Discovery of N-Phenylphthalimides Containing Ether Moiety as Potential Protoporphyrinogen IX Oxidase Inhibitors
Journal of Agricultural and Food Chemistry,
Год журнала:
2025,
Номер
73(11), С. 6599 - 6609
Опубликована: Март 5, 2025
The
discovery
of
novel
protoporphyrinogen
IX
oxidase
(PPO)
inhibitors
has
become
a
key
focus
in
herbicide
development.
To
explore
new
PPO
inhibitors,
series
N-phenylphthalimide
derivatives
with
ether
moieties
were
designed
and
successfully
synthesized.
Among
these,
compound
B18
(Ki
=
10.3
nM)
exhibited
strong
inhibitory
effect
on
NtPPO,
outperforming
flumiclorac-pentyl
46.3
flumioxazin
52.0
nM).
It
is
noted
that
compounds
A3,
B18,
B19,
B20
showed
broad-spectrum
herbicidal
activity
against
the
tested
weeds
at
75
g
a.i./ha.
In
addition,
results
molecular
simulation
density
functional
theory
(DFT)
calculations
indicated
possessed
not
only
robust
hydrogen
bond
Arg98
NtPPO
but
also
superior
chemical
reactivity,
electrostatic
field,
polarity.
Therefore,
may
be
regarded
as
promising
lead
for
development
high-efficiency
inhibitors.
Язык: Английский
Design, Synthesis, and Herbicidal Activity of Novel 5-Acylbarbituric Acid Derivatives Containing Maleimide Moieties and Evaluation of Their Mode of Action
Journal of Agricultural and Food Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 28, 2025
In
continuation
of
our
search
for
herbicide
lead
compounds
with
novel
structures
and
enhanced
activities,
a
total
thirty
5-acylbarbituric
acid
derivatives
containing
maleimide
moieties
were
designed
synthesized,
their
herbicidal
activities
evaluated
in
the
greenhouse.
The
bioassay
results
showed
that
some
newly
synthesized
target
had
good
activity,
which
BT-IV-1
displayed
an
excellent
inhibitory
effect
on
Brassia
campestris,
Amaranthus
retroflexus,
blitum,
Chenopodium
album,
Portulaca
oleracea,
Abutilon
theophrasti,
inhibition
rate
>
80%
at
dosage
37.5
g
ha-1,
it
was
determined
to
be
safe
Oryza
sativa,
Zea
mays,
Panicum
miliaceum
75
ha-1.
Studying
molecular
mechanism
by
phenotypic
observation,
membrane
permeability
evaluation,
docking,
vitro
maize
protoporphyrinogen
oxidase
(PPO)
activity
evaluation
reveals
is
PPO
inhibitor.
present
work
indicates
can
serve
as
potential
compound
further
development
PPO-inhibiting
herbicides.
Язык: Английский
Discovery of Coumarin-7-N/O-Acethydrazide Derivatives as Novel Antifungal and Herbicidal Agents
Journal of Agricultural and Food Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Июнь 3, 2025
Natural
products
(NPs)
have
attracted
increasing
attention
due
to
their
structural
diversity,
abundance,
and
low
environmental
impact,
making
them
valuable
for
novel
fungicide
development.
In
this
study,
a
series
of
coumarin-7-N/O
acethydrazide
derivatives
were
synthesized
by
incorporating
acetic
acid
moieties
into
the
coumarin
scaffold.
The
in
vitro
antifungal
activities
these
compounds
evaluated
against
six
common
plant
pathogenic
fungi.
Compound
B13
demonstrated
significant
effects,
with
EC50
values
3.24,
1.89,
1.70,
0.36,
4.27,
1.50
μg/mL
Botrytis
cinerea,
Alternaria
solani,
Fusarium
graminearum,
Rhizoctonia
Colletotrichum
orbiculare
alternata,
respectively.
Notably,
activity
R.
solani
was
comparable
commercial
boscalid
(EC50
=
0.31
μg/mL),
while
A.
alternata
significantly
higher
than
that
13.60
2.55
μg/mL,
respectively),
Furthermore,
vivo
assays
protective
efficacy
at
200
(86.9%)
Validamycin
(92.1%).
inhibitory
effects
further
confirmed
through
scanning
electron
microscopy
fluorescence
microscopy.
influence
charge
distribution
compound
on
its
investigated
using
Density
Functional
Theory
(DFT).
Meanwhile,
some
exhibited
herbicidal
four
field
weeds.
These
results
indicate
is
promising
candidate
crop
protection,
exhibiting
high
toxicity.
Язык: Английский