Page last updated: 2024-12-11

methyl-3-methoxy-4-hydroxystyryl ketone

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Description

methyl-3-methoxy-4-hydroxystyryl ketone: structure given in first source; RN given refers to cpd without isomeric designation [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5354238
CHEMBL ID106509
CHEBI ID81361
SCHEMBL ID498223
MeSH IDM0150118

Synonyms (85)

Synonym
3-buten-2-one,4-(4-hydroxy-3-methoxyphenyl)-
3-methoxy-4-hydroxybenzalacetone
nsc-5316
dehydrozingerone
feruloylmethane
3-buten-2-one, 4-(4-hydroxy-3-methoxyphenyl)-
nsc-4019
nsc4019
[0]-paradol, dehydro-
nsc5316
4-hydroxy-3-methoxystyryl methyl ketone
1080-12-2
[0]-dehydroparadol
nsc-44708
nsc44708
nsc-45411
nsc45411
nsc-26613
nsc26613
nsc 44708
fema no. 3738
vanylidenacetone
methyl-3-methoxy-4-hydroxystyryl ketone
4-hydroxy-3-methoxybenzylideneacetone
nsc 4019
vanillidene acetone
nsc 26613
nsc 45411
einecs 214-096-9
nsc 5316
4-(4-hydroxy-3-methoxyphenyl)-3-buten-2-one
ai3-01934
mhsk
vanillalacetone
(o)-paradol, dehydro-
methyl-3-methoxy-4-hydroxy styryl ketone
vanillylidene acetone
dehydro(o)-paradol
brn 2049660
bdbm50195679
(e)-4-(4-hydroxy-3-methoxy-phenyl)-but-3-en-2-one
4-(4-hydroxy-3-methoxyphenyl)but-3-en-2-one
CHEMBL106509 ,
chebi:81361 ,
C17840
(e)-4-(4-hydroxy-3-methoxyphenyl)but-3-en-2-one
H0996
vanillylideneacetone
AKOS004909556
2-08-00-00326 (beilstein handbook reference)
(o)-dehydroparadol
AE-562/43459152
vanillylidenacetone
unii-8cjx5i27b7
3-buten-2-one, 4-(4-hydroxy-3-methoxyphenyl)-, (e)-
dehydrogingerone
(e)-2-methoxy-4-(3-oxo-1-butenyl)phenol
8cjx5i27b7 ,
(3e)-4-(4-hydroxy-3-methoxyphenyl)but-3-en-2-one
22214-42-2
3-buten-2-one, 4-(4-hydroxy-3-methoxyphenyl)-, (3e)-
4-(4-hydroxy-3-methoxy-phenyl)-but-3-en-2-one
(0)-paradol, dehydro-
vanillylidene acetone [fhfi]
dehydro(0)-paradol
trans-dehydrozingerone
SCHEMBL498223
(e)-4-(4-hydroxy-3-methoxy-phenyl)but-3-en-2-one
4-(4-hydroxy-3-methoxyphenyl)-3-buten-2-one #
W-200772
mfcd00012210
vanillylidenacetone, analytical standard
vanillylidenacetone, >=98.5%
(e)-4-(4-hydroxy-3-methoxyphenyl) but-3-en-2-one
DS-4905
(~{e})-4-(3-methoxy-4-oxidanyl-phenyl)but-3-en-2-one
GJK ,
Q27155299
(e)-4-(4-hydroxy-3-methoxyphenyl)-3-buten-2-one
AC8555
A895371
CS-0356785
XAA21442
CS-0146520
EN300-1858829

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" Oral LD50 for both the compounds was greater than 2 g/kg."( Pharmacological actions and acute toxicity of methyl- and phenyl-3-methoxy-4-hydroxy styryl ketones.
Atal, CK; Leach, GD; Singh, GB, 1987
)
0.27

Bioavailability

ExcerptReferenceRelevance
" However, it has major drawbacks of very poor bioavailability and solubility."( An appraisal on recent medicinal perspective of curcumin degradant: Dehydrozingerone (DZG).
Hampannavar, GA; Karpoormath, R; Palkar, MB; Shaikh, MS, 2016
)
0.43
" Curcumin has been examined in a number of clinical studies with limited success, mainly owing to limited bioavailability and rapid metabolism."( Activation of anti-oxidant Nrf2 signaling by enone analogues of curcumin.
Deck, LM; Hunsaker, LA; Royer, RE; Vander Jagt, DL; Vander Jagt, TA; Whalen, LJ, 2018
)
0.48
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
hydroxycinnamic acidAny member of the class of cinnamic acids carrying one or more hydroxy substituents.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Amyloid-beta precursor proteinHomo sapiens (human)Ki0.05510.00010.08560.8900AID272868; AID272869
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (79)

Processvia Protein(s)Taxonomy
regulation of gene expressionAmyloid-beta precursor proteinHomo sapiens (human)
cognitionAmyloid-beta precursor proteinHomo sapiens (human)
G2/M transition of mitotic cell cycleAmyloid-beta precursor proteinHomo sapiens (human)
microglial cell activationAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of protein phosphorylationAmyloid-beta precursor proteinHomo sapiens (human)
suckling behaviorAmyloid-beta precursor proteinHomo sapiens (human)
astrocyte activation involved in immune responseAmyloid-beta precursor proteinHomo sapiens (human)
regulation of translationAmyloid-beta precursor proteinHomo sapiens (human)
protein phosphorylationAmyloid-beta precursor proteinHomo sapiens (human)
intracellular copper ion homeostasisAmyloid-beta precursor proteinHomo sapiens (human)
endocytosisAmyloid-beta precursor proteinHomo sapiens (human)
response to oxidative stressAmyloid-beta precursor proteinHomo sapiens (human)
cell adhesionAmyloid-beta precursor proteinHomo sapiens (human)
regulation of epidermal growth factor-activated receptor activityAmyloid-beta precursor proteinHomo sapiens (human)
Notch signaling pathwayAmyloid-beta precursor proteinHomo sapiens (human)
axonogenesisAmyloid-beta precursor proteinHomo sapiens (human)
learning or memoryAmyloid-beta precursor proteinHomo sapiens (human)
learningAmyloid-beta precursor proteinHomo sapiens (human)
mating behaviorAmyloid-beta precursor proteinHomo sapiens (human)
locomotory behaviorAmyloid-beta precursor proteinHomo sapiens (human)
axo-dendritic transportAmyloid-beta precursor proteinHomo sapiens (human)
cholesterol metabolic processAmyloid-beta precursor proteinHomo sapiens (human)
negative regulation of cell population proliferationAmyloid-beta precursor proteinHomo sapiens (human)
adult locomotory behaviorAmyloid-beta precursor proteinHomo sapiens (human)
visual learningAmyloid-beta precursor proteinHomo sapiens (human)
regulation of gene expressionAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of gene expressionAmyloid-beta precursor proteinHomo sapiens (human)
negative regulation of gene expressionAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of peptidyl-threonine phosphorylationAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of G2/M transition of mitotic cell cycleAmyloid-beta precursor proteinHomo sapiens (human)
