Page last updated: 2024-11-06

dehydroabietylamine

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Description

Dehydroabietylamine (DHA) is a naturally occurring diterpene amine found in various plants, including Abies species (fir trees). It has been shown to possess a range of biological activities, including antimicrobial, anti-inflammatory, and anticancer properties. Its synthesis involves several steps, starting from abietic acid, a common resin acid found in conifers. The amine group is typically introduced through a reductive amination process. DHA's effects are attributed to its ability to interact with various biological targets, including enzymes, receptors, and cell membranes. Research on DHA focuses on its potential therapeutic applications, particularly in the treatment of bacterial infections, inflammatory disorders, and cancer. Studies have investigated its mechanism of action, its pharmacokinetic properties, and its potential for clinical development.'

dehydroabietylamine: has antimalarial activity; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID62034
CHEMBL ID70488
CHEBI ID93086
SCHEMBL ID27863
MeSH IDM000609334

Synonyms (50)

Synonym
MLS002207102
smr001306713
4-12-00-03005 (beilstein handbook reference)
33289o147p ,
nsc 2955
unii-33289o147p
BRD-K62289640-003-01-9
dehydroabietylamine
podocarpa-8,13-trien-15-amine, 13-isopropyl-
nsc-2955
1-phenanthrenemethanamine,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, [1r-(1.alpha.,4a.beta.,10a.alpha.)]-
1446-61-3
nsc2955
brn 3084620
epa pesticide chemical code 004206
13-isopropylpodocarpa-8,11,13-trien-15-amine
hsdb 5665
1-phenanthrenemethanamine, 1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1r,4as,10ar)-
1-phenanthrenemethanamine, 1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1r-(1alpha,4abeta,10aalpha))-
einecs 215-899-7
caswell no. 276
(+)-dehydroabietylamine, technical grade, 60%
CHEMBL70488 ,
(+)-dehydroabietylamine
dehydroabiethylamine
D1180
D1588
((1r,4as,10ar)-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)methanamine
AKOS015914070
1-phenanthrenemethanamine 1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-,(1r,4as,10ar)-
dehydroabietylamine [hsdb]
SCHEMBL27863
JVVXZOOGOGPDRZ-SLFFLAALSA-N
W-108153
DTXSID2041834
CS-W005629
CHEBI:93086
(+)-dehydroabietylamine; >95%
DS-18554
Q15409408
lylamine
bdbm50217007
A884771
dehydroabietylamine (>80%)
HY-W005629
1-[(1r,4as,10ar)-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl]methanamine
EN300-7409771
Z2216889331
1078140-96-1
rel-((1r,4as,10ar)-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)methanamine

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
"This review not only gives a summary of the most important findings on the cytotoxic behavior of DAderived compounds but also shows some drawbacks of these compounds, such low bioavailability and/or poor solubility of several derivatives of DA."( Cytotoxic Dehydroabietylamine Derived Compounds.
Al-Harrasi, A; Csuk, R; Wiemann, J, 2020
)
0.96

Dosage Studied

ExcerptRelevanceReference
" The dosage of CTAB should be moderate; too high or too low will decay the ordering degree of the lamellar structure."( Synthesis of ordered lamellar supermicroporous silica with rigid neutral and long-chain cationic composite templating route.
Chen, S; Fan, G; Liao, S; Si, H; Wang, P; Wang, Z, 2019
)
0.51
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
diterpenoidAny terpenoid derived from a diterpene. The term includes compounds in which the C20 skeleton of the parent diterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups).
[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 (8)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
TDP1 proteinHomo sapiens (human)Potency29.09290.000811.382244.6684AID686978; AID686979
IDH1Homo sapiens (human)Potency23.10930.005210.865235.4813AID686970
nuclear factor erythroid 2-related factor 2 isoform 2Homo sapiens (human)Potency8.19950.00419.984825.9290AID504444
gemininHomo sapiens (human)Potency20.59620.004611.374133.4983AID624297
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)IC50 (µMol)9.50000.00051.89099.5000AID162967
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)IC50 (µMol)9.50000.06503.12999.5000AID162967
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)IC50 (µMol)9.50000.02603.56669.5000AID162967
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)IC50 (µMol)9.50000.02103.58609.5000AID162967
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (27)

