Page last updated: 2024-12-08

taspine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

taspine: RN given refers to parent cpd; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID215159
CHEMBL ID470867
SCHEMBL ID22452213
MeSH IDM0069866

Synonyms (28)

Synonym
unii-v53xn9l07o
v53xn9l07o ,
(1)benzopyrano(5,4,3-cde)(1)benzopyran-5,10-dione, 1-(2-(dimethylamino)ethyl)-3,8-dimethoxy-
602-07-3
nsc688259
NCI60_031857
NCI60_041671
nsc618155
NSC76022 ,
2-dimethylaminoethyl(dimethoxy)[?]dione
thaspine
1-(2-(dimethylamino)ethyl)-3,8-dimethoxychromeno[5,4,3-cde]chromene-5,10-dione
nsc-76022
nsc-688259
taspine
bdbm50241808
{1-(2-dimethylaminoethyl)-3,8-dimethoxychromeno[5,4,3-cde]chromene-5,10-dione}
CHEMBL470867 ,
1-[2-(dimethylamino)ethyl]-3,8-dimethoxy-[1]benzopyrano[5,4,3-cde][1]benzopyran-5,10-dione
taspin
1-(2-(dimethylamino)ethyl)-3,8-dimethoxychromeno(5,4,3-cde)chromene-5,10-dione hydrochloride
FT-0674816
AKOS027326755
Q5486808
DTXSID60975624
SCHEMBL22452213
5-[2-(dimethylamino)ethyl]-7,14-dimethoxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(14),4(16),5,7,11(15),12-hexaene-3,10-dione
HY-131502

Research Excerpts

Overview

Taspine is an active component isolated from Radix et Rhizoma Leonticis with inhibiting tumor angiogenic properties. Taspine has many potent pharmacological effects.

ExcerptReferenceRelevance
"Taspine is an active compound in anticancer agent development. "( Novel taspine derivative 12k inhibits cell growth and induces apoptosis in lung cell carcinoma.
Dai, B; Liu, R; Wang, H; Wang, W; Zhang, Y, 2015
)
2.34
"Taspine is an active component isolated from Radix et Rhizoma Leonticis with inhibiting tumor angiogenic properties. "( Taspine downregulates VEGF expression and inhibits proliferation of vascular endothelial cells through PI3 kinase and MAP kinase signaling pathways.
Chen, W; He, L; Li, X; Zhao, J; Zhao, L,
)
3.02
"Taspine is a bioactive aporphine alkaloid, which has many potent pharmacological effects. "( HPLC method for the pharmacokinetics and tissue distribution of taspine solution and taspine liposome after intravenous administrations to mice.
He, LC; Lu, W; Zeng, XM, 2008
)
2.03

Effects

Taspine has shown meaningful angiogenesis activity in previous studies. It has antitumor effect on the S180 sarcoma. The mechanism may be through the way of decreasing the expressing of the VEGF, bFGF, Bcl-2 and Bax.

ExcerptReferenceRelevance
"Taspine has been indicated to be a potential anti‑carcinogenic agent. "( Taspine derivative TAS9 regulates cell growth and metastasis of human hepatocellular carcinoma.
Dai, B; Liu, R; Liu, Y; Wang, W; Zhang, Y, 2015
)
3.3
"Taspine has shown meaningful angiogenesis activity in previous studies."( Antitumor activity of taspine by modulating the EGFR signaling pathway of Erk1/2 and Akt in vitro and in vivo.
Chen, Y; Dai, B; He, L; Wang, N; Zhang, J; Zhang, Y; Zheng, L, 2011
)
1.41
"Taspine has antitumor effect on the S180 sarcoma, and the mechanism may be through the way of decreasing the expressing of the VEGF, bFGF, Bcl-2 and Bax and inducing the vascular endothelial cell apoptosis."( [Inhibitory effect of taspine on mouse S180 sarcoma and its mechanism].
He, LC; Wang, HY; Zhang, YM, 2007
)
2.1
"Taspine has been isolated as a cytotoxic substance from Sangre de Grado, sap of Croton palanostigma (Euphorbiaceae), by bioassay guided fractionation. "( A cytotoxic substance from Sangre de Grado.
Enomori, T; Ichihara, Y; Inamatsu, M; Itokawa, H; Mochizuki, M; Morita, H; Shirota, O; Takeya, K, 1991
)
1.72

