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Key Documents

SML0597

Sigma-Aldrich

Daurisoline

≥98% (HPLC)

Synonym(s):

(-)-Daurisoline, (1R)-1,2,3,4-Tetrahydro-1-[[4-hydroxy-3-[4-[[(1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl]methyl]phenoxy]phenyl]methyl]-6-methoxy-2-methyl-7-isoquinolinol, (R,R)-Daurisoline, O7-Demethyldauricine

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About This Item

Empirical Formula (Hill Notation):
C37H42N2O6
CAS Number:
70553-76-3
Molecular Weight:
610.74
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 15 mg/mL, clear

storage temp.

−20°C

InChI

1S/C37H42N2O6/c1-38-15-13-26-20-36(43-4)37(44-5)22-29(26)30(38)16-23-6-9-27(10-7-23)45-35-18-24(8-11-32(35)40)17-31-28-21-33(41)34(42-3)19-25(28)12-14-39(31)2/h6-11,18-22,30-31,40-41H,12-17H2,1-5H3/t30-,31-/m1/s1

InChI key

BURJAQFYNVMZDV-FIRIVFDPSA-N

Biochem/physiol Actions

Daurisoline alkaloid isolated from the rhizomes of Menispermum dauricum that exhibit varies pharmacological activities including antiplatelet aggregation, anti-inflammatory, neuron-protective properties, and antiarrhythmic effect. It appears that antiarrhythmic effect of daurisoline is maintained through blockade of hERG channels.
Daurisoline is antiarrythmic, anti-inflammatory, neuron-protective; and blocks hERG channels.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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P C Waldmeier et al.
Naunyn-Schmiedeberg's archives of pharmacology, 352(6), 670-678 (1995-12-01)
The alkaloid and medicinal herb constituent, R,R-(-)-daurisoline, was originally reported to be a N-type Ca2+ channel blocker, but newer evidence indicates that it is a blocker of P-type Ca2+ channels. To clarify its specificity with respect to N- and P-channels
Z X Wang et al.
Zhongguo yao li xue bao = Acta pharmacologica Sinica, 17(3), 248-251 (1996-05-01)
To explain the effect of daurisoline (DS) on delayed afterdepolarization (DAD). Ca(2+)-sensitive microelectrode technic was used to record intracellular Ca2+ activity (alpha Cai) and triggered activity (TA) arising from DAD in myocardium. Strophantin G 3 mumol.L-1 yielded an increase in
Z Y Hu et al.
Cellular signalling, 2(4), 353-357 (1990-01-01)
Daurisoline alkaloid derivatives were found to be potent calmodulin (CaM) antagonists. The ability of daurisoline derivatives to attenuate the stimulatory effect on calmodulin activated cyclic nucleotides phosphodiesterase (CaM-PDE) was studied. These compounds did not inhibit the basal activity of this
Shi-fen Gu et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 38(12), 908-910 (2004-03-26)
To establish an HPLC method for the determination of daurisoline (DS) in rabbit plasma and investigate its pharmacokinetic characteristics after intravenous administration. Dauricine was used as internal standard. The plasma samples were deproteinated with acetonitrile and extracted with two-step dichloromethane.
Ling He et al.
Acta pharmacologica Sinica, 23(5), 423-429 (2002-04-30)
To gain further insights into the mechanism of the ATP-dependent interaction of P-glycoprotein (P-gp) with various multidrug resistance (MDR) reversal agents. Bovine brain capillary endothelial cells (BCEC) were isolated from cerebral gray matter using modifications of the mechanical homogenization technique.
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