Page last updated: 2024-12-06

daurisoline

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

Description

Daurisoline is a natural product isolated from the roots of Aconitum species, a genus of flowering plants belonging to the buttercup family Ranunculaceae. It exhibits a wide range of pharmacological activities, including anti-inflammatory, analgesic, and anticancer effects. Daurisoline has been shown to inhibit the production of pro-inflammatory cytokines like TNF-α and IL-6. It also possesses analgesic properties, potentially by modulating the activity of pain receptors. Furthermore, daurisoline has been found to exhibit cytotoxic effects against various cancer cell lines, suggesting its potential as a therapeutic agent for cancer treatment. The complex structure of daurisoline, featuring a unique ring system and multiple chiral centers, makes it a challenging target for total synthesis. However, several synthetic routes have been developed, allowing for the preparation of daurisoline and its analogs for further biological studies. The research on daurisoline aims to understand its mechanisms of action, explore its therapeutic potential, and develop synthetic methods for its production and modification. The unique chemical structure and diverse biological activities of daurisoline make it an intriguing target for pharmaceutical research.'
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daurisoline: antiarrhythmic from Menispermun dahuricum; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID51106
CHEMBL ID2216904
CHEBI ID184038
SCHEMBL ID24212114
MeSH IDM0081808

Synonyms (24)

Synonym
7-isoquinolinol, 1,2,3,4-tetrahydro-1-((4-hydroxy-3-(4-((1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)phenoxy)phenyl)methyl)-6-methoxy-2-methyl-, (r-(r*,r*))-
o(sup 7)-demethyldauricine
(r-(r*,r*))-1,2,3,4-tetrahydro-1-((4-hydroxy-3-(4-((1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)phenoxy)phenyl)methyl)-6-methoxy-2-methyl-7-isoquinolinol
daurisoline
d 610
(1r)-1-[[3-[4-[[(1r)-6,7-dimethoxy-2-methyl-3,4-dihydro-1h-isoquinolin-1-yl]methyl]phenoxy]-4-hydroxyphenyl]methyl]-6-methoxy-2-methyl-3,4-dihydro-1h-isoquinolin-7-ol
CHEBI:184038
70553-76-3
S9150
CHEMBL2216904 ,
daruisoline
bdbm50403104
AKOS015897168
DTXSID40220841
AC-34009
Q-100785
(r,r)-daurisoline
CS-8095
HY-N0221
mfcd00221740
NCGC00482986-03
CCG-270233
AS-77876
SCHEMBL24212114

Research Excerpts

Overview

Daurisoline (DAS) is a component of traditional Chinese herb, Menispermum dauricum. It exhibits anti-cancer effects by autophagy inhibition and metastasis suppression.

ExcerptReferenceRelevance
"Daurisoline (1) is a bis-benzylisoquinoline alkaloid isolated from the rhizomes of Menispermum dauricum. "( Effect of daurisoline on HERG channel electrophysiological function and protein expression.
Jin, S; Liu, Q; Mao, X; Yang, X; Zeng, F, 2012
)
2.22
"Daurisoline (DAS) is a component of traditional Chinese herb, which exhibits anti-cancer effects by autophagy inhibition and metastasis suppression."( Daurisoline Inhibits ESCC by Inducing G1 Cell Cycle Arrest and Activating ER Stress to Trigger Noxa-Dependent Intrinsic and CHOP-DR5-Dependent Extrinsic Apoptosis via p-eIF2
Chen, X; Jia, L; Liu, Q; Pan, Y; Wang, F; Xu, T; Yuan, S; Zhang, L, 2022
)
2.89
"Daurisoline (DAS) is a constituent of Rhizoma Menispermi, and functions as a potential autophagy inhibitor to perform different cellular events."( Daurisoline inhibits hepatocellular carcinoma progression by restraining autophagy and promoting cispaltin-induced cell death.
Liu, P; Xue, L, 2021
)
2.79