Processvia Protein(s)Taxonomy
glucose metabolic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
cell population proliferation[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
intrinsic apoptotic signaling pathway in response to oxidative stress[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
regulation of acetyl-CoA biosynthetic process from pyruvate[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
regulation of glucose metabolic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
hypoxia-inducible factor-1alpha signaling pathway[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
protein phosphorylation[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
glucose metabolic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
regulation of gluconeogenesis[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
regulation of pH[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
insulin receptor signaling pathway[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
regulation of acetyl-CoA biosynthetic process from pyruvate[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
regulation of cellular ketone metabolic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
regulation of glucose metabolic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
cellular response to nutrient[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
cellular response to reactive oxygen species[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
glucose homeostasis[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
regulation of calcium-mediated signaling[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
intrinsic apoptotic signaling pathway by p53 class mediator[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
protein phosphorylation[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
regulation of acetyl-CoA biosynthetic process from pyruvate[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
regulation of glucose metabolic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
peptidyl-serine phosphorylation[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
peroxisome proliferator activated receptor signaling pathway[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
cellular response to fatty acid[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
hypoxia-inducible factor-1alpha signaling pathway[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
regulation of reactive oxygen species metabolic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
protein phosphorylation[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
regulation of pH[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
insulin receptor signaling pathway[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
cellular response to starvation[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
regulation of acetyl-CoA biosynthetic process from pyruvate[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
regulation of cellular ketone metabolic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
regulation of glucose metabolic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
regulation of fatty acid biosynthetic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
glucose homeostasis[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
response to starvation[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
regulation of bone resorption[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
regulation of fatty acid oxidation[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
cellular response to fatty acid[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
reactive oxygen species metabolic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
negative regulation of anoikis[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
protein phosphorylation[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (6)

Processvia Protein(s)Taxonomy
protein kinase activity[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
pyruvate dehydrogenase (acetyl-transferring) kinase activity[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
protein binding[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
ATP binding[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
protein kinase activity[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
pyruvate dehydrogenase (acetyl-transferring) kinase activity[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
protein binding[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
ATP binding[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
protein homodimerization activity[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
protein kinase activity[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
protein serine/threonine kinase activity[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
pyruvate dehydrogenase (acetyl-transferring) kinase activity[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
protein binding[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
ATP binding[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
protein kinase activity[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
pyruvate dehydrogenase (acetyl-transferring) kinase activity[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
protein binding[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
ATP binding[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
mitochondrial matrix[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
mitochondrion[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
nucleoplasm[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
mitochondrion[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
mitochondrial matrix[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
cytosol[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
pyruvate dehydrogenase complex[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
mitochondrion[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
nucleolus[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
mitochondrion[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
mitochondrial matrix[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
mitochondrion[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
mitochondrial matrix[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
mitochondrion[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (87)

