ChemistrySelect,
Journal Year:
2021,
Volume and Issue:
6(11), P. 2658 - 2677
Published: March 17, 2021
Abstract
‘Indane′
and
its
analogues
indene,
1‐indenone,
1,3‐indandione
present
an
attractive
biological
profile
for
the
rational
development
of
therapeutic
molecules.
The
indane/
indene
moieties
contain
aromatic
benzene
ring
fused
with
aliphatic
cyclopentane/
cyclopentene
ring,
which
provides
a
rigid
bicyclic
ring‐framework
enriched
diverse
chemical
properties.
multifarious
possibilities
varying
substituent
pattern
on
these
systems
enable
extensive
appraisal
structure‐activity
relationship
analysis
rationally
designed
molecules
deliberated
at
their
molecular
targets.
Indane
serve
as
useful
scaffolds
efficacious
pharmaceuticals
commercial
drugs,
including
Indinavir,
Sulindac,
donepezil;
whereas
pharmacophores
based
indane
moiety
such
Aminoindanes
Indanedione
contribute
towards
neuroleptics
neuroprotective
Similarly,
Indane‐carboxamide
derivatives
robust
candidature
CGRP
receptor
antagonists,
while
substituted
analogue
Indene
privileged
anticancer
therapeutics
by
targeting
multifaceted
oncologic
pathways.
Besides,
natural
product
perspective
drug
candidates
marked
review
summarizes
medicinal
chemistry
aspects
nucleus
anticancer,
anti‐inflammatory,
agents
coherent
impending
therapeutics.
Biomedicines,
Journal Year:
2023,
Volume and Issue:
11(8), P. 2201 - 2201
Published: Aug. 4, 2023
Anticoagulants
prevent
the
blood
from
developing
coagulation
process,
which
is
primary
cause
of
death
in
thromboembolic
illnesses.
Phenindione
(PID)
a
well-known
anticoagulant
that
rarely
employed
because
it
totally
prevents
coagulation,
can
be
life-threatening
complication.
The
goal
current
study
to
synthesize
drug-loaded
Ag
NPs
slow
down
process.
Methods:
A
rapid
synthesis
and
stabilization
silver
nanoparticles
as
drug-delivery
systems
for
phenindione
were
applied
first
time.
Results:
Several
methods
are
used
determine
size
resulting
NPs.
Additionally,
drug-release
capabilities
established.
Density
functional
theory
(DFT)
calculations
performed
time
indicate
nature
interaction
between
PID
nanostructures.
DFT
findings
supported
galactose-loaded
nanostructure
could
proper
delivery
system
phenindione.
characterized
vitro
their
antimicrobial,
cytotoxic,
activities,
ex
vivo
spasmolytic
activity.
obtained
data
confirmed
experiments.
Drug-loaded
showed
prothrombin
(PT,
sec)
activated
partial
thromboplastin
(APTT,
approximately
1.5
times
longer
than
normal
values,
while
itself
stopped
at
all.
This
make
PID-loaded
better
therapeutic
anticoagulants.
was
compared
activity,
cytotoxicity.
All
experiments
results.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(16), P. 11562 - 11580
Published: July 27, 2023
Diverse
functionalized
dihydrobenzofuran
spiro-indanedione-oxindole
scaffolds
were
conveniently
synthesized
by
base-promoted
cyclization
reaction
of
Morita-Baylis-Hillman
(MBH)
carbonates
isatins
and
2-(o-hydroxybenzylidene)-1,3-indanediones.
The
two
diastereomeric
dispiro[indene-2,1'-cyclopenta[b]benzofuran-2',3″'-indolines]
could
be
selectively
using
DABCO
or
DMAP
as
a
base
promoter.
More
importantly,
facilitated
the
annulation
MBH
formates
2-(o-hydroxybenzylidene)-1,3-indanediones
selectively,
resulting
in
spiro[cyclopropa[c]chromene-1,2'-indene]-1',3'-diones
dispiro[indene-2,1'-cyclopenta[b]benzofuran-2',3″'-indolines].
