Phosphorus, sulfur, and silicon and the related elements,
Journal Year:
2024,
Volume and Issue:
199(5), P. 452 - 459
Published: May 3, 2024
Three
quinoline
carbonothioate
compounds
were
synthesized
using
o-fluoroaniline
and
ethyl
2-methylacetoacetate
as
starting
materials
via
multi-steps.
The
structures
of
three
confirmed
1H
NMR
HRMS.
structure
O-ethyl
S-(8-fluoro-2,3-dimethylquinolin-4-yl)
(3a)
was
further
determined
through
X-ray
single-crystal
diffraction.
Single-crystal
diffraction
analysis
indicated
that
compound
3a
crystallizes
in
the
monoclinic
space
group
C2/c,
with
unit
cell
parameters:
a
=
14.3284(6)
Å,
b
19.2857(8)
c
10.3990(5)
β
108.1220(10)°,
V
2731.0(2)
Å3.
In
addition,
physicochemical
properties
calculated
discussed
molecular
electrostatic
potential,
frontier
orbital
Hirshfeld
surface
analysis.
antifungal
activity
evaluated
at
50
μg/mL,
3b
exhibiting
good
(75.8%)
against
R.
solani.
Journal of Heterocyclic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 13, 2024
ABSTRACT
To
identify
lead
compounds
with
potent
herbicidal
activity,
a
range
of
pyrimidine
derivatives
containing
alkenyl
groups
were
designed,
synthesized,
and
characterized
using
nuclear
magnetic
resonance
(NMR)
spectroscopy
high‐resolution
mass
spectrometry
(HRMS).
The
synthetic
pathways
for
producing
these
involved
substitution
reactions,
cyclization,
hydrolysis,
other
processes.
starting
materials
each
reaction
step
readily
accessible,
facilitating
synthesis.
purification
the
final
product
was
straightforward,
yielding
approximately
80%,
under
mild
conditions.
Moreover,
pot
culture
experiment
employed
to
assess
efficacy
aforementioned
compounds.
Compounds
6a
,
6b
6h
6j
demonstrated
significant
inhibition
against
Amaranthus
retroflexus
comparable
fomesafen
at
150
g
a.i./hm
2
.
This
suggests
that
hold
promise
as
potential
structures
agents.
docking
results
indicated
binding
energies
compound
protoporphyrinogen
oxidase
(PPO)
both
negative
spontaneous,
numerous
interaction
active
sites.
Thus,
it
is
speculated
PPO
inhibitor.
Molecules,
Journal Year:
2023,
Volume and Issue:
28(21), P. 7363 - 7363
Published: Oct. 31, 2023
Natural
products
are
a
main
source
of
new
chemical
entities
for
use
in
drug
and
pesticide
discovery.
In
order
to
discover
lead
compounds
with
high
herbicidal
activity,
series
pyrido[2,3-d]
pyrimidine
derivatives
were
designed
synthesized
using
2-chloronicotinic
acid
as
the
starting
material.
Their
structures
characterized
1H
NMR,
13C
NMR
HRMS,
activities
against
dicotyledonous
lettuce
(Lactuca
sativa),
field
mustard
(Brassica
campestris),
monocotyledonous
bentgrass
(Agrostis
stolonifera)
wheat
(Triticum
aestivum)
determined.
The
results
indicated
that
most
had
no
marked
inhibitory
effect
on
at
1
mM.
However,
possessed
good
activity
Among
them,
active
compound,
3-methyl-1-(2,3,4-trifluorophenyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione
(2o),
was
positive
controls,
commercial
herbicides
clomazone
flumioxazin.
Molecular
simulation
performed
molecular
docking
DFT
calculations.
studies
provided
strong
evidence
2o
acts
an
herbicide
by
inhibition
protoporphyrinogen
oxidase.
physiological
indicate
it
does
not
act
this
target
vivo,
implying
could
be
metabolically
converted
compound
different
target.
Phosphorus, sulfur, and silicon and the related elements,
Journal Year:
2024,
Volume and Issue:
199(5), P. 452 - 459
Published: May 3, 2024
Three
quinoline
carbonothioate
compounds
were
synthesized
using
o-fluoroaniline
and
ethyl
2-methylacetoacetate
as
starting
materials
via
multi-steps.
The
structures
of
three
confirmed
1H
NMR
HRMS.
structure
O-ethyl
S-(8-fluoro-2,3-dimethylquinolin-4-yl)
(3a)
was
further
determined
through
X-ray
single-crystal
diffraction.
Single-crystal
diffraction
analysis
indicated
that
compound
3a
crystallizes
in
the
monoclinic
space
group
C2/c,
with
unit
cell
parameters:
a
=
14.3284(6)
Å,
b
19.2857(8)
c
10.3990(5)
β
108.1220(10)°,
V
2731.0(2)
Å3.
In
addition,
physicochemical
properties
calculated
discussed
molecular
electrostatic
potential,
frontier
orbital
Hirshfeld
surface
analysis.
antifungal
activity
evaluated
at
50
μg/mL,
3b
exhibiting
good
(75.8%)
against
R.
solani.