microglia developmentAmyloid-beta precursor proteinHomo sapiens (human)
axon midline choice point recognitionAmyloid-beta precursor proteinHomo sapiens (human)
neuron remodelingAmyloid-beta precursor proteinHomo sapiens (human)
dendrite developmentAmyloid-beta precursor proteinHomo sapiens (human)
regulation of Wnt signaling pathwayAmyloid-beta precursor proteinHomo sapiens (human)
extracellular matrix organizationAmyloid-beta precursor proteinHomo sapiens (human)
forebrain developmentAmyloid-beta precursor proteinHomo sapiens (human)
neuron projection developmentAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of chemokine productionAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of interleukin-1 beta productionAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of interleukin-6 productionAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of tumor necrosis factor productionAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of peptidyl-serine phosphorylationAmyloid-beta precursor proteinHomo sapiens (human)
ionotropic glutamate receptor signaling pathwayAmyloid-beta precursor proteinHomo sapiens (human)
regulation of multicellular organism growthAmyloid-beta precursor proteinHomo sapiens (human)
negative regulation of neuron differentiationAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of glycolytic processAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of mitotic cell cycleAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of transcription by RNA polymerase IIAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of JNK cascadeAmyloid-beta precursor proteinHomo sapiens (human)
astrocyte activationAmyloid-beta precursor proteinHomo sapiens (human)
regulation of long-term neuronal synaptic plasticityAmyloid-beta precursor proteinHomo sapiens (human)
collateral sprouting in absence of injuryAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of inflammatory responseAmyloid-beta precursor proteinHomo sapiens (human)
regulation of peptidyl-tyrosine phosphorylationAmyloid-beta precursor proteinHomo sapiens (human)
regulation of synapse structure or activityAmyloid-beta precursor proteinHomo sapiens (human)
synapse organizationAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of calcium-mediated signalingAmyloid-beta precursor proteinHomo sapiens (human)
neuromuscular process controlling balanceAmyloid-beta precursor proteinHomo sapiens (human)
synaptic assembly at neuromuscular junctionAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of protein metabolic processAmyloid-beta precursor proteinHomo sapiens (human)
neuron apoptotic processAmyloid-beta precursor proteinHomo sapiens (human)
smooth endoplasmic reticulum calcium ion homeostasisAmyloid-beta precursor proteinHomo sapiens (human)
neuron cellular homeostasisAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of ERK1 and ERK2 cascadeAmyloid-beta precursor proteinHomo sapiens (human)
response to interleukin-1Amyloid-beta precursor proteinHomo sapiens (human)
modulation of excitatory postsynaptic potentialAmyloid-beta precursor proteinHomo sapiens (human)
NMDA selective glutamate receptor signaling pathwayAmyloid-beta precursor proteinHomo sapiens (human)
regulation of spontaneous synaptic transmissionAmyloid-beta precursor proteinHomo sapiens (human)
cytosolic mRNA polyadenylationAmyloid-beta precursor proteinHomo sapiens (human)
negative regulation of long-term synaptic potentiationAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of long-term synaptic potentiationAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of non-canonical NF-kappaB signal transductionAmyloid-beta precursor proteinHomo sapiens (human)
cellular response to amyloid-betaAmyloid-beta precursor proteinHomo sapiens (human)
regulation of presynapse assemblyAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of amyloid fibril formationAmyloid-beta precursor proteinHomo sapiens (human)
amyloid fibril formationAmyloid-beta precursor proteinHomo sapiens (human)
neuron projection maintenanceAmyloid-beta precursor proteinHomo sapiens (human)
positive regulation of T cell migrationAmyloid-beta precursor proteinHomo sapiens (human)
central nervous system developmentAmyloid-beta precursor proteinHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (13)

Processvia Protein(s)Taxonomy
RNA polymerase II cis-regulatory region sequence-specific DNA bindingAmyloid-beta precursor proteinHomo sapiens (human)
DNA bindingAmyloid-beta precursor proteinHomo sapiens (human)
serine-type endopeptidase inhibitor activityAmyloid-beta precursor proteinHomo sapiens (human)
signaling receptor bindingAmyloid-beta precursor proteinHomo sapiens (human)
protein bindingAmyloid-beta precursor proteinHomo sapiens (human)
heparin bindingAmyloid-beta precursor proteinHomo sapiens (human)
enzyme bindingAmyloid-beta precursor proteinHomo sapiens (human)
identical protein bindingAmyloid-beta precursor proteinHomo sapiens (human)
transition metal ion bindingAmyloid-beta precursor proteinHomo sapiens (human)
receptor ligand activityAmyloid-beta precursor proteinHomo sapiens (human)
PTB domain bindingAmyloid-beta precursor proteinHomo sapiens (human)
protein serine/threonine kinase bindingAmyloid-beta precursor proteinHomo sapiens (human)
signaling receptor activator activityAmyloid-beta precursor proteinHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (41)

Processvia Protein(s)Taxonomy
extracellular spaceAmyloid-beta precursor proteinHomo sapiens (human)
dendriteAmyloid-beta precursor proteinHomo sapiens (human)
extracellular regionAmyloid-beta precursor proteinHomo sapiens (human)
extracellular spaceAmyloid-beta precursor proteinHomo sapiens (human)
nuclear envelope lumenAmyloid-beta precursor proteinHomo sapiens (human)
