Synthesis and Evaluation of Herbicidal Ureidopyrimidine Compounds: Focus on Sulfonamide Modifications
Journal of Agricultural and Food Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 6, 2025
In
this
study,
32
novel
ureidopyrimidine
compounds
containing
sulfonamide
fragments
were
strategically
designed
and
synthesized
through
active
substructure
combination.
Postemergence
herbicidal
activity
assays
demonstrated
that
13a,
14d,
15c
exhibited
superior
efficacy
against
broadleaf
weeds,
including
Zinnia
elegans
Abutilon
theophrasti,
with
compound
achieving
a
remarkable
95%
control
rate
at
9.375
g
a.i./ha,
comparable
to
of
the
commercial
herbicide
saflufenacil.
Molecular
docking
simulations
revealed
these
compounds,
along
saflufenacil,
establish
hydrogen
bonds
protoporphyrinogen
oxidase,
particularly
involving
important
amino
acid
residues,
ARG-98,
GLY-175,
ASN-67.
Structure-activity
relationship
analysis,
supported
by
density
functional
theory
calculations
molecular
electrostatic
potential
studies,
highlighted
importance
negatively
charged
regions
in
activity.
This
comprehensive
research
provides
valuable
insights
into
design
development
potent
herbicides,
establishing
strong
foundation
for
future
advancements
agricultural
chemistry.
Язык: Английский
Discovery of a Class of Novel Succinate Dehydrogenase Inhibitors Containing a Coumarin Structure
Journal of Agricultural and Food Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 7, 2025
Succinate
dehydrogenase
(SDH)
has
emerged
as
a
highly
promising
target
in
modern
agricultural
research,
playing
crucial
role
developing
environmentally
friendly
and
efficient
fungicides
for
combating
pathogens.
This
study
presents
the
discovery
of
novel
class
SDH
inhibitors
(I-III)
incorporating
coumarin
segments
achieved
through
an
active
fragment
swapping
linking
strategy.
Fungicidal
activity
assays
revealed
that
several
compounds
within
this
series
demonstrate
significant
inhibitory
effects
against
tested
fungal
strains.
Through
comprehensive
structure-activity
relationship
studies,
compound
N-(1-((3-butyl-4-methyl-2-oxo-2H-chromen-7-yl)oxy)propan-2-yl)-3-(difluoromethyl)-N-methoxy-1-methyl-1H-pyrazole-4-carboxamide
(IIk)
exhibited
potent
various
species.
Notably,
it
demonstrated
superior
efficacy
S.
sclerotiorum
with
EC50
value
1.14
μg/mL,
outperforming
commercial
control
agent
thifluzamide
(EC50
=
4.90
μg/mL).
Molecular
docking
simulations
indicated
hydrophobic
interactions
serve
primary
binding
mechanism
between
ligand
SDH.
Intriguingly,
IIk
displayed
dual
functionality,
not
only
acting
effective
fungicide
but
also
promoting
growth
wheat
seedlings
Arabidopsis
thaliana,
resulting
increased
plant
biomass.
Preliminary
investigations
into
its
growth-promoting
suggest
enhances
nitrate
reductase
activity,
thereby
facilitating
growth.
Язык: Английский
Structural optimization of SDH‐targeting chalcone derivatives: piperazine‐driven binding stability against Xanthomonas pathogens
Tianyu Deng,
Kaini Meng,
Hong Fu
и другие.
Pest Management Science,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 29, 2025
Abstract
BACKGROUND
Natural
green
pesticides
have
become
a
global
research
hotspot,
and
identifying
chemical
structural
frameworks
with
excellent
biological
activity
has
the
direction
of
numerous
researchers.
RESULTS
Twenty
chalcone
derivatives
incorporating
1,2,3,4‐tetrahydroquinoline
scaffolds
were
systematically
evaluated
for
their
antibacterial
against
six
plant
pathogenic
bacteria.
Among
tested
compounds,
H1–H10
exhibited
superior
in
vitro
inhibition
Xanthomonas
citri
pv.
mangiferaeindicae
(
Xcm
)
compared
to
Y1–Y10.
Notably,
compound
H6
demonstrated
exceptional
potency,
median
effective
concentration
(EC
50
value
3.25
μg
mL
−1
,
significantly
surpassing
commercial
agent
(TC,
EC
=
75.34
).
In
vivo
efficacy
trials
revealed
that
achieved
65.24%
curative
at
100
outperforming
TC
(42.81%).
Scanning
electron
microscopy
further
confirmed
H6's
disruptive
effects
on
bacterial
membrane
integrity.
Mechanistic
studies
targeting
succinate
dehydrogenase
(SDH),
key
respiratory
enzyme,
energetic
similarities
between
SDH
inhibitor
bixafen
through
molecular
docking
dynamics
simulations.
CONCLUSION
The
moiety
enhanced
binding
affinity,
while
introduced
piperazine
substructure
improved
both
complex
stability
(root
mean
square
deviation
<1.5
Å)
target
engagement.
These
findings
establish
as
promising
lead
developing
next‐generation
inhibitors,
providing
critical
insights
into
structure–activity
relationships
agricultural
antimicrobial
design.
©
2025
Society
Chemical
Industry.
Язык: Английский
Fungicidal Activity of Novel 6-Isothiazol-5-ylpyrimidin-4-amine-Containing Compounds Targeting Complex I Reduced Nicotinamide Adenine Dinucleotide Oxidoreductase
Journal of Agricultural and Food Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Сен. 25, 2024
To
discover
novel
inhibitors
of
the
complex
I
reduced
nicotinamide
adenine
dinucleotide
(NADH)
oxidoreductase
as
fungicides,
a
series
6-isothiazol-5-ylpyrimidin-4-amine-containing
compounds
were
designed
using
computer-aided
pesticide
design
method
and
splicing
substructures
from
diflumetorim
isotianil.
In
vitro
fungicidal
bioassays
indicated
that
Язык: Английский
Discovery of Novel (5-Mercapto-4-phenyl-4H-1,2,4-triazol-3-yl)methyl Phenyl Carbamate as a Potent Phytoene Desaturase Inhibitor through Scaffold Hopping and Linker Modification
Journal of Agricultural and Food Chemistry,
Год журнала:
2024,
Номер
72(34), С. 18898 - 18908
Опубликована: Авг. 15, 2024
Phytoene
desaturase
(PDS)
is
a
key
rate-limiting
enzyme
in
the
carotenoid
biosynthesis
pathway.
Although
commercial
PDS
inhibitors
have
been
developed
for
decades,
it
remains
necessary
to
develop
novel
with
higher
bioactivity.
In
this
work,
we
used
scaffold
hopping
and
linker
modification
approaches
design
synthesize
series
of
compounds
(
Язык: Английский