Pharmacokinetics

ExcerptReferenceRelevance
" In contrast, the total body clearance (CL), apparent volume of distribution V(c) and plasma half-life for the distribution (t(1/2 alpha)) and elimination phase (t(1/2 beta)) were lower for L-Ta, in comparison to the respective parameter of Ta."( HPLC method for the pharmacokinetics and tissue distribution of taspine solution and taspine liposome after intravenous administrations to mice.
He, LC; Lu, W; Zeng, XM, 2008
)
0.58
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
AcetylcholinesteraseElectrophorus electricus (electric eel)IC50 (µMol)0.33000.00000.94539.9400AID378482
AcetylcholinesteraseHomo sapiens (human)IC50 (µMol)0.54000.00000.933210.0000AID378483
CholinesteraseEquus caballus (horse)IC50 (µMol)100.00000.00002.22149.4000AID378484
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (14)

Processvia Protein(s)Taxonomy
acetylcholine catabolic process in synaptic cleftAcetylcholinesteraseHomo sapiens (human)
regulation of receptor recyclingAcetylcholinesteraseHomo sapiens (human)
osteoblast developmentAcetylcholinesteraseHomo sapiens (human)
acetylcholine catabolic processAcetylcholinesteraseHomo sapiens (human)
cell adhesionAcetylcholinesteraseHomo sapiens (human)
nervous system developmentAcetylcholinesteraseHomo sapiens (human)
synapse assemblyAcetylcholinesteraseHomo sapiens (human)
receptor internalizationAcetylcholinesteraseHomo sapiens (human)
negative regulation of synaptic transmission, cholinergicAcetylcholinesteraseHomo sapiens (human)
amyloid precursor protein metabolic processAcetylcholinesteraseHomo sapiens (human)
positive regulation of protein secretionAcetylcholinesteraseHomo sapiens (human)
retina development in camera-type eyeAcetylcholinesteraseHomo sapiens (human)
acetylcholine receptor signaling pathwayAcetylcholinesteraseHomo sapiens (human)
positive regulation of cold-induced thermogenesisAcetylcholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (10)

Processvia Protein(s)Taxonomy
amyloid-beta bindingAcetylcholinesteraseHomo sapiens (human)
acetylcholinesterase activityAcetylcholinesteraseHomo sapiens (human)
cholinesterase activityAcetylcholinesteraseHomo sapiens (human)
protein bindingAcetylcholinesteraseHomo sapiens (human)
collagen bindingAcetylcholinesteraseHomo sapiens (human)
hydrolase activityAcetylcholinesteraseHomo sapiens (human)
serine hydrolase activityAcetylcholinesteraseHomo sapiens (human)
acetylcholine bindingAcetylcholinesteraseHomo sapiens (human)
protein homodimerization activityAcetylcholinesteraseHomo sapiens (human)
laminin bindingAcetylcholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (13)

Processvia Protein(s)Taxonomy
extracellular regionAcetylcholinesteraseHomo sapiens (human)
basement membraneAcetylcholinesteraseHomo sapiens (human)
extracellular spaceAcetylcholinesteraseHomo sapiens (human)
nucleusAcetylcholinesteraseHomo sapiens (human)
Golgi apparatusAcetylcholinesteraseHomo sapiens (human)
plasma membraneAcetylcholinesteraseHomo sapiens (human)
cell surfaceAcetylcholinesteraseHomo sapiens (human)
membraneAcetylcholinesteraseHomo sapiens (human)
neuromuscular junctionAcetylcholinesteraseHomo sapiens (human)
synaptic cleftAcetylcholinesteraseHomo sapiens (human)
synapseAcetylcholinesteraseHomo sapiens (human)
perinuclear region of cytoplasmAcetylcholinesteraseHomo sapiens (human)
side of membraneAcetylcholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (33)

