Recent Advances in Design and Development of Diazole and Diazine Based Fungicides (2014–2023)
Journal of Agricultural and Food Chemistry,
Год журнала:
2024,
Номер
72(28), С. 15427 - 15448
Опубликована: Июль 5, 2024
With
fungal
diseases
posing
a
major
threat
to
agricultural
production,
the
application
of
fungicides
control
related
is
often
considered
necessary
ensure
world's
food
supply.
The
search
for
new
bioactive
agents
has
long
been
priority
in
crop
protection
due
continuous
development
resistance
against
currently
used
types
active
compounds.
Heterocyclic
compounds
are
an
inseparable
part
core
structures
numerous
lead
compounds,
these
rings
constitute
pharmacophores
significant
number
developed
over
past
decade
by
agrochemists.
Among
heterocycles,
nitrogen-based
play
essential
role.
To
date,
diazole
(imidazole
and
pyrazole)
diazine
(pyrimidine,
pyridazine,
pyrazine)
derivatives
make
up
important
series
synthetic
fungicides.
In
recent
years,
many
reports
have
published
on
design,
synthesis,
study
fungicidal
activity
scaffolds,
but
there
was
lack
comprehensive
classified
review
nitrogen-containing
scaffolds.
Regarding
this
issue,
here
we
reviewed
articles
families.
current
review,
molecules
synthesized
so
far
based
size
ring.
Язык: Английский
Fungicidal Activity of New Pyrrolo[2,3-d]thiazoles and Their Potential Action on the Tryptophan Metabolic Pathway and Wax Biosynthesis
Journal of Agricultural and Food Chemistry,
Год журнала:
2024,
Номер
72(21), С. 11990 - 12002
Опубликована: Май 17, 2024
The
main
challenge
in
the
development
of
agrochemicals
is
lack
new
leads
and/or
targets.
It
critical
to
discover
molecular
targets
and
their
corresponding
ligands.
Язык: Английский
Fungicidal Activity of Carboxamides Containing Spiropiperidinyl-α-methylene-γ-butyrolactones Targeting Oxysterol Binding Protein
Journal of Agricultural and Food Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 1, 2025
Oxysterol
binding
protein
(OSBP)
is
a
new
target
for
oomycide
development.
To
find
more
fungicidal
active
compounds
targeting
OSBP,
series
of
carboxamides
containing
spiropiperidinyl-α-methylene-γ-butyrolactone
and
heterocyclic
carboxylic
acids
were
rationally
designed
synthesized
by
using
computer-aided
pesticide
design
method.
The
in
vitro
bioassay
found
that
compound
5o
showed
broad-spectrum
activity
with
EC50
values
falling
between
0.50
20.85
μg/mL
against
Phytophthora
capsici
Fusarium
verticillioides,
respectively,
which
was
potent
than
7c
natural
lead
xanthatin.
Compound
also
44%
vivo
efficacy
Pseudoperonospora
cubensis,
even
at
concentration
0.5
μg/mL.
Fluorescence
quenching
microscale
thermophoresis
determination
suggested
bound
to
Osh4p
stronger
interactions
oxathiapiprolin.
RNA
sequencing
analysis
discovered
the
ergosterol
(ERG)
gene
cluster
ribosome
biogenesis
eukaryotes
downregulated.
as
good
candidate
OSBP
deserving
further
studies.
Язык: Английский
Discovery of Novel Isoxazoline Derivatives Containing Pyrazolamide Fragment as Insecticidal Candidates
Journal of Agricultural and Food Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 7, 2025
Lepidopteran
species
cause
significant
harm
to
agricultural
yields
and
food
quality.
In
this
study,
a
series
of
innovative
isoxazoline
derivatives
incorporating
pyrazolamide
moieties
were
carefully
designed
synthesized
as
potential
insecticidal
agents.
Among
these,
compound
F16
demonstrated
an
LC50
value
0.01
mg/L
against
Plutella
xylostella,
surpassing
that
the
lead
fluxametamide
(LC50
=
0.15
mg/L).
Furthermore,
exhibited
broad-spectrum
activity
Pyrausta
nubilalis,
Spodoptera
frugiperda,
Chilo
suppressalis,
Aphis
craccivora,
Sogatella
furcifera.
Notably,
possessed
low
toxicity
Danio
rerio,
whereas
displayed
moderate
toxicity.
molecular
docking
analysis
potent
is
likely
mediated
by
its
specific
interactions
with
γ-GABA
receptors
primarily
through
formation
hydrogen
bonds
key
residues.
Density
functional
theory
calculations
electrostatic
potentials
also
performed
gain
insights
into
behavior
F16.
These
findings
suggest
promising
candidate
for
further
investigation
novel
pesticide.