cytoplasmAmyloid-beta precursor proteinHomo sapiens (human)
mitochondrial inner membraneAmyloid-beta precursor proteinHomo sapiens (human)
endosomeAmyloid-beta precursor proteinHomo sapiens (human)
early endosomeAmyloid-beta precursor proteinHomo sapiens (human)
endoplasmic reticulumAmyloid-beta precursor proteinHomo sapiens (human)
endoplasmic reticulum lumenAmyloid-beta precursor proteinHomo sapiens (human)
smooth endoplasmic reticulumAmyloid-beta precursor proteinHomo sapiens (human)
Golgi apparatusAmyloid-beta precursor proteinHomo sapiens (human)
Golgi lumenAmyloid-beta precursor proteinHomo sapiens (human)
Golgi-associated vesicleAmyloid-beta precursor proteinHomo sapiens (human)
cytosolAmyloid-beta precursor proteinHomo sapiens (human)
plasma membraneAmyloid-beta precursor proteinHomo sapiens (human)
clathrin-coated pitAmyloid-beta precursor proteinHomo sapiens (human)
cell-cell junctionAmyloid-beta precursor proteinHomo sapiens (human)
synaptic vesicleAmyloid-beta precursor proteinHomo sapiens (human)
cell surfaceAmyloid-beta precursor proteinHomo sapiens (human)
membraneAmyloid-beta precursor proteinHomo sapiens (human)
COPII-coated ER to Golgi transport vesicleAmyloid-beta precursor proteinHomo sapiens (human)
axonAmyloid-beta precursor proteinHomo sapiens (human)
growth coneAmyloid-beta precursor proteinHomo sapiens (human)
platelet alpha granule lumenAmyloid-beta precursor proteinHomo sapiens (human)
neuromuscular junctionAmyloid-beta precursor proteinHomo sapiens (human)
endosome lumenAmyloid-beta precursor proteinHomo sapiens (human)
trans-Golgi network membraneAmyloid-beta precursor proteinHomo sapiens (human)
ciliary rootletAmyloid-beta precursor proteinHomo sapiens (human)
dendritic spineAmyloid-beta precursor proteinHomo sapiens (human)
dendritic shaftAmyloid-beta precursor proteinHomo sapiens (human)
perikaryonAmyloid-beta precursor proteinHomo sapiens (human)
membrane raftAmyloid-beta precursor proteinHomo sapiens (human)
apical part of cellAmyloid-beta precursor proteinHomo sapiens (human)
synapseAmyloid-beta precursor proteinHomo sapiens (human)
perinuclear region of cytoplasmAmyloid-beta precursor proteinHomo sapiens (human)
presynaptic active zoneAmyloid-beta precursor proteinHomo sapiens (human)
spindle midzoneAmyloid-beta precursor proteinHomo sapiens (human)
recycling endosomeAmyloid-beta precursor proteinHomo sapiens (human)
extracellular exosomeAmyloid-beta precursor proteinHomo sapiens (human)
receptor complexAmyloid-beta precursor proteinHomo sapiens (human)
early endosomeAmyloid-beta precursor proteinHomo sapiens (human)
membrane raftAmyloid-beta precursor proteinHomo sapiens (human)
cell surfaceAmyloid-beta precursor proteinHomo sapiens (human)
Golgi apparatusAmyloid-beta precursor proteinHomo sapiens (human)
plasma membraneAmyloid-beta precursor proteinHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (144)

Assay IDTitleYearJournalArticle
AID1419260Antiproliferative activity against human M14 cells after 72 hrs by MTT assay2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1333919Chemical stability of the compound in pH 1 HCl buffer at 10'-4 M incubated for 75 mins by HPLC method2017Bioorganic & medicinal chemistry, 01-15, Volume: 25, Issue:2
A novel curcumin derivative which inhibits P-glycoprotein, arrests cell cycle and induces apoptosis in multidrug resistance cells.
AID718488Upregulation of Cyclin B gene expression in human HT-29 cells at 125 to 500 uM after 24 hrs by Western blotting2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID1333918Chemical stability of the compound in pH 7.4 phosphate buffered saline at 10'-4 M incubated for overnight by HPLC method2017Bioorganic & medicinal chemistry, 01-15, Volume: 25, Issue:2
A novel curcumin derivative which inhibits P-glycoprotein, arrests cell cycle and induces apoptosis in multidrug resistance cells.
AID1269940Cytotoxicity against human Raji cells expressing EBV-EA assessed as inhibition of TPA-induced EBV-EA activation after 48 hrs by trypan blue staining based immunofluorescence method relative to TPA2016Bioorganic & medicinal chemistry, Feb-15, Volume: 24, Issue:4
An appraisal on recent medicinal perspective of curcumin degradant: Dehydrozingerone (DZG).
AID1419289Cell cycle arrest in human PC3 cells assessed as accumulation at G2/M phase at 10 uM after 72 hrs by RNase/propidium iodide staining-based flow cytometric analysis (Rvb = 20 +/- 3%)2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1419263Antiproliferative activity against human HCT15 cells after 72 hrs by MTT assay2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1419292Cell cycle arrest in human PC3 cells assessed as accumulation at G2/M phase at 70 uM after 72 hrs by RNase/propidium iodide staining-based flow cytometric analysis (Rvb = 20 +/- 3%)2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1419259Antiproliferative activity against human SNB19 cells after 72 hrs by MTT assay2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1569228Antiosteoporotic activity in ddY mouse model of OVX-induced osteoporosis assessed as increase in trabecular thickness in femur bone at 10 mg/kg, po administered once daily via gavage for 4 weeks by microcomputed tomographic analysis
AID718487Upregulation of p21 gene expression in human HT-29 cells at > 250 uM after 24 hrs by Western blotting2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID1416553Antiproliferative activity against human MCF7 cells after 48 hrs by MTT assay
AID1333885Chemical stability of the compound in pH 6.7 potassium phosphate buffer at 10'-4 M incubated for overnight by HPLC method2017Bioorganic & medicinal chemistry, 01-15, Volume: 25, Issue:2
A novel curcumin derivative which inhibits P-glycoprotein, arrests cell cycle and induces apoptosis in multidrug resistance cells.