Assay IDTitleYearJournalArticle
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID1352793Antiproliferative activity against human MCF7 cells after 36 hrs by MTT assay2018European journal of medicinal chemistry, Feb-25, Volume: 146High anticancer potency on tumor cells of dehydroabietylamine Schiff-base derivatives and a copper(II) complex.
AID131122In vivo activity in a diabetic mouse at a dose of 30 umol/kg/day on day1 after 6 hr1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID1246299Cytotoxicity against HEK293 cells at <= 50 uM after 72 hrs by CellTiter-Glo assay2015European journal of medicinal chemistry, Sep-18, Volume: 102(+)-Dehydroabietylamine derivatives target triple-negative breast cancer.
AID1299557Selectivity index, ratio of IC50 for rat L6 cells to IC50 for Trypanosoma cruzi Tulahuen C2C4 amastigotes2016Journal of natural products, Feb-26, Volume: 79, Issue:2
Abietane-Type Diterpenoid Amides with Highly Potent and Selective Activity against Leishmania donovani and Trypanosoma cruzi.
AID131254In vivo activity in a diabetic mouse at a dose of 300 umol/kg/day on day1 after 6 hr1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID755529Cytotoxicity against human PC3 cells assessed as growth inhibition after 72 hrs by MTT assay2013Bioorganic & medicinal chemistry letters, Jul-01, Volume: 23, Issue:13
Anticancer effects of a novel class rosin-derivatives with different mechanisms.
AID1637807Antineoplastic activity against human MCF7 cells measured after 36 hrs by MTT assay2018MedChemComm, Dec-01, Volume: 9, Issue:12
Synthesis and potential antineoplastic activity of dehydroabietylamine imidazole derivatives.
AID162967In vitro inhibitory activity against pyruvate dehydrogenase kinase was determined1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID1637806Antineoplastic activity against human HepG2 cells measured after 36 hrs by MTT assay2018MedChemComm, Dec-01, Volume: 9, Issue:12
Synthesis and potential antineoplastic activity of dehydroabietylamine imidazole derivatives.
AID755527Cytotoxicity against human EJ cells assessed as growth inhibition after 72 hrs by MTT assay2013Bioorganic & medicinal chemistry letters, Jul-01, Volume: 23, Issue:13
Anticancer effects of a novel class rosin-derivatives with different mechanisms.
AID1352799Induction of apoptosis in human HepG2 cells assessed as viable cells at 0.1 ug/ml after 24 hrs by Annexin V/propidium iodide staining based flow cytometry (Rvb = 83.13%)2018European journal of medicinal chemistry, Feb-25, Volume: 146High anticancer potency on tumor cells of dehydroabietylamine Schiff-base derivatives and a copper(II) complex.
AID1406741Selectivity index, ratio of EC50 for mouse NIH/3T3 cells to EC50 for human MCF7 cells2018European journal of medicinal chemistry, Aug-05, Volume: 156Syntheses of C-ring modified dehydroabietylamides and their cytotoxic activity.
AID1637809Cytotoxicity against HUVEC measured after 36 hrs by MTT assay2018MedChemComm, Dec-01, Volume: 9, Issue:12
Synthesis and potential antineoplastic activity of dehydroabietylamine imidazole derivatives.
AID1352798Induction of apoptosis in human HepG2 cells assessed as necrotic cells at 0.1 ug/ml after 24 hrs by Annexin V/propidium iodide staining based flow cytometry (Rvb = 1.86%)2018European journal of medicinal chemistry, Feb-25, Volume: 146High anticancer potency on tumor cells of dehydroabietylamine Schiff-base derivatives and a copper(II) complex.
AID1406740Cytotoxicity against mouse NIH/3T3 cells after 96 hrs by sulforhodamine-B assay2018European journal of medicinal chemistry, Aug-05, Volume: 156Syntheses of C-ring modified dehydroabietylamides and their cytotoxic activity.
AID1406738Cytotoxicity against human MCF7 cells after 96 hrs by sulforhodamine-B assay2018European journal of medicinal chemistry, Aug-05, Volume: 156Syntheses of C-ring modified dehydroabietylamides and their cytotoxic activity.
AID755549Hemolytic activity in mouse RBC at 100 uM after 1 hr by ELISA relative to control2013Bioorganic & medicinal chemistry letters, Jul-01, Volume: 23, Issue:13
