
have
been
isolated
within
this
plant.
Additionally,
K.
contains
other
components
such
flavonoids,
fatty
acids,
benzoic
sterols.
information
highlights
the
importance
of
utilizing
active
ingredients
excavating
With
remarkable
versatility,
exhibits
wide
range
It
has
found
to
possess
expectorant
bronchodilator
properties,
cardiovascular
protection,
antimicrobial
antioxidant
activities,
anti-tumor
effects,
even
antidiabetic
properties.
recommended
focus
on
development
new
drugs
that
leverage
explore
potential
for
clinical
applications
holistic
utilization.
Bulletin of the Chemical Society of Ethiopia,
Journal Year:
2023,
Volume and Issue:
37(4), P. 1003 - 1019
Published: May 12, 2023
ABSTRACT.
Among
oxygen-containing
heterocyclic
compounds
such
as
coumarin
and
azacoumarin
derivatives,
the
scaffold
has
become
an
important
construction
motif
for
developing
new
drugs.
Coumarin
its
derivatives
possess
many
types
of
biological
activities
have
been
reported
to
show
significant
cytotoxic
activity.
N-(6,8-disubstituted
coumarin-3-yl)benzamides
(8a-c)
namely
(3-N-(benzoyl)
aminocoumarin-6-ylmethyl
acetate
(8a);
N-[6-(1-acetylpyrazol-3-yldiazineyl)
coumarin-3-yl]
benzamide
(8b);
N-(8-methoxy-6-bromo-coumarin-3-yl)
(8c),
were
synthesized
via
a
cyclocondensation
reaction
5-(chloromethyl)-2-hydroxybenzaldehyde
(3),
5-(pyrazol-3-yl-diazineyl)-2-hydroxybenzaldehyde
(4),
5-bromo-3-methoxy-
2-hydroxybenzaldehyde
(5)
with
N-benzoylglycine
(7),
in
good
yield.
Treatment
compound
8c
ammonia
presence
anhydrous
potassium
carbonate
yield
N-(5-bromo-8-methoxy-1-azocoumarin-3-yl)
(9).
Compound
(9)
was
acetylated
acetic
anhydride
give
N-(2-acetoxy-5-bromo-8-methoxyquinolin-3-yl)
(10).
N-(substituted
azacoumarin-3-yl)
benzamides
(8-10)
tested
their
vitro
activity
against
(HepG2)
cell
line.
Furthermore,
DNA
flow
cytometry
investigation
over
HepG2
cells
indicated
that
8a
demonstrated
arrest
at
G1/S
stages
cycle
induction
apoptosis
by
rising
pre-G1
stage.
displayed
tubulin
polymerization
inhibition.
KEY
WORDS:
Synthesis,
Coumarin,
Azacoumarin,
Drugs,
Cytotoxicity
Bull.
Chem.
Soc.
Ethiop.
2023,
37(4),
1003-1019.
DOI:
https://dx.doi.org/10.4314/bcse.v37i4.16