AID1419251Induction of apoptosis in human PC3 cells assessed as late apoptotic cells at 50 uM after 24 hrs by Annexin V-PE/7-AAD staining-based flow cytometric analysis (Rvb = 8%)2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID718496Cell cycle arrest in human HT-29 cells assessed as ROS-stimulated accumulation at G2/M phase after 24 hrs by propidium iodide based FACS flow cytometry in presence of alpha-tocopherol2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID1569211Inhibition of RANKL-induced osteoclastogenesis in C57BL/6 mouse bone marrow macrophages assessed as reduction in NFATc1 expression at 10 uM measured over 5 days by Western blot analysis
AID718491Cytotoxicity against human HT-29 cells assessed as dead cells at GI70 concentration after 72 hrs by WST-8 assay2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID1333889Inhibition of P-gp in drug resistant human H460 cells assessed as reduction in cell viability measured after 48 hrs by sulforhodamine B assay2017Bioorganic & medicinal chemistry, 01-15, Volume: 25, Issue:2
A novel curcumin derivative which inhibits P-glycoprotein, arrests cell cycle and induces apoptosis in multidrug resistance cells.
AID718477Cell cycle arrest in human HCT116 cells assessed as ROS-stimulated accumulation at G2/M phase after 24 hrs by propidium iodide based FACS flow cytometry in presence of L-ascorbic acid2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID597177Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum Dd2 by FACS-based assay2011Journal of medicinal chemistry, May-26, Volume: 54, Issue:10
Enone- and chalcone-chloroquinoline hybrid analogues: in silico guided design, synthesis, antiplasmodial activity, in vitro metabolism, and mechanistic studies.
AID1569212Effect on NFkappaB expression in M-CSF induced C57BL/6 mouse bone marrow macrophages at 10 uM measured over 5 days by Western blot analysis
AID718482Cell cycle arrest in human HT-29 cells assessed as ROS-stimulated increase in p21 at 250 to 500 uM after 24 hrs by Western blotting in presence of N-acetyl-L-cysteine2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID718480Cytotoxicity against human HCT116 cells assessed as growth inhibition after 72 hrs by WST-8 assay2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID1269946Antioxidant activity assessed as DPPH radical scavenging activity incubated for 20 mins by spectrophotometry analysis2016Bioorganic & medicinal chemistry, Feb-15, Volume: 24, Issue:4
An appraisal on recent medicinal perspective of curcumin degradant: Dehydrozingerone (DZG).
AID1269965Antifungal activity against Aspergillus oryzae MTCC 262 assessed as growth inhibition after 5 to 7 days by broth dilution method2016Bioorganic & medicinal chemistry, Feb-15, Volume: 24, Issue:4
An appraisal on recent medicinal perspective of curcumin degradant: Dehydrozingerone (DZG).
AID718495Cell cycle arrest in human HT-29 cells assessed as ROS-stimulated accumulation at G2/M phase after 24 hrs by propidium iodide based FACS flow cytometry in presence of L-ascorbic acid2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID300497Cytotoxicity against human A549 cells2007Bioorganic & medicinal chemistry, Sep-15, Volume: 15, Issue:18
Anti-tumor agents 255: novel glycyrrhetinic acid-dehydrozingerone conjugates as cytotoxic agents.
AID1333891Inhibition of P-gp in doxorubicin resistant human K562 cells assessed as reduction in cell viability measured after 48 hrs by Presto blue assay2017Bioorganic & medicinal chemistry, 01-15, Volume: 25, Issue:2
A novel curcumin derivative which inhibits P-glycoprotein, arrests cell cycle and induces apoptosis in multidrug resistance cells.
AID1419281Antiproliferative activity in human PC3 cells up to 50 uM measured during 120 hrs each 15 mins by RTCA DP based cellular impedance analysis2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1269966Antifungal activity against Aspergillus flavus MTCC 277 assessed as growth inhibition after 5 to 7 days by broth dilution method2016Bioorganic & medicinal chemistry, Feb-15, Volume: 24, Issue:4
An appraisal on recent medicinal perspective of curcumin degradant: Dehydrozingerone (DZG).
AID1333890Antiproliferative activity against human K562 cells measured after 48 hrs by Presto blue assay2017Bioorganic & medicinal chemistry, 01-15, Volume: 25, Issue:2
A novel curcumin derivative which inhibits P-glycoprotein, arrests cell cycle and induces apoptosis in multidrug resistance cells.
AID1419304Induction of apoptosis in human PC3 cells assessed as early apoptotic cells at 50 uM after 24 hrs by Annexin V-PE/7-AAD staining-based flow cytometric analysis (Rvb = 2%)2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID718493Cytotoxicity against human HT-29 cells assessed as dead cells at 500 uM after 72 hrs by WST-8 assay2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID1569185Inhibition of M-CSF/RANKL-induced osteoclast differentiation in C57BL/6 mouse bone marrow macrophage assessed as reduction in multinucleated TRAP+ cells incubated for 6 days with fresh media replacement on day 3 and measured on day 6 by TRAP staining-base
AID379150Cytotoxicity against human KB cells after 2 days by sulforhodamine B assay2006Journal of natural products, Oct, Volume: 69, Issue:10
Dehydrozingerone, chalcone, and isoeugenol analogues as in vitro anticancer agents.
AID718483Cell cycle arrest in human HT-29 cells assessed as ROS-stimulated accumulation at G2/M phase at 62.5 to 250 uM after 72 hrs by propidium iodide based FACS flow cytometry2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID1419254Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID718472Cell cycle arrest in human WI38 cells assessed as ROS-stimulated accumulation at G2/M phase at 250 uM after 24 hrs by propidium iodide based FACS flow cytometry in presence of N-acetyl-L-cysteine2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID597186Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum D10 infected in erythrocytes assessed as inhibition of sorbitol-induced hemolysis after 15 mins2011Journal of medicinal chemistry, May-26, Volume: 54, Issue:10
Enone- and chalcone-chloroquinoline hybrid analogues: in silico guided design, synthesis, antiplasmodial activity, in vitro metabolism, and mechanistic studies.