Anticancer effects of a novel class rosin-derivatives with different mechanisms.
AID1352797Induction of apoptosis in human HepG2 cells assessed as late apoptotic cells at 0.1 ug/ml after 24 hrs by Annexin V/propidium iodide staining based flow cytometry (Rvb = 7.09%)2018European journal of medicinal chemistry, Feb-25, Volume: 146High anticancer potency on tumor cells of dehydroabietylamine Schiff-base derivatives and a copper(II) complex.
AID755530Induction of apoptosis in human EJ cells assessed as decrease in procaspase-3 level at 5 uM after 24 hrs by Western blot analysis2013Bioorganic & medicinal chemistry letters, Jul-01, Volume: 23, Issue:13
Anticancer effects of a novel class rosin-derivatives with different mechanisms.
AID755544Induction of apoptosis in human EJ cells assessed as formation of apoptotic bodies at 5 uM after 24 hrs by Hoechst 33342 staining-based confocal microscopic analysis2013Bioorganic & medicinal chemistry letters, Jul-01, Volume: 23, Issue:13
Anticancer effects of a novel class rosin-derivatives with different mechanisms.
AID131124In vivo activity in a diabetic mouse at a dose of 300 umol/kg/day on day 3 after 4 hr1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID755540Induction of apoptosis in human EJ cells assessed as early apoptotic cells at 5 uM after 24 hrs by annexin V-FITC/propidium iodide staining-based flow cytometric analysis (Rvb = 0.01 to 0.04%)2013Bioorganic & medicinal chemistry letters, Jul-01, Volume: 23, Issue:13
Anticancer effects of a novel class rosin-derivatives with different mechanisms.
AID1637805Antineoplastic activity against human HeLa cells measured after 36 hrs by MTT assay2018MedChemComm, Dec-01, Volume: 9, Issue:12
Synthesis and potential antineoplastic activity of dehydroabietylamine imidazole derivatives.
AID131121In vivo activity in a diabetic mouse at a dose of 30 umol/kg/day on day1 after 4 hr1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID131099In vivo activity in a diabetic mouse at a dose of 100 umol/kg/day on day 3 after 2 hr1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID1637824Drug internalization in human HeLa cells at 100 nM incubated for 2 hrs at 4 degC by confocal fluorescence imaging analysis2018MedChemComm, Dec-01, Volume: 9, Issue:12
Synthesis and potential antineoplastic activity of dehydroabietylamine imidazole derivatives.
AID1406737Cytotoxicity against human HT-29 cells after 96 hrs by sulforhodamine-B assay2018European journal of medicinal chemistry, Aug-05, Volume: 156Syntheses of C-ring modified dehydroabietylamides and their cytotoxic activity.
AID755543Induction of apoptosis in human EJ cells assessed as nuclear condensation at 5 uM after 24 hrs by Hoechst 33342 staining-based confocal microscopic analysis2013Bioorganic & medicinal chemistry letters, Jul-01, Volume: 23, Issue:13
Anticancer effects of a novel class rosin-derivatives with different mechanisms.
AID1352802Induction of apoptosis in human HepG2 cells assessed as necrotic cells at 1 ug/ml after 24 hrs by Annexin V/propidium iodide staining based flow cytometry (Rvb = 1.86%)2018European journal of medicinal chemistry, Feb-25, Volume: 146High anticancer potency on tumor cells of dehydroabietylamine Schiff-base derivatives and a copper(II) complex.
AID755532Induction of apoptosis in human EJ cells assessed as decrease in procaspase-9 level at 5 uM after 24 hrs by Western blot analysis2013Bioorganic & medicinal chemistry letters, Jul-01, Volume: 23, Issue:13
Anticancer effects of a novel class rosin-derivatives with different mechanisms.
AID755553Cytotoxicity against human HeLa cells assessed as growth inhibition after 72 hrs by MTT assay2013Bioorganic & medicinal chemistry letters, Jul-01, Volume: 23, Issue:13
Anticancer effects of a novel class rosin-derivatives with different mechanisms.
AID755531Induction of apoptosis in human EJ cells assessed as caspase-8 activation at 5 uM after 24 hrs by Western blot analysis2013Bioorganic & medicinal chemistry letters, Jul-01, Volume: 23, Issue:13