Pharmacokinetics

ExcerptReferenceRelevance
" The pharmacokinetic and PK-PD model parameters were calculated."( Pharmacokinetic-pharmacodynamic modeling of daurisoline and dauricine in beagle dogs.
Chen, H; Gu, SF; Shi, SJ; Zeng, FD, 2003
)
0.58
"To establish an HPLC method for the determination of daurisoline (DS) in rabbit plasma and investigate its pharmacokinetic characteristics after intravenous administration."( [Determination of daurisoline in rabbit plasma and study on its pharmacokinetics].
Chen, H; Gu, SF; Shi, SJ, 2003
)
0.9
"A sensitive, precise and accurate method for the determination of DS in plasma was described, which can be used in its pharmacokinetic studies."( [Determination of daurisoline in rabbit plasma and study on its pharmacokinetics].
Chen, H; Gu, SF; Shi, SJ, 2003
)
0.65
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
isoquinolinesA class of organic heteropolycyclic compound consisting of isoquinoline and its substitution derivatives.
[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 (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Potassium voltage-gated channel subfamily H member 2Homo sapiens (human)IC50 (µMol)9.35000.00091.901410.0000AID719975; AID719980
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (22)

Processvia Protein(s)Taxonomy
regulation of heart rate by cardiac conductionPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
regulation of heart rate by hormonePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
regulation of membrane potentialPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
positive regulation of DNA-templated transcriptionPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
potassium ion homeostasisPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
cardiac muscle contractionPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
regulation of membrane repolarizationPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
regulation of ventricular cardiac muscle cell membrane repolarizationPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
cellular response to xenobiotic stimulusPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
potassium ion transmembrane transportPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
ventricular cardiac muscle cell action potentialPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
membrane repolarizationPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
membrane depolarization during action potentialPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
membrane repolarization during action potentialPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
membrane repolarization during cardiac muscle cell action potentialPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
regulation of heart rate by cardiac conductionPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
potassium ion export across plasma membranePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
membrane repolarization during ventricular cardiac muscle cell action potentialPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
regulation of potassium ion transmembrane transportPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
negative regulation of potassium ion transmembrane transportPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
positive regulation of potassium ion transmembrane transportPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
negative regulation of potassium ion export across plasma membranePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
potassium ion import across plasma membranePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (12)

Processvia Protein(s)Taxonomy
transcription cis-regulatory region bindingPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
inward rectifier potassium channel activityPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
voltage-gated potassium channel activityPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
delayed rectifier potassium channel activityPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
protein bindingPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
ubiquitin protein ligase bindingPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
identical protein bindingPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
protein homodimerization activityPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
C3HC4-type RING finger domain bindingPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
voltage-gated potassium channel activity involved in cardiac muscle cell action potential repolarizationPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
scaffold protein bindingPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
voltage-gated potassium channel activity involved in ventricular cardiac muscle cell action potential repolarizationPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (5)

Processvia Protein(s)Taxonomy
plasma membranePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
cell surfacePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
perinuclear region of cytoplasmPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
voltage-gated potassium channel complexPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
inward rectifier potassium channel complexPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
plasma membranePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (45)