AID1419294Antioxidant activity assessed as ferric ion reducing activity at 20 to 320 umol after 20 mins by FRAP assay2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID300494Cytotoxicity against human KB-VIN cells by sulforhodamine B assay2007Bioorganic & medicinal chemistry, Sep-15, Volume: 15, Issue:18
Anti-tumor agents 255: novel glycyrrhetinic acid-dehydrozingerone conjugates as cytotoxic agents.
AID1419303Induction of apoptosis in human PC3 cells assessed as necrotic cells at 50 uM after 24 hrs by Annexin V-PE/7-AAD staining-based flow cytometric analysis (Rvb = 14%)2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1416564Inhibition of AKT phosphorylation in human PC3 cells at 2.5 to 3.5 uM after 24 hrs by Western blot method
AID1416551Antiproliferative activity against human PC3 cells after 48 hrs by MTT assay
AID1419317Induction of apoptosis in human PC3 cells assessed as intracellular ROS levels by measuring fluoresence intensity at 50 uM after 24 hrs by DCFH-DA staining-based flow cytometric analysis (Rvb = 3176 +/- 398 No_unit)2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1333917Chemical stability of the compound in pH 5 sodium acetate buffer at 10'-4 M incubated for overnight by HPLC method2017Bioorganic & medicinal chemistry, 01-15, Volume: 25, Issue:2
A novel curcumin derivative which inhibits P-glycoprotein, arrests cell cycle and induces apoptosis in multidrug resistance cells.
AID1569229Antiosteoporotic activity in ddY mouse model of OVX-induced osteoporosis assessed as reduction in trabecular separation in femur bone at 10 mg/kg, po administered once daily via gavage for 4 weeks by microcomputed tomographic analysis
AID1569236Cytotoxicity against mouse RAW264.7 cells after 24 hrs by MTT assay
AID249543Inhibitory concentration against peroxidation of rabbits red blood cell (RBC) membrane ghost induced by gamma-ray irradiation2005Bioorganic & medicinal chemistry letters, Jun-02, Volume: 15, Issue:11
Quantitative structure-activity relationship studies for antioxidant hydroxybenzalacetones by quantum chemical- and 3-D-QSAR(CoMFA) analyses.
AID1419305Induction of apoptosis in human PC3 cells assessed as viable cells at 50 uM after 24 hrs by Annexin V-PE/7-AAD staining-based flow cytometric analysis (Rvb = 70%)2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1419258Antiproliferative activity against human A498 cells after 72 hrs by MTT assay2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1269941Antifungal activity against Rhizoctonia solani Kuhn assessed as growth inhibition after 2 to 3 days by poisoned food method2016Bioorganic & medicinal chemistry, Feb-15, Volume: 24, Issue:4
An appraisal on recent medicinal perspective of curcumin degradant: Dehydrozingerone (DZG).
AID1419264Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1269959Fungicidal activity against Aspergillus oryzae MTCC 262 after 5 to 7 days by agar well diffusion method2016Bioorganic & medicinal chemistry, Feb-15, Volume: 24, Issue:4
An appraisal on recent medicinal perspective of curcumin degradant: Dehydrozingerone (DZG).
AID1269964Fungicidal activity against Penicillium chrysogenum MTCC 616 after 5 to 7 days by agar well diffusion method2016Bioorganic & medicinal chemistry, Feb-15, Volume: 24, Issue:4
An appraisal on recent medicinal perspective of curcumin degradant: Dehydrozingerone (DZG).
AID1269962Fungicidal activity against Aspergillus ochraceus MTCC 4643 after 5 to 7 days by agar well diffusion method2016Bioorganic & medicinal chemistry, Feb-15, Volume: 24, Issue:4
An appraisal on recent medicinal perspective of curcumin degradant: Dehydrozingerone (DZG).
AID1419312Induction of mitochondrial membrane potential loss in human PC3 cells assessed as fluorescence intensity at 50 uM after 24 hrs by TMRE dye-based flow cytometric analysis (Rvb = 10101 +/- 853 No_unit)2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1419287Cell cycle arrest in human PC3 cells assessed as accumulation at G0/G1 phase at 10 uM after 72 hrs by RNase/propidium iodide staining-based flow cytometric analysis (Rvb = 61 +/- 3%)2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID718479Cytotoxicity against human HCT15 cells assessed as growth inhibition after 72 hrs by WST-8 assay2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID1419282Antimigratory activity in human PC3 cells up to 50 uM measured during 120 hrs each 15 mins by RTCA DP based cellular impedance analysis2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1169237Neuroprotective activity against glutamate-induced neuronal cell death in mouse HT22 cells assessed as increase in cell viability at 1 to 25 uM after 24 hrs by MTT assay relative to control2014Journal of natural products, Oct-24, Volume: 77, Issue:10
Synthesis of natural and non-natural curcuminoids and their neuroprotective activity against glutamate-induced oxidative stress in HT-22 cells.
AID1269960Fungicidal activity against Aspergillus flavus MTCC 277 after 5 to 7 days by agar well diffusion method2016Bioorganic & medicinal chemistry, Feb-15, Volume: 24, Issue:4
An appraisal on recent medicinal perspective of curcumin degradant: Dehydrozingerone (DZG).
AID379151Cytotoxicity against multidrug-resistant human KB-VCR cells after 2 days by sulforhodamine B assay2006Journal of natural products, Oct, Volume: 69, Issue:10
Dehydrozingerone, chalcone, and isoeugenol analogues as in vitro anticancer agents.
AID1348958Effect on firefly luciferase activity expressed in human HepG2 cells at low concentration after 5 hrs by luminescence assay2018European journal of medicinal chemistry, Jan-01, Volume: 143Activation of anti-oxidant Nrf2 signaling by enone analogues of curcumin.
AID379152Cytotoxicity against human A549 cells after 2 days by sulforhodamine B assay2006Journal of natural products, Oct, Volume: 69, Issue:10
Dehydrozingerone, chalcone, and isoeugenol analogues as in vitro anticancer agents.
AID718475Cell cycle arrest in human HCT15 cells assessed as ROS-stimulated accumulation at G2/M phase after 24 hrs by propidium iodide based FACS flow cytometry in presence of N-acetyl-L-cysteine2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID300498Cytotoxicity against human 1A9 cells2007Bioorganic & medicinal chemistry, Sep-15, Volume: 15, Issue:18
Anti-tumor agents 255: novel glycyrrhetinic acid-dehydrozingerone conjugates as cytotoxic agents.