Anticancer effects of a novel class rosin-derivatives with different mechanisms.
AID755547Induction of necrosis in human EJ cells assessed as disruption of membrane integrity at 15 uM after 1 hr by propidium iodide uptake assay2013Bioorganic & medicinal chemistry letters, Jul-01, Volume: 23, Issue:13
Anticancer effects of a novel class rosin-derivatives with different mechanisms.
AID1352801Induction of apoptosis in human HepG2 cells assessed as late apoptotic cells at 1 ug/ml after 24 hrs by Annexin V/propidium iodide staining based flow cytometry (Rvb = 7.09%)2018European journal of medicinal chemistry, Feb-25, Volume: 146High anticancer potency on tumor cells of dehydroabietylamine Schiff-base derivatives and a copper(II) complex.
AID755528Cytotoxicity against human 5637 cells assessed as growth inhibition after 72 hrs by MTT assay2013Bioorganic & medicinal chemistry letters, Jul-01, Volume: 23, Issue:13
Anticancer effects of a novel class rosin-derivatives with different mechanisms.
AID131104In vivo activity in a diabetic mouse at a dose of 100 umol/kg/day on day1 after 6 hr1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID1299556Cytotoxicity against rat L6 cells after 72 hrs by AlamarBlue dye based fluorimetric method2016Journal of natural products, Feb-26, Volume: 79, Issue:2
Abietane-Type Diterpenoid Amides with Highly Potent and Selective Activity against Leishmania donovani and Trypanosoma cruzi.
AID1352800Induction of apoptosis in human HepG2 cells assessed as early apoptotic cells at 1 ug/ml after 24 hrs by Annexin V/propidium iodide staining based flow cytometry (Rvb = 7.92%)2018European journal of medicinal chemistry, Feb-25, Volume: 146High anticancer potency on tumor cells of dehydroabietylamine Schiff-base derivatives and a copper(II) complex.
AID1352792Antiproliferative activity against human HepG2 cells after 36 hrs by MTT assay2018European journal of medicinal chemistry, Feb-25, Volume: 146High anticancer potency on tumor cells of dehydroabietylamine Schiff-base derivatives and a copper(II) complex.
AID1352796Induction of apoptosis in human HepG2 cells assessed as early apoptotic cells at 0.1 ug/ml after 24 hrs by Annexin V/propidium iodide staining based flow cytometry (Rvb = 7.92%)2018European journal of medicinal chemistry, Feb-25, Volume: 146High anticancer potency on tumor cells of dehydroabietylamine Schiff-base derivatives and a copper(II) complex.
AID1637808Antineoplastic activity against human A549 cells measured after 36 hrs by MTT assay2018MedChemComm, Dec-01, Volume: 9, Issue:12
Synthesis and potential antineoplastic activity of dehydroabietylamine imidazole derivatives.
AID131126In vivo activity in a diabetic mouse at a dose of 300 umol/kg/day on day1 after 2 hr1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID1299548Antileishmanial activity against axenic amastigotes of Leishmania donovani MHOM/SD/1962/1S-Cl2d infected in human THP1 cells assessed as parasite growth inhibition at 50 uM after 24 hrs by AlamarBlue viability assay2016Journal of natural products, Feb-26, Volume: 79, Issue:2
Abietane-Type Diterpenoid Amides with Highly Potent and Selective Activity against Leishmania donovani and Trypanosoma cruzi.
AID1406736Cytotoxicity against human A2780 cells after 96 hrs by sulforhodamine-B assay2018European journal of medicinal chemistry, Aug-05, Volume: 156Syntheses of C-ring modified dehydroabietylamides and their cytotoxic activity.
AID1352794Antiproliferative activity against human A549 cells after 36 hrs by MTT assay2018European journal of medicinal chemistry, Feb-25, Volume: 146High anticancer potency on tumor cells of dehydroabietylamine Schiff-base derivatives and a copper(II) complex.
AID755551Cytotoxicity against human Jurkat cells assessed as growth inhibition after 72 hrs by MTT assay2013Bioorganic & medicinal chemistry letters, Jul-01, Volume: 23, Issue:13
