Abstract
Herein,
we
have
devised
a
metal‐free
stereoselective
protocol
mediated
by
selectfluor
for
the
dibromination
of
sugar
enol‐ethers
and
monobromination
heterocyclic
compounds.
The
glycals
was
achieved
within
5
minutes
at
room
temperature
with
excellent
yields.
tolerance
various
protecting
groups
such
as
acetyl,
benzyl,
silyl
in
sugars
checked.
When
same
reagent
system
applied
to
substituted
indoles
chromones
3‐brominated
products
were
obtained
but
elevated
temperatures.
synthetic
utility
methodology
demonstrated
using
brominated
synthesize
3‐aryl
isoflavones
respectively
via
Suzuki‐Miyura
cross‐coupling
reactions.
Molecules,
Год журнала:
2024,
Номер
29(11), С. 2574 - 2574
Опубликована: Май 30, 2024
Isoflavones
are
a
class
of
natural
products
that
exhibit
wide
range
interesting
biological
properties,
including
antioxidant,
hepatoprotective,
antimicrobial,
and
anti-inflammatory
activities.
Scandenone
(1),
osajin
(2),
6,8-diprenylgenistein
(3)
prenylated
isoflavones
share
the
same
polyphenol
framework.
In
this
research,
key
intermediate
15
was
used
for
synthesis
1–3,
establishing
stereoselective
synthetic
method
both
linear
angular
pyran
isoflavones.
The
antibacterial
activities
1–3
were
also
evaluated,
all
them
displayed
good
activity
against
Gram-positive
bacteria.
Among
them,
2
most
potent
one
MRSA,
with
MIC
value
μg/mL,
SEM
assay
indicated
bacterial
cell
membranes
MRSA
E.
faecalis
could
be
disrupted
by
2.
These
findings
suggest
type
isoflavone
serve
as
lead
development
novel
agents
treatment
infections.
Natural Product Reports,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
The
review
is
on
synthesis
of
different
classes
isoflavonoids
that
include
isoflavones,
isoflavanones,
isoflavans,
isoflavenes,
pterocarpans,
rotenoids,
coumaronochromones,
and
coumestans.
Advanced Science,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 13, 2025
Abstract
Isoflavonoids
represent
a
privileged
scaffold
among
various
bioactive
natural
products,
rendering
their
structural
diversification
through
green
synthesis
and
subsequent
biological
evaluations
compelling
research
area.
In
this
study,
an
NHC
organocatalytic
radical
acylalkylation
of
1,3‐enynes
using
salicylaldehydes
is
presented,
followed
by
cascade
intramolecular
annulation,
yielding
series
fluorinated
isoflavone
derivatives
with
substantial
yields
under
environmental‐friendly
conditions.
This
approach,
distinguished
its
excellent
modularity
high
functional
group
tolerance,
represents
unprecedented
1,3,4‐trifunctionalization
designed
for
the
isoflavones
in
single
step.
Furthermore,
it
demonstrated
that
these
synthesized
isoflavonoids
effectively
suppress
proliferation
breast
cancer
cells,
most
potent
compound
8
also
inhibiting
migration
MDA‐MB‐231
cells.
Journal of Natural Products,
Год журнала:
2023,
Номер
86(6), С. 1520 - 1528
Опубликована: Май 30, 2023
Ficucaricone
D
(1)
and
its
4′-demethyl
congener
2
are
isoflavones
isolated
from
fruits
of
Ficus
carica
that
share
a
5,7-dimethoxy-6-prenyl-substituted
A-ring.
Both
natural
products
were,
for
the
first
time,
obtained
by
chemical
synthesis
in
six
steps,
starting
2,4,6-trihydroxyacetophenone.
Key
steps
microwave-promoted
tandem
sequence
Claisen-
Cope-rearrangements
to
install
6-prenyl
substituent
Suzuki–Miyaura
cross
coupling
installing
B-ring.
By
using
various
boronic
acids,
non-natural
analogues
become
conveniently
available.
All
compounds
were
tested
cytotoxicity
against
drug-sensitive
drug-resistant
human
leukemia
cell
lines,
but
found
be
inactive.
The
also
antimicrobial
activities
panel
eight
Gram-negative
two
Gram-positive
bacterial
strains.
Addition
efflux
pump
inhibitor
phenylalanine-arginine-β-naphthylamide
(PAβN)
significantly
improved
antibiotic
activity
most
cases,
with
MIC
values
as
low
2.5
μM
improvement
factors
high
128-fold.
Chemistry & Biodiversity,
Год журнала:
2023,
Номер
20(8)
Опубликована: Июль 21, 2023
QSAR
analysis
of
previously
synthesized
and
nature-inspired
virtual
isoflavone-cytisine
hybrids
against
the
HEp-2
laryngeal
carcinoma
cell
lines
was
performed
using
OCHEM
web
platform.
The
validation
models
an
external
test
set
proved
that
can
be
used
to
predict
activity
newly
designed
compounds
such
as
8-cytisinylmethyl
derivatives
5,7-
6,7-dihydroxyisoflavones.
synthetic
procedure
for
selective
aminomethylation
5,7-dihydroxyisoflavones
with
cytisine
developed.
In
vitro
testing
identified
compound
7
f
cisplatin-level
cytotoxicity
10
which
twice
active
than
cisplatin
after
72
h
incubation.
