Angewandte Chemie,
Год журнала:
2023,
Номер
136(5)
Опубликована: Ноя. 30, 2023
Abstract
Azomethine
imines,
as
a
prominent
class
of
1,3‐dipolar
species,
hold
great
significance
and
potential
in
organic
medicinal
chemistry.
However,
the
reported
synthesis
centrally
chiral
azomethine
imines
relies
on
kinetic
resolution,
construction
axially
remains
unexplored.
Herein,
we
present
through
copper‐
or
phosphoric
acid
catalyzed
ring‐closure
reactions
N
′‐(2‐alkynylbenzylidene)hydrazides,
showcasing
high
efficiency,
mild
conditions,
broad
substrate
scope,
excellent
enantioselectivity.
Furthermore,
biological
evaluation
revealed
that
synthesized
effectively
protect
dorsal
root
ganglia
(DRG)
neurons
by
inhibiting
apoptosis
induced
oxaliplatin,
offering
promising
therapeutic
approach
for
chemotherapy‐induced
peripheral
neuropathy
(CIPN).
Remarkably,
(
S
)‐
R
)‐atropisomers
displayed
distinct
neuroprotective
activities,
underscoring
axial
stereochemistry.
Journal of the American Chemical Society,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 5, 2025
We
herein
report
a
regioselective
synthesis
of
the
benzo[c]chromenol
core
via
cationic
rhodium-catalyzed
[2
+
2
2]
cycloaddition
1,7-enynes
with
tetrolic
acid
derivatives.
With
selection
an
appropriate
ligand,
both
regioisomers
could
be
obtained
in
excellent
regiomeric
ratio
and
enantiomeric
excess.
The
regioselectivity
was
governed
by
different
factors,
which
suggested
computational
studies.
Furthermore,
asymmetric
axially
chiral
cannabinol
bioisostere
candidate
achieved
transformation
from
central
chirality
to
axial
chirality.
Demonstration
natural
compound
also
depicted.
Organic Letters,
Год журнала:
2024,
Номер
26(4), С. 917 - 921
Опубликована: Янв. 18, 2024
A
chiral
carbene-catalyzed
chemo-
and
enantioselective
reaction
with
racemic
biaryl
aldehydes
α-bromoenals
is
developed
for
access
to
axially
2-arylbenzaldehydes
through
atroposelective
dynamic
kinetic
resolution
(DKR)
processes.
This
DKR
strategy
can
tolerate
a
broad
scope
of
substrates
diverse
functionalities.
The
2-aryl
benzaldehyde
products
generally
afford
moderate
good
yields
enantioselectivities.
molecules
afforded
from
the
current
approach
are
variable
simple
transformations
functional
excellent
optical
purities.
Inorganic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 28, 2025
Homochiral
porous
metal-organic
frameworks
(HMOFs)
are
highly
promising
as
enantioselective
adsorbents.
However,
reports
on
HMOFs,
especially
those
with
high
stability,
still
scarce,
restricting
their
applications
in
enantioseparation,
particularly
the
resolution
of
reactive
amines
important
pharmaceutical
value,
which
can
potentially
dissociate
MOF
structures.
Synthesizing
new
and
stable
chiral
MOFs
remains
an
urgent
task
for
current
development.
In
this
study,
a
robust
Cr-MOF,
Cr-SXU-5,
has
been
constructed
using
S-1,1-bi-2-naphthol
(BINOL)
chirality
source
by
converting
corresponding
Fe-MOFs,
Fe-SXU-5,
through
solvent-assisted
metal
metathesis
under
mild
conditions.
contrast
to
vulnerable
Cr-SXU-5
exhibited
stability
various
conditions,
including
exposure
3
M
HCl
pH
=
12
NaOH
aqueous
solutions.
The
results
demonstrated
that
not
only
exhibits
good
adsorption
selectivity
CO2/N2
(15/85)
C2H2/CO2
(50/50)
but
also
effectively
separate
several
amines,
3-methylbutan-2-amine,
achieving
enantiomeric
excess
(ee)
value
over
99.3%,
is
highest
among
reported
HMOFs.
Furthermore,
showed
excellent
recyclability,
maintaining
its
separation
efficiency
structural
integrity
multiple
cycles.
Molecules,
Год журнала:
2023,
Номер
28(16), С. 6149 - 6149
Опубликована: Авг. 20, 2023
Dermatological
diseases
pose
a
significant
burden
on
the
quality
of
life
individuals
and
can
be
challenging
to
treat
effectively.
In
this
aspect,
cannabinoids
are
gaining
increasing
importance
due
their
therapeutic
potential
in
various
disease
entities
including
skin
diseases.
synthetic
review,
we
comprehensively
analyzed
existing
literature
field
dermatological
applications
lesser-known
subgroup
cannabinoids,
so-called
minor
such
as
cannabidivarin
(CBDV),
cannabidiforol
(CBDP),
cannabichromene
(CBC),
tetrahydrocannabivarin
(THCV),
cannabigerolic
acid
(CBGA),
cannabigerol
(CBG),
cannabielsoin
(CBE),
cannabimovone
(CBM)
or
cannabinol
(CBN),
while
drawing
attention
unique
pharmacological
properties.
We
systematically
searched
available
databases
for
relevant
studies
data
provide
an
overview
current
thematic
knowledge.
looked
through
full-text,
bibliographic
factographic
databases,
especially
Scopus,
Web
Science,
PubMed,
Polish
Scientific
Journals
Database,
selected
most
papers.
Our
review
highlights
that
exhibit
diverse
activities,
anti-inflammatory,
analgesic,
antimicrobial,
anti-itch
Several
have
reported
efficacy
mitigating
symptoms
associated
with
psoriasis,
eczema,
acne,
pruritus.
Furthermore,
shown
regulating
sebum
production,
crucial
factor
acne
pathogenesis.
The
findings
suggest
hold
promise
management
Further
preclinical
clinical
investigations
warranted
elucidate
mechanisms
action,
determine
optimal
dosage
regimens,
assess
long-term
safety
profiles.
Incorporating
into
therapies
could
potentially
offer
novel
treatment
options
patients
improve
overall
well-being.
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
63(5)
Опубликована: Ноя. 30, 2023
Azomethine
imines,
as
a
prominent
class
of
1,3-dipolar
species,
hold
great
significance
and
potential
in
organic
medicinal
chemistry.
However,
the
reported
synthesis
centrally
chiral
azomethine
imines
relies
on
kinetic
resolution,
construction
axially
remains
unexplored.
Herein,
we
present
through
copper-
or
phosphoric
acid
catalyzed
ring-closure
reactions
N'-(2-alkynylbenzylidene)hydrazides,
showcasing
high
efficiency,
mild
conditions,
broad
substrate
scope,
excellent
enantioselectivity.
Furthermore,
biological
evaluation
revealed
that
synthesized
effectively
protect
dorsal
root
ganglia
(DRG)
neurons
by
inhibiting
apoptosis
induced
oxaliplatin,
offering
promising
therapeutic
approach
for
chemotherapy-induced
peripheral
neuropathy
(CIPN).
Remarkably,
(S)-
(R)-atropisomers
displayed
distinct
neuroprotective
activities,
underscoring
axial
stereochemistry.