AID1569250Toxicity in ddY mouse model of OVX-induced osteoporosis assessed as increase in body weight at 10 mg/kg, po administered once daily via gavage for 4 weeks measured 5 weeks post OVX-challenge
AID272869Displacement of [125I]IMSB from beta amyloid protein 402006Journal of medicinal chemistry, Oct-05, Volume: 49, Issue:20
Curcumin and dehydrozingerone derivatives: synthesis, radiolabeling, and evaluation for beta-amyloid plaque imaging.
AID1419257Antiproliferative activity against human PC3 cells after 72 hrs by MTT assay2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID718497Cell cycle arrest in human HT-29 cells assessed as ROS-stimulated accumulation at G2/M phase after 24 hrs by propidium iodide based FACS flow cytometry in presence of MnTBAP2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID718490Cell cycle arrest in human HT-29 cells assessed as accumulation at G2/M phase at > 250 uM after 24 hrs by propidium iodide based FACS flow cytometry relative to control2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID597176Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum D10 by FACS-based assay2011Journal of medicinal chemistry, May-26, Volume: 54, Issue:10
Enone- and chalcone-chloroquinoline hybrid analogues: in silico guided design, synthesis, antiplasmodial activity, in vitro metabolism, and mechanistic studies.
AID249545Inhibitory concentration against peroxidation of rabbits red blood cell (RBC) membrane ghost induced by BuOOH (tert-butyl hydroperoxide)2005Bioorganic & medicinal chemistry letters, Jun-02, Volume: 15, Issue:11
Quantitative structure-activity relationship studies for antioxidant hydroxybenzalacetones by quantum chemical- and 3-D-QSAR(CoMFA) analyses.
AID1569195Osteo-blastogenic activity in mouse MC3T3-E1 cells assessed as stimulation of ALP activity at 50 uM supplemented with fresh medium every 3 to 4 days and measured after 14 days relative to control
AID718470Induction of ROS generation in human HT-29 cells at 250 uM after 24 hrs by FACS flow cytometry2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID1269970Antifungal activity against Penicillium chrysogenum MTCC 616 assessed as growth inhibition after 5 to 7 days by broth dilution method2016Bioorganic & medicinal chemistry, Feb-15, Volume: 24, Issue:4
An appraisal on recent medicinal perspective of curcumin degradant: Dehydrozingerone (DZG).
AID1569220Antiosteoporotic activity in ddY mouse model of OVX-induced osteoporosis assessed as increase in femur bone mineral density at 10 mg/kg, po administered once daily via gavage for 4 weeks by microcomputed tomographic analysis
AID1419308Induction of apoptosis in human PC3 cells assessed as viable cells at 150 uM after 24 hrs by Annexin V-PE/7-AAD staining-based flow cytometric analysis (Rvb = 70%)2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1569194Osteo-blastogenic activity in mouse MC3T3-E1 cells assessed as stimulation of ALP activity at 10 uM supplemented with fresh medium every 3 to 4 days and measured after 14 days relative to control
AID718485Cell cycle arrest in human HT-29 cells transfected with p21 siRNA assessed as accumulation at G2/M phase at 500 uM after 24 hrs by propidium iodide based FACS flow cytometry2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID1419293Induction of apoptosis in human PC3 cells assessed as late apoptotic cells at 150 uM after 24 hrs by Annexin V-PE/7-AAD staining-based flow cytometric analysis (Rvb = 8%)2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID718474Cell cycle arrest in human HCT15 cells assessed as ROS-stimulated accumulation at G2/M phase after 24 hrs by propidium iodide based FACS flow cytometry in presence of L-ascorbic acid2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID597185Inhibition of Plasmodium falciparum falcipain 2 assessed as benzyloxycarbonyl-Phe-Leu-7-amino-4-methylcoumarin substrate hydrolysis after 30 mins by spectrofluorometry analysis2011Journal of medicinal chemistry, May-26, Volume: 54, Issue:10
Enone- and chalcone-chloroquinoline hybrid analogues: in silico guided design, synthesis, antiplasmodial activity, in vitro metabolism, and mechanistic studies.
AID718484Induction of ROS generation in human HT-29 cells at > 250 uM after 24 hrs by FACS flow cytometry2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID1333921Stability of the compound at -20 degreeC at 10'-4 M incubated for 6 to 12 days under dark condition by HPLC method2017Bioorganic & medicinal chemistry, 01-15, Volume: 25, Issue:2
A novel curcumin derivative which inhibits P-glycoprotein, arrests cell cycle and induces apoptosis in multidrug resistance cells.
AID300503Cytotoxicity against human LN-Cap cells2007Bioorganic & medicinal chemistry, Sep-15, Volume: 15, Issue:18
Anti-tumor agents 255: novel glycyrrhetinic acid-dehydrozingerone conjugates as cytotoxic agents.
AID1419256Antiproliferative activity against HSF cells after 72 hrs by MTT assay2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID718498Cell cycle arrest in human HT-29 cells assessed as ROS-stimulated accumulation at G2/M phase after 24 hrs by propidium iodide based FACS flow cytometry in presence of PEG-penetreated catalase2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID1419313Induction of mitochondrial membrane potential loss in human PC3 cells assessed as fluorescence intensity at 150 uM after 24 hrs by TMRE dye-based flow cytometric analysis (Rvb = 10101 +/- 853 No_unit)2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1419255Antiproliferative activity against human HEK293 cells after 72 hrs by MTT assay2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID300500Cytotoxicity against human ZR751 cells2007Bioorganic & medicinal chemistry, Sep-15, Volume: 15, Issue:18
Anti-tumor agents 255: novel glycyrrhetinic acid-dehydrozingerone conjugates as cytotoxic agents.
AID1333922Stability of the compound at 4 degreeC at 10'-4 M incubated for 6 to 12 days under dark condition by HPLC method2017Bioorganic & medicinal chemistry, 01-15, Volume: 25, Issue:2
A novel curcumin derivative which inhibits P-glycoprotein, arrests cell cycle and induces apoptosis in multidrug resistance cells.