Additionally,
similar
with
maleimides
afforded
dispiro[indene-2,5'-benzofuro[2',3':1,5]cyclopenta[1,2-c]pyrrole-4',3″'-indolines]
high
yields
diastereoselectivity.
Angewandte Chemie International Edition,
Journal Year:
2022,
Volume and Issue:
62(1)
Published: Nov. 2, 2022
A
novel
class
of
highly
activated
donor-acceptor
cyclopropanes
bearing
only
a
single,
vinylogous
acceptor
is
presented.
These
strained
moieties
readily
undergo
cycloadditions
with
aldehydes,
ketones,
thioketones,
nitriles,
naphth-2-ols
and
various
other
substrates
to
yield
the
corresponding
carbo-
heterocycles.
Diastereocontrol
can
be
achieved
through
choice
catalyst
(Brønsted
or
Lewis
acid).
The
formation
tetrahydrofurans
was
shown
enantiospecific
when
chiral
are
employed.
series
mechanistic
kinetic
experiments
conducted
elucidate
plausible
catalytic
cycle
rationalize
stereochemical
outcome.
Molecules,
Journal Year:
2022,
Volume and Issue:
27(18), P. 5976 - 5976
Published: Sept. 14, 2022
Indane-1,3-dione
is
a
versatile
building
block
used
in
numerous
applications
ranging
from
biosensing,
bioactivity,
bioimaging
to
electronics
or
photopolymerization.
In
this
review,
an
overview
of
the
different
chemical
reactions
enabling
access
scaffold
but
also
most
common
derivatives
indane-1,3-dione
are
presented.
Parallel
this,
which
indane-1,3-dione-based
structures
have
been
presented,
evidencing
versatility
structure.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(24), P. 17181 - 17196
Published: Nov. 28, 2023
A
convenient
synthetic
protocol
for
regioselective
and
diastereoselective
construction
of
complex
dispiro-indanone-fluorenone-oxindole
motifs
was
developed
by
the
base-promoted
annulation
reaction
bindone
MBH
carbonates
isatins
adjusting
conditions.
DABCO
promoted
in
DCM
at
room
temperature,
affording
dispiro[indene-2,4′-fluorene-1′,3″-indoline]
derivatives
good
yields
with
high
diastereoselectivity.
Triethylamine
two
molecular
1,3-indanediones
esters
ethanol
elevated
temperature
selectively
gave
dispiro[indene-2,4′-fluorene-3′,3″-indolines]
moderate
yields.
However,
triethylamine
excess
refluxing
ethanol,
Z-isomer
as
major
product
E-isomer
minor
product.
New Journal of Chemistry,
Journal Year:
2021,
Volume and Issue:
45(10), P. 4545 - 4568
Published: Jan. 1, 2021
Transition
metal-catalyzed
carbon–carbon
bond
forming
reactions
are
a
well
accepted
strategy
for
the
synthesis
of
organic
compounds.
This
review
gives
brief
update
on
transition-metal-catalyzed
annulations
to
construct
1-indanone
scaffolds.
The Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
86(21), P. 14705 - 14719
Published: Oct. 18, 2021
A
DABCO-promoted
annulation
reaction
of
bindone
([1,2′-biindenylidene]-1′,3,3′-trione)
and
3-methyleneoxindoles
showed
very
interesting
molecular
diversity
under
different
conditions.
The
base-promoted
3-phenacylideneoxindoles
in
DCM
at
room
temperature
afforded
spiro[indeno[1,2-a]fluorene-5,3′-indoline]
derivatives
good
yields
with
high
diastereoselectivity.
However,
the
similar
2-(2-oxoindolin-3-ylidene)
acetates
resulted
Z/E-isomeric
spiro[indeno[1,2-a]fluorene-5,3′-indolines]
diastereomeric
ratios
2:1
to
10:1.
On
other
hand,
acetonitrile
temperatures
selectively
gave
spiro[benzo[5,6]pentaleno[1,6a-b]naphthalene-7,3′-indoline]
complex
dispiro[indoline-3,6′-[4b,6a]ethanoindeno[1,2-a]fluorene-14′,3″-indolines]
satisfactory
yields.