Assay IDTitleYearJournalArticle
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).2014Journal of biomolecular screening, Jul, Volume: 19, Issue:6
A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).
AID489612Antiproliferative activity against human ECV304 cells after 48 hrs by MTT assay2010European journal of medicinal chemistry, Jul, Volume: 45, Issue:7
Synthesis and preliminary biological evaluation of novel taspine derivatives as anticancer agents.
AID658162Stabilization of human G-quadruplex F21T assessed as change in melting temperature at 1 uM by FRET assay2012Bioorganic & medicinal chemistry letters, Apr-15, Volume: 22, Issue:8
Identification of novel telomeric G-quadruplex-targeting chemical scaffolds through screening of three NCI libraries.
AID358269Cicatrizant activity in mouse assessed as wound healing by tensile strength method2001Journal of natural products, Oct, Volume: 64, Issue:10
(+)-epi-Alpha-bisabolol [correction of bisbolol] is the wound-healing principle of Peperomia galioides: investigation of the in vivo wound-healing activity of related terpenoids.
AID338856Cytotoxicity against HUVEC cell at 5 ug/ml after 6 days1993Journal of natural products, Jun, Volume: 56, Issue:6
Isolation of a dihydrobenzofuran lignan from South American dragon's blood (Croton spp.) as an inhibitor of cell proliferation.
AID377155Embryotoxicity in rat embryo at 5 ug/mL1999Journal of natural products, Oct, Volume: 62, Issue:10
Detecting potential teratogenic alkaloids from blue cohosh rhizomes using an in vitro rat embryo culture.
AID658164Stabilization of human G-quadruplex F21T assessed as change in melting temperature at 5 uM by FRET assay2012Bioorganic & medicinal chemistry letters, Apr-15, Volume: 22, Issue:8
Identification of novel telomeric G-quadruplex-targeting chemical scaffolds through screening of three NCI libraries.
AID377165Embryotoxicity in rat embryo at 250 ug/mL1999Journal of natural products, Oct, Volume: 62, Issue:10
Detecting potential teratogenic alkaloids from blue cohosh rhizomes using an in vitro rat embryo culture.
AID489613Antiproliferative activity against human HEK293 cells overexpressing EGFR after 48 hrs by MTT assay2010European journal of medicinal chemistry, Jul, Volume: 45, Issue:7
Synthesis and preliminary biological evaluation of novel taspine derivatives as anticancer agents.
AID658163Stabilization of DNA duplex hairpin structure assessed as change in melting temperature at 1 uM by FRET assay2012Bioorganic & medicinal chemistry letters, Apr-15, Volume: 22, Issue:8
Identification of novel telomeric G-quadruplex-targeting chemical scaffolds through screening of three NCI libraries.
AID377158Teratogenic activity in rat embryo assessed as incidence of major malformation at 5 ug/mL after 45 hrs relative to control1999Journal of natural products, Oct, Volume: 62, Issue:10
Detecting potential teratogenic alkaloids from blue cohosh rhizomes using an in vitro rat embryo culture.
AID378482Inhibition of electric eel AChE by Ellman's assay2006Journal of natural products, Sep, Volume: 69, Issue:9
Taspine: bioactivity-guided isolation and molecular ligand-target insight of a potent acetylcholinesterase inhibitor from Magnolia x soulangiana.
AID338857Cytotoxicity against HUVEC cell at 2.5 ug/ml after 6 days1993Journal of natural products, Jun, Volume: 56, Issue:6
Isolation of a dihydrobenzofuran lignan from South American dragon's blood (Croton spp.) as an inhibitor of cell proliferation.
AID377149Teratogenic activity in rat embryo assessed as incidence of major malformation at 1.25 ug/mL after 45 hrs relative to control1999Journal of natural products, Oct, Volume: 62, Issue:10
Detecting potential teratogenic alkaloids from blue cohosh rhizomes using an in vitro rat embryo culture.
AID455670Lipophilicity, log D at pH 7.42010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
Discovery of novel taspine derivatives as antiangiogenic agents.
AID377154Effect on growth and morphogenesis of organogenesis-staged rat embryo at 50 ug/mL after 45 hrs relative to control1999Journal of natural products, Oct, Volume: 62, Issue:10
Detecting potential teratogenic alkaloids from blue cohosh rhizomes using an in vitro rat embryo culture.