AID1419306Induction of apoptosis in human PC3 cells assessed as necrotic cells at 150 uM after 24 hrs by Annexin V-PE/7-AAD staining-based flow cytometric analysis (Rvb = 14%)2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1419307Induction of apoptosis in human PC3 cells assessed as early apoptotic cells at 150 uM after 24 hrs by Annexin V-PE/7-AAD staining-based flow cytometric analysis (Rvb = 2%)2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1419265Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by MTT assay2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1419288Cell cycle arrest in human PC3 cells assessed as accumulation at S phase at 10 uM after 72 hrs by RNase/propidium iodide staining-based flow cytometric analysis (Rvb = 17 +/- 1%)2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID718478Cell cycle arrest in human HCT116 cells assessed as ROS-stimulated accumulation at G2/M phase after 24 hrs by propidium iodide based FACS flow cytometry in presence of N-acetyl-L-cysteine2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID718476Cell cycle arrest in human HCT116 cells assessed as ROS-stimulated accumulation at G2/M phase after 24 hrs by propidium iodide based FACS flow cytometry in presence of alpha-tocopherol2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID1333925Stability of the compound in HEPES medium at 1.5 10'-3 M incubated for 5 to 30 mins under dark condition by HPLC method2017Bioorganic & medicinal chemistry, 01-15, Volume: 25, Issue:2
A novel curcumin derivative which inhibits P-glycoprotein, arrests cell cycle and induces apoptosis in multidrug resistance cells.
AID1569208Inhibition of RANKL-induced osteoclastogenesis in C57BL/6 mouse bone marrow macrophages assessed as increase in NFkappaB expression at 10 uM measured over 5 days by Western blot analysis
AID1269967Antifungal activity against Aspergillus niger MTCC 218 assessed as growth inhibition after 5 to 7 days by broth dilution method2016Bioorganic & medicinal chemistry, Feb-15, Volume: 24, Issue:4
An appraisal on recent medicinal perspective of curcumin degradant: Dehydrozingerone (DZG).
AID1269963Fungicidal activity against Fusarium oxysporum MTCC 1755 after 5 to 7 days by agar well diffusion method2016Bioorganic & medicinal chemistry, Feb-15, Volume: 24, Issue:4
An appraisal on recent medicinal perspective of curcumin degradant: Dehydrozingerone (DZG).
AID300493Cytotoxicity against human KB cells by sulforhodamine B assay2007Bioorganic & medicinal chemistry, Sep-15, Volume: 15, Issue:18
Anti-tumor agents 255: novel glycyrrhetinic acid-dehydrozingerone conjugates as cytotoxic agents.
AID272868Displacement of [125I]IMPY from beta amyloid protein 402006Journal of medicinal chemistry, Oct-05, Volume: 49, Issue:20
Curcumin and dehydrozingerone derivatives: synthesis, radiolabeling, and evaluation for beta-amyloid plaque imaging.
AID718469Cell cycle arrest in human HT-29 cells assessed as accumulation at G2/M phase at 250 uM after 24 hrs by propidium iodide based FACS flow cytometry2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID1569214Suppression of NFATc1 expression in M-CSF induced C57BL/6 mouse bone marrow macrophages at 10 uM measured over 5 days by Western blot analysis
AID1269969Antifungal activity against Fusarium oxysporum MTCC 1755 assessed as growth inhibition after 5 to 7 days by broth dilution method2016Bioorganic & medicinal chemistry, Feb-15, Volume: 24, Issue:4
An appraisal on recent medicinal perspective of curcumin degradant: Dehydrozingerone (DZG).
AID1333923Stability of the compound at room temperature at 10'-4 M incubated for 6 to 12 days under dark condition by HPLC method2017Bioorganic & medicinal chemistry, 01-15, Volume: 25, Issue:2
A novel curcumin derivative which inhibits P-glycoprotein, arrests cell cycle and induces apoptosis in multidrug resistance cells.
AID597184Ratio of compound IC50 to hematin IC50 for inhibition of beta-hematin formation2011Journal of medicinal chemistry, May-26, Volume: 54, Issue:10
Enone- and chalcone-chloroquinoline hybrid analogues: in silico guided design, synthesis, antiplasmodial activity, in vitro metabolism, and mechanistic studies.
AID1416552Antiproliferative activity against human HCT116 cells after 48 hrs by MTT assay
AID300496Cytotoxicity against human KB-VIN cells2007Bioorganic & medicinal chemistry, Sep-15, Volume: 15, Issue:18
Anti-tumor agents 255: novel glycyrrhetinic acid-dehydrozingerone conjugates as cytotoxic agents.
AID1333916Chemical stability of the compound in pH 9.1 sodium boric acid buffer at 10'-4 M incubated for overnight by HPLC method2017Bioorganic & medicinal chemistry, 01-15, Volume: 25, Issue:2
A novel curcumin derivative which inhibits P-glycoprotein, arrests cell cycle and induces apoptosis in multidrug resistance cells.
AID1269971Antioxidant activity assessed as ABTS free radical scavenging activity2016Bioorganic & medicinal chemistry, Feb-15, Volume: 24, Issue:4
An appraisal on recent medicinal perspective of curcumin degradant: Dehydrozingerone (DZG).
AID300499Cytotoxicity against human HCT8 cells2007Bioorganic & medicinal chemistry, Sep-15, Volume: 15, Issue:18
Anti-tumor agents 255: novel glycyrrhetinic acid-dehydrozingerone conjugates as cytotoxic agents.
AID1269961Fungicidal activity against Aspergillus niger MTCC 218 after 5 to 7 days by agar well diffusion method2016Bioorganic & medicinal chemistry, Feb-15, Volume: 24, Issue:4
An appraisal on recent medicinal perspective of curcumin degradant: Dehydrozingerone (DZG).
AID718489Upregulation of CDK1 gene expression in human HT-29 cells at 125 to 500 uM after 24 hrs by Western blotting2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID1169233Cytotoxicity against mouse HT22 cells assessed as cell viability at 1 to 25 uM after 24 hrs by MTT assay relative to control2014Journal of natural products, Oct-24, Volume: 77, Issue:10
Synthesis of natural and non-natural curcuminoids and their neuroprotective activity against glutamate-induced oxidative stress in HT-22 cells.