Anticancer effects of a novel class rosin-derivatives with different mechanisms.
AID755539Induction of apoptosis in human EJ cells assessed as viable cells at 5 uM after 24 hrs by annexin V-FITC/propidium iodide staining-based flow cytometric analysis (Rvb = 99.6%)2013Bioorganic & medicinal chemistry letters, Jul-01, Volume: 23, Issue:13
Anticancer effects of a novel class rosin-derivatives with different mechanisms.
AID1246298Antiproliferative activity against human triple-negative MDA-MB-231 cells at <= 50 uM after 72 hrs by CellTiter-Glo assay2015European journal of medicinal chemistry, Sep-18, Volume: 102(+)-Dehydroabietylamine derivatives target triple-negative breast cancer.
AID1299555Antitrypanosomal activity against trypomastigote form of Trypanosoma cruzi Tulahuen C2C4 expressing LacZ gene infected in rat L6 cells after 96 hrs by photometric method2016Journal of natural products, Feb-26, Volume: 79, Issue:2
Abietane-Type Diterpenoid Amides with Highly Potent and Selective Activity against Leishmania donovani and Trypanosoma cruzi.
AID131118In vivo activity in a diabetic mouse at a dose of 30 umol/kg/day on day 3 after 4 hr1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID1352791Antiproliferative activity against human HeLa cells after 36 hrs by MTT assay2018European journal of medicinal chemistry, Feb-25, Volume: 146High anticancer potency on tumor cells of dehydroabietylamine Schiff-base derivatives and a copper(II) complex.
AID755533Induction of apoptosis in human EJ cells assessed as increase in cytosolic cytochrome c level at 5 uM after 24 hrs by Western blot analysis2013Bioorganic & medicinal chemistry letters, Jul-01, Volume: 23, Issue:13
Anticancer effects of a novel class rosin-derivatives with different mechanisms.
AID755542Induction of apoptosis in human EJ cells assessed as necrotic cells at 5 uM after 24 hrs by annexin V-FITC/propidium iodide staining-based flow cytometric analysis (Rvb = 0.28 to 0.30%)2013Bioorganic & medicinal chemistry letters, Jul-01, Volume: 23, Issue:13
Anticancer effects of a novel class rosin-derivatives with different mechanisms.
AID1352795Cytotoxicity against HUVEC assessed as reduction in cell viability after 36 hrs by MTT assay2018European journal of medicinal chemistry, Feb-25, Volume: 146High anticancer potency on tumor cells of dehydroabietylamine Schiff-base derivatives and a copper(II) complex.
AID1406739Cytotoxicity against human SW1736 cells after 96 hrs by sulforhodamine-B assay2018European journal of medicinal chemistry, Aug-05, Volume: 156Syntheses of C-ring modified dehydroabietylamides and their cytotoxic activity.
AID131102In vivo activity in a diabetic mouse at a dose of 100 umol/kg/day on day1 after 2 hr1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID1352803Induction of apoptosis in human HepG2 cells assessed as viable cells at 1 ug/ml after 24 hrs by Annexin V/propidium iodide staining based flow cytometry (Rvb = 83.13%)2018European journal of medicinal chemistry, Feb-25, Volume: 146High anticancer potency on tumor cells of dehydroabietylamine Schiff-base derivatives and a copper(II) complex.
AID131100In vivo activity in a diabetic mouse at a dose of 100 umol/kg/day on day 3 after 4 hr1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID1318782Cytotoxicity against mouse J774 cells assessed as reduction of cell viability after 48 hrs by resazurin dye-based fluorometric method2016European journal of medicinal chemistry, Oct-04, Volume: 121Synthesis and antileishmanial activity of C7- and C12-functionalized dehydroabietylamine derivatives.
AID1352807Induction of apoptosis in human HepG2 cells assessed as viable cells at 10 ug/ml after 24 hrs by Annexin V/propidium iodide staining based flow cytometry (Rvb = 83.13%)2018European journal of medicinal chemistry, Feb-25, Volume: 146High anticancer potency on tumor cells of dehydroabietylamine Schiff-base derivatives and a copper(II) complex.