Assay IDTitleYearJournalArticle
AID719986Inhibition of human ERG tail current expressed in HEK293 cells assessed as change in onset of inactivation curve between - 50 mV and + 10 mV holding potential at 10 uM by patch clamp assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719999Cmax in dog at 30 uM, iv administered as bolus dose2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719977Inhibition of human ERG tail current expressed in HEK293 cells at 3 uM at + 60 mV holding potential by patch clamp assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID1769496Antiproliferative activity against human HCC1806 assessed as cell growth inhibition after 48 hrs by SRB assay
AID719988Inhibition of human ERG tail current expressed in HEK293 cells at - 80 mV to + 0 mV holding potential at 10 uM by patch clamp assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719984Inhibition of human ERG tail current expressed in HEK293 cells assessed as half activation potential for steady state inactivation curve at 10 uM by patch clamp assay (Rvb = - 48.7 +/- 7.6 mV)2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID1769495Antiproliferative activity against human SJRH30 assessed as cell growth inhibition after 48 hrs by SRB assay
AID719997Reduction in human ERG-tail density expressed in HEK293 cells at 30 uM after 24 hrs by densitometric analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719969Inhibition of Iks tail current in rabbit ventricular myocytes2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719979Inhibition of human ERG tail current expressed in HEK293 cells at 30 uM at + 60 mV holding potential by patch clamp assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID1769492Antiproliferative activity against human MDA-MB-453 assessed as cell growth inhibition after 48 hrs by SRB assay
AID719995Downregulation of human ERG expression in HEK293 cells assessed as decrease in intensity of 155 kDa band at 30 uM after 24 hrs by Western blot analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719980Inhibition of human ERG tail current expressed in HEK293 cells at + 60 mV holding potential by patch clamp assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719975Inhibition of human ERG stepped current expressed in HEK293 cells at + 20 mV holding potential by patch clamp assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719970Inhibition of human ERG tail current expressed in HEK293 cells at 30 uM within 2 mins by patch clamp assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID720000Inhibition of human ERG at 1.7 uM2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719981Inhibition of human ERG tail current expressed in HEK293 cells assessed as half activation potential for steady state activation curve at 10 uM by patch clamp assay (Rvb = 2.8 +/- 3.3 mV)2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID1769497Antiproliferative activity against human HCC70 assessed as cell growth inhibition after 48 hrs by SRB assay
AID719996Downregulation of human ERG expression in HEK293 cells assessed as decrease in intensity of 135 kDa band at 30 uM after 24 hrs by Western blot analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719978Inhibition of human ERG tail current expressed in HEK293 cells at 10 uM at + 60 mV holding potential by patch clamp assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719994Downregulation of human ERG expression in HEK293 cells assessed as change in intensity of 135 kDa band at 1 to 10 uM after 24 hrs by Western blot analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719991Downregulation of human ERG mRNA expression in HEK293 cells at 30 uM after 24 hrs by RT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719983Inhibition of human ERG tail current expressed in HEK293 cells at 10 uM at - 120 to + 20 mV holding potential by patch clamp assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID1769493Antiproliferative activity against human MDA-MB-231 assessed as cell growth inhibition after 48 hrs by SRB assay
AID719973Inhibition of human ERG stepped current expressed in HEK293 cells at 10 uM at + 20 mV holding potential by patch clamp assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719992Downregulation of human ERG mRNA expression in HEK293 cells at 30 uM after 24 hrs by qRT-PCR analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID1769494Antiproliferative activity against human A673 assessed as cell growth inhibition after 48 hrs by SRB assay
AID719989Inhibition of human ERG tail current expressed in HEK293 cells assessed as time constant at + 30 mV holding potential at 10 uM by patch clamp assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719990Inhibition of human ERG tail current expressed in HEK293 cells at 50 ms by patch clamp assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID1769489Antiproliferative activity against human HCC1937 assessed as cell growth inhibition after 48 hrs by SRB assay
AID719993Downregulation of human ERG expression in HEK293 cells assessed as change in intensity of 155 kDa band at 1 to 10 uM after 24 hrs by Western blot analysis2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719976Inhibition of human ERG tail current expressed in HEK293 cells at 1 uM at + 60 mV holding potential by patch clamp assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719982Inhibition of human ERG tail current expressed in HEK293 cells at 10 uM at + 40 mV holding potential by patch clamp assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719968Inhibition of Ikr tail current in rabbit ventricular myocytes2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719967Inhibition of Ikr tail current in guinea pig ventricular myocytes at 10 uM2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719972Inhibition of human ERG stepped current expressed in HEK293 cells at 3 uM at + 20 mV holding potential by patch clamp assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719974Inhibition of human ERG stepped current expressed in HEK293 cells at 30 uM at + 20 mV holding potential by patch clamp assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719998Cmax in rabbit at 30 uM, iv administered as bolus dose2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719971Inhibition of human ERG stepped current expressed in HEK293 cells at 1 uM at + 20 mV holding potential by patch clamp assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719985Inhibition of human ERG tail current expressed in HEK293 cells assessed as increase in steady state inactivation time constant from - 120 mV to - 60 mV holding potential at 10 uM by patch clamp assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719987Inhibition of human ERG tail current expressed in HEK293 cells assessed as decrease in time constant for the onset of inactivation curve at - 20 mV holding potential at 10 uM by patch clamp assay2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID719966Inhibition of Iks tail current in guinea pig ventricular myocytes at 100 uM2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
AID720001Inhibition of rabbit ERG channel assessed as decrease in monophasic action potential duration2012Journal of natural products, Sep-28, Volume: 75, Issue:9
Effect of daurisoline on HERG channel electrophysiological function and protein expression.
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).
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (35)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's17 (48.57)18.2507
2000's6 (17.14)29.6817
2010's4 (11.43)24.3611
2020's8 (22.86)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 20.43

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 Index20.43 (24.57)
Research Supply Index3.58 (2.92)
Research Growth Index4.71 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (20.43)

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%
Other35 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]