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Liensinine

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Liensinine Basic information

Product Name:
Liensinine
Synonyms:
  • 4-[[(1r)-6,7-dimethoxy-2-methyl-3,4-dihydro-1h-isoquinolin-1-yl]methyl]-2-[[(1r)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1h-isoquinolin-7-yl]oxy]phenol
  • LIENSININE
  • Hiensinine
  • Liensinine 4-[[(1R)-6,7-Dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[[(1R)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]phenol
  • 2-methyl-1-isoquinolinyl]methyl]-2-[[(1R)-1,2,3,4-tetrahydro-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-7-isoquinolinyl]oxy]-
  • Phenol,4-[[(1R)-1,2,3,4-tetrahydro-6, 7-dimethoxy-
  • 4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[[(1R)-1-(4-hydroxybenzyl)-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]phenol
  • Liensinine perchlorafe
CAS:
2586-96-1
MF:
C37H42N2O6
MW:
610.74
EINECS:
683-151-0
Product Categories:
  • Alkaloids
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
Mol File:
2586-96-1.mol
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Liensinine Chemical Properties

Melting point:
95-99 °C
Boiling point:
722.0±60.0 °C(Predicted)
Density 
1.218±0.06 g/cm3(Predicted)
storage temp. 
-20°C Freezer, Under inert atmosphere
solubility 
Acetone (Slightly), Chloroform (Slightly)
form 
Solid
pka
9.28±0.45(Predicted)
color 
White to Off-White
InChIKey
XCUCMLUTCAKSOZ-FIRIVFDPSA-N
SMILES
C1(O)=CC=C(C[C@@H]2C3=C(C=C(OC)C(OC)=C3)CCN2C)C=C1OC1=CC2=C(C=C1OC)CCN(C)[C@@H]2CC1=CC=C(O)C=C1
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Liensinine Usage And Synthesis

Description

The isomer of isoliensinine (q.v.), this alkaloid is present in the embryo of the seeds of Nelumbo nucifera Gaertn.

Chemical Properties

Soluble in chloroform, methanol and ethanol, insoluble in ether and water. Derived from the germ of mature seeds of lotus (Nelumbo nucifera Gaevth.), Water lily family.

Uses

Liensinine is a bisbenzylisoquinoline alkaloid with inhibitory properties towards the activation of microglial cells. In testing with rats, iensinine decreased epileptic discharges were observed on electrocorticograms.

Definition

ChEBI: Liensinine is a member of isoquinolines.

in vivo

Liensinine (oral gavage, 100 or 200 mg/kg, daily, 10 weeks) can effectively treat periodontitis, similar to metronidazole-type drugs, and has a certain dose-dependent[2].

Animal Model:KM mice[2]
Dosage:100 mg/kg, 200 mg/kg
Administration:oral gavage, daily, 10 weeks
Result:Reduced the gingival index and increased the SOD levels, the CAT, GSH-Px levels and decreased the NO, MDA, and ET levels compared to the control group.
Animal Model:Institute of Cancer Research (ICR) mice (male, 20-22 g)[3]
Dosage:
Administration:5 mg/kg by oral administration; 1 mg/kg by intravenous administration
Result:The pharmacokinetic parameters of Liensinine in mice
Parameterspo (5 mg/kg)iv (1 mg/kg)
AUC(0-t) (ng/mL*h)18.8 ± 2.7211.2 ± 54.9
AUC(0-∞) (ng/mL*h)19.1 ± 2.8227.9 ± 60.1
MRT(0-t)( h)3.2 ± 0.42.6 ± 0.5
MRT(0-∞) (h)3.4 ± 0.53.5 ± 0.9
t1/2z (h)1.9 ± 0.23.8 ± 0.8
CLz/F (L/h/kg)266.0 ± 41.34.7 ± 1.2
Vz/F (L/kg)708.5 ± 79.925.9 ± 11.0
Cmax (ng/mL)5.3 ± 0.2169.5 ± 53.5

References

Tse-yuan et al., Sci. Sinica., 11, 215 (1962)
Pei-chuanetal., ibid, 11,321 (1962)

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