AID1269968Antifungal activity against Aspergillus ochraceus MTCC 4643 assessed as growth inhibition after 5 to 7 days by broth dilution method2016Bioorganic & medicinal chemistry, Feb-15, Volume: 24, Issue:4
An appraisal on recent medicinal perspective of curcumin degradant: Dehydrozingerone (DZG).
AID718473Cell cycle arrest in human HCT15 cells assessed as ROS-stimulated accumulation at G2/M phase after 24 hrs by propidium iodide based FACS flow cytometry in presence of alpha-tocopherol2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID718471Cytotoxicity against human WI38 cells assessed as growth inhibition after 72 hrs by WST-8 assay2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID597178Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum W2 by FACS-based assay2011Journal of medicinal chemistry, May-26, Volume: 54, Issue:10
Enone- and chalcone-chloroquinoline hybrid analogues: in silico guided design, synthesis, antiplasmodial activity, in vitro metabolism, and mechanistic studies.
AID718481Cell cycle arrest in human HT-29 cells assessed as ROS-stimulated accumulation at G2/M phase at 125 to 500 uM after 24 hrs by propidium iodide based FACS flow cytometry in presence of N-acetyl-L-cysteine2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID1569241Antiproliferative activity against human HCT116 cells after 24 hrs by MTT assay
AID718467Cytotoxicity against human HT-29 cells assessed as growth inhibition after 72 hrs by WST-8 assay2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID718486Upregulation of p21 gene expression in human HT-29 cells assessed as decrease in phosphorylated CDK1 at Thr161 at 500 uM after 24 hrs by Western blotting2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID300502Cytotoxicity against human DU145 cells2007Bioorganic & medicinal chemistry, Sep-15, Volume: 15, Issue:18
Anti-tumor agents 255: novel glycyrrhetinic acid-dehydrozingerone conjugates as cytotoxic agents.
AID300495Cytotoxicity against human KB cells2007Bioorganic & medicinal chemistry, Sep-15, Volume: 15, Issue:18
Anti-tumor agents 255: novel glycyrrhetinic acid-dehydrozingerone conjugates as cytotoxic agents.
AID1419318Induction of apoptosis in human PC3 cells assessed as intracellular ROS levels by measuring fluoresence intensity at 150 uM after 24 hrs by DCFH-DA staining-based flow cytometric analysis (Rvb = 3176 +/- 398 No_unit)2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1419283Antiproliferative activity in human PC3 cells at 2 to 10 uM measured during 120 hrs each 15 mins by RTCA DP based cellular impedance analysis2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID718468Upregulation of p21 gene expression in human HT-29 cells at 250 uM after 24 hrs by Western blotting2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID718499Cell cycle arrest in human HT-29 cells assessed as ROS-stimulated accumulation at G2/M phase after 24 hrs by propidium iodide based FACS flow cytometry in presence of SOD2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID1569227Antiosteoporotic activity in ddY mouse model of OVX-induced osteoporosis assessed as increase in trabecular number in femur bone at 10 mg/kg, po administered once daily via gavage for 4 weeks by microcomputed tomographic analysis
AID1419261Antiproliferative activity against human OVCAR4 cells after 72 hrs by MTT assay2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1419290Cell cycle arrest in human PC3 cells assessed as accumulation at G0/G1 phase at 70 uM after 72 hrs by RNase/propidium iodide staining-based flow cytometric analysis (Rvb = 61 +/- 3%)2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1419262Antiproliferative activity against human NCI-H322M cells after 72 hrs by MTT assay2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID300501Cytotoxicity against human PC3 cells2007Bioorganic & medicinal chemistry, Sep-15, Volume: 15, Issue:18
Anti-tumor agents 255: novel glycyrrhetinic acid-dehydrozingerone conjugates as cytotoxic agents.
AID1333888Antiproliferative activity against human NCI-H460 cells measured after 48 hrs by sulforhodamine B assay2017Bioorganic & medicinal chemistry, 01-15, Volume: 25, Issue:2
A novel curcumin derivative which inhibits P-glycoprotein, arrests cell cycle and induces apoptosis in multidrug resistance cells.
AID718492Cytotoxicity against human HT-29 cells assessed as dead cells at 1000 uM after 72 hrs by WST-8 assay2012Journal of natural products, Dec-28, Volume: 75, Issue:12
Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.
AID1569224Antiosteoporotic activity in ddY mouse model of OVX-induced osteoporosis assessed as increase in cross-sectional thickness in femur bone at 10 mg/kg, po administered once daily via gavage for 4 weeks by microcomputed tomographic analysis
AID1419291Cell cycle arrest in human PC3 cells assessed as accumulation at S phase at 70 uM after 72 hrs by RNase/propidium iodide staining-based flow cytometric analysis (Rvb = 17 +/- 1%)2018Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22
Synthesis and in vitro antitumor activity of novel alkenyl derivatives of pyridoxine, bioisosteric analogs of feruloyl methane.
AID1569232Antiosteoporotic activity in ddY mouse model of OVX-induced osteoporosis assessed as increase in new bone volume in femur bone at 10 mg/kg, po administered once daily via gavage for 4 weeks by microcomputed tomographic analysis
AID1333920Stability of the compound in RPMI medium at 1.5 10'-3 M incubated for 5 to 30 mins under dark condition by HPLC method2017Bioorganic & medicinal chemistry, 01-15, Volume: 25, Issue:2
A novel curcumin derivative which inhibits P-glycoprotein, arrests cell cycle and induces apoptosis in multidrug resistance cells.
AID1569222Antiosteoporotic activity in ddY mouse model of OVX-induced osteoporosis assessed as increase in ratio of bone volume/trabecular volume in femur bone at 10 mg/kg, po administered once daily via gavage for 4 weeks by microcomputed tomographic analysis
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (53)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (5.66)18.7374
1990's8 (15.09)18.2507
2000's10 (18.87)29.6817
2010's21 (39.62)24.3611
2020's11 (20.75)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.05

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.05 (24.57)
Research Supply Index3.99 (2.92)
Research Growth Index5.04 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.05)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (3.77%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other51 (96.23%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]