AID455674Antiproliferative activity against human A549 cells2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
Discovery of novel taspine derivatives as antiangiogenic agents.
AID455672Solubility at pH 7.42010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
Discovery of novel taspine derivatives as antiangiogenic agents.
AID455671Dissociation constant, pKa of the compound2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
Discovery of novel taspine derivatives as antiangiogenic agents.
AID377164Embryotoxicity in rat embryo at 80 ug/mL1999Journal of natural products, Oct, Volume: 62, Issue:10
Detecting potential teratogenic alkaloids from blue cohosh rhizomes using an in vitro rat embryo culture.
AID455675Antiproliferative activity against human Caco-2 cells2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
Discovery of novel taspine derivatives as antiangiogenic agents.
AID455676Antiproliferative activity against human ECV304 cells2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
Discovery of novel taspine derivatives as antiangiogenic agents.
AID338855Cytotoxicity against HUVEC cell at 25 ug/ml after 6 days1993Journal of natural products, Jun, Volume: 56, Issue:6
Isolation of a dihydrobenzofuran lignan from South American dragon's blood (Croton spp.) as an inhibitor of cell proliferation.
AID489614Antiproliferative activity against human A431 cells abnormally expressing EGFR after 48 hrs by MTT assay2010European journal of medicinal chemistry, Jul, Volume: 45, Issue:7
Synthesis and preliminary biological evaluation of novel taspine derivatives as anticancer agents.
AID378483Inhibition of human AChE by Ellman's assay2006Journal of natural products, Sep, Volume: 69, Issue:9
Taspine: bioactivity-guided isolation and molecular ligand-target insight of a potent acetylcholinesterase inhibitor from Magnolia x soulangiana.
AID489610Antiproliferative activity against human Caco-2 cells after 48 hrs by MTT assay2010European journal of medicinal chemistry, Jul, Volume: 45, Issue:7
Synthesis and preliminary biological evaluation of novel taspine derivatives as anticancer agents.
AID378484Inhibition of horse serum BuChE by Ellman's method2006Journal of natural products, Sep, Volume: 69, Issue:9
Taspine: bioactivity-guided isolation and molecular ligand-target insight of a potent acetylcholinesterase inhibitor from Magnolia x soulangiana.
AID338859Induction of HUVEC cell proliferation at 0.25 ug/ml after 6 days1993Journal of natural products, Jun, Volume: 56, Issue:6
Isolation of a dihydrobenzofuran lignan from South American dragon's blood (Croton spp.) as an inhibitor of cell proliferation.
AID377151Effect on growth and morphogenesis of organogenesis-staged rat embryo at 1.25 ug/mL after 45 hrs relative to control1999Journal of natural products, Oct, Volume: 62, Issue:10
Detecting potential teratogenic alkaloids from blue cohosh rhizomes using an in vitro rat embryo culture.
AID377163Embryotoxicity in rat embryo at 20 ug/mL1999Journal of natural products, Oct, Volume: 62, Issue:10
Detecting potential teratogenic alkaloids from blue cohosh rhizomes using an in vitro rat embryo culture.
AID489611Antiproliferative activity against human A549 cells after 48 hrs by MTT assay2010European journal of medicinal chemistry, Jul, Volume: 45, Issue:7
Synthesis and preliminary biological evaluation of novel taspine derivatives as anticancer agents.
AID377150Effect on growth and morphogenesis of organogenesis-staged rat embryo at 0.1 ug/mL after 45 hrs relative to control1999Journal of natural products, Oct, Volume: 62, Issue:10
Detecting potential teratogenic alkaloids from blue cohosh rhizomes using an in vitro rat embryo culture.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (47)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (4.26)18.7374
1990's4 (8.51)18.2507
2000's10 (21.28)29.6817
2010's27 (57.45)24.3611
2020's4 (8.51)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 27.75

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 Index27.75 (24.57)
Research Supply Index3.95 (2.92)
Research Growth Index5.10 (4.65)
Search Engine Demand Index32.40 (26.88)
Search Engine Supply Index2.17 (0.95)

This Compound (27.75)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other51 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]