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
Design, Synthesis, and Assessment of Fungicidal Activity of Active Substructure 1,2,4-Triazole Containing Coumarin
Journal of Agricultural and Food Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 26, 2024
Fragment
splicing
and
molecular
docking
are
important
techniques
in
the
design
of
new
agrochemicals.
Based
on
our
former
discovery
4-(3,4-dichloroisothiazole)-7-hydroxycumarins
Язык: Английский
Design, Synthesis, and Insecticidal Activity of 3‐(6‐Methyltriazinone)‐3,4‐dihydrobenzo[b][1,5]diazin‐2(1H)‐ones: Conformationally Restricted Pymetrozine Analogues
ChemistrySelect,
Год журнала:
2024,
Номер
9(42)
Опубликована: Ноя. 1, 2024
Abstract
A
series
of
novel
3‐(6‐methyltriazinone)‐3,4‐dihydrobenzo[
b
][1,5]diazin‐2(1
H
)‐one
derivatives
was
designed
and
synthesized
as
conformationally
restricted
analogues
insecticide
pymetrozine.
Conformational
physicochemical
properties
analyses
indicated
the
rationality
in
reducing
energy
barrier
between
lowest‐energy
predicted
bioactive
conformations,
well
pesticide‐likeness.
Insecticidal
bioassays
showed
that
optimal
compound
VI‐6b
exhibited
a
mortality
rate
67.7%
against
Aphis
craccivora
at
400
mg
L
−1
.
The
molecular
docking
study
within
Nilaparvata
lugens
TRPV
channel
elucidated
binding
mode,
wherein
forms
hydrogen
bonds
with
Arg646
Glu727,
while
engaging
π‐π
interactions
Phe688.
However,
revealed
low
lipophilicity
poor
aqueous
solubility
limited
insecticidal
efficacy
these
compounds.
This
provides
valuable
insights
for
future
design
insecticides
targeting
channel.
Язык: Английский
Thiazole and Isothiazole Chemistry in Crop Protection
Journal of Agricultural and Food Chemistry,
Год журнала:
2024,
Номер
73(1), С. 30 - 46
Опубликована: Дек. 27, 2024
Thiazole
and
isothiazole
are
types
of
five-membered
heterocycles
that
contain
both
sulfur
nitrogen
atoms.
They
have
gained
attention
in
the
field
green
pesticide
research
due
to
their
low
toxicity,
strong
biological
activity,
ability
undergo
diverse
structural
modifications.
By
incorporating
thiazole
groups
into
various
compounds,
researchers
been
able
create
a
wide
range
pesticides
with
broad-spectrum
effectiveness.
Understanding
relationship
between
structure
these
compounds
activities
is
crucial
for
development
new
highly
potent
pesticides.
This
review
highlights
derivatives
aims
inspire
innovative
based
on
structures.
Язык: Английский
A multifaceted approach to investigate interactions of thifluzamide with haemoglobin
International Journal of Biological Macromolecules,
Год журнала:
2024,
Номер
unknown, С. 136736 - 136736
Опубликована: Окт. 1, 2024
Язык: Английский
Design, synthesis, X‐ray crystal structure, and antifungal evaluation of new acetohydrazide derivatives containing a 4‐thioquinazoline moiety
Guangmin Tian,
Mingyan Yi,
T F Yan
и другие.
Pest Management Science,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 4, 2024
Abstract
BACKGROUND
To
find
efficient
agricultural
fungicides,
29
new
4‐thioquinazoline‐containing
acetohydrazide
derivatives
were
prepared
and
tested
for
their
fungicidal
properties.
RESULTS
All
of
the
target
compounds
characterized
by
1
H
13
C
nuclear
magnetic
resonance
high‐resolution
mass
spectrometry
techniques,
molecular
structure
compound
A2
was
verified
single‐crystal
X‐ray
diffraction
measurement.
The
experimental
results
revealed
that
many
from
this
series
had
impressive
inhibition
efficacies
in
vitro
against
fungi.
For
example,
A25
identified
as
best
agent
Rhizoctonia
solani
with
an
EC
50
(half‐maximal
effective
concentration)
value
0.66
μg
mL
−1
,
superior
to
those
commercial
fungicides
chlorothalonil,
carbendazim
boscalid.
Additionally,
displayed
favorable
protection
curative
activities
vivo
rice
sheath
blight
caused
R
.
Antifungal
mechanistic
studies
on
indicated
exerted
its
strong
anti
‐R
effects
probably
through
fungal
succinate
dehydrogenase
activity
[half‐maximal
inhibitory
concentration
(IC
)
=
4.88
μ
m
]
impairment
cell
membrane
integrity,
based
enzymatic
bioassays,
docking
studies,
scanning
transmission
electron
microscopy
observations.
CONCLUSION
Acetohydrazide
containing
4‐thioquinazoline
moiety
potential
be
employed
lead
developing
more
near
future.
©
2024
Society
Chemical
Industry.
Язык: Английский