AID1352804Induction of apoptosis in human HepG2 cells assessed as early apoptotic cells at 10 ug/ml after 24 hrs by Annexin V/propidium iodide staining based flow cytometry (Rvb = 7.92%)2018European journal of medicinal chemistry, Feb-25, Volume: 146High anticancer potency on tumor cells of dehydroabietylamine Schiff-base derivatives and a copper(II) complex.
AID755541Induction of apoptosis in human EJ cells assessed as late apoptotic cells at 5 uM after 24 hrs by annexin V-FITC/propidium iodide staining-based flow cytometric analysis (Rvb = 0.08 to 0.22%)2013Bioorganic & medicinal chemistry letters, Jul-01, Volume: 23, Issue:13
Anticancer effects of a novel class rosin-derivatives with different mechanisms.
AID131253In vivo activity in a diabetic mouse at a dose of 300 umol/kg/day on day1 after 4 hr1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID755552Cytotoxicity against human EJ cells assessed as cell death at 10 to 20 uM after 1 hr by MTT assay2013Bioorganic & medicinal chemistry letters, Jul-01, Volume: 23, Issue:13
Anticancer effects of a novel class rosin-derivatives with different mechanisms.
AID1352805Induction of apoptosis in human HepG2 cells assessed as late apoptotic cells at 10 ug/ml after 24 hrs by Annexin V/propidium iodide staining based flow cytometry (Rvb = 7.09%)2018European journal of medicinal chemistry, Feb-25, Volume: 146High anticancer potency on tumor cells of dehydroabietylamine Schiff-base derivatives and a copper(II) complex.
AID131117In vivo activity in a diabetic mouse at a dose of 30 umol/kg/day on day 3 after 2 hr1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID90950In vitro effective concentration in normal human dermal fibroblasts; Inactive1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID1352806Induction of apoptosis in human HepG2 cells assessed as necrotic cells at 10 ug/ml after 24 hrs by Annexin V/propidium iodide staining based flow cytometry (Rvb = 1.86%)2018European journal of medicinal chemistry, Feb-25, Volume: 146High anticancer potency on tumor cells of dehydroabietylamine Schiff-base derivatives and a copper(II) complex.
AID131103In vivo activity in a diabetic mouse at a dose of 100 umol/kg/day on day1 after 4 hr1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID131123In vivo activity in a diabetic mouse at a dose of 300 umol/kg/day on day 3 after 2 hr1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID131119In vivo activity in a diabetic mouse at a dose of 30 umol/kg/day on day 3 after 6 hr1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID1406735Cytotoxicity against human FADU cells after 96 hrs by sulforhodamine-B assay2018European journal of medicinal chemistry, Aug-05, Volume: 156Syntheses of C-ring modified dehydroabietylamides and their cytotoxic activity.
AID131125In vivo activity in a diabetic mouse at a dose of 300 umol/kg/day on day 3 after 6 hr1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID131120In vivo activity in a diabetic mouse at a dose of 30 umol/kg/day on day1 after 2 hr1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID131101In vivo activity in a diabetic mouse at a dose of 100 umol/kg/day on day 3 after 6 hr1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID1246300Cytotoxicity against human HepG2 cells at <= 50 uM after 72 hrs by CellTiter-Glo assay2015European journal of medicinal chemistry, Sep-18, Volume: 102(+)-Dehydroabietylamine derivatives target triple-negative breast cancer.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (30)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (3.33)18.2507
2000's1 (3.33)29.6817
2010's19 (63.33)24.3611
2020's9 (30.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 29.31

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index29.31 (24.57)
Research Supply Index3.43 (2.92)
Research Growth Index5.56 (4.65)
Search Engine Demand Index34.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (29.31)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (3.33%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other29 (96.67%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]