| Identification | Back Directory | [Name]
Liensinine | [CAS]
2586-96-1 | [Synonyms]
LIENSININE
Hiensinine
Liensinine USP/EP/BP
Liensinine perchlorafe
Phenol,4-[[(1R)-1,2,3,4-tetrahydro-6, 7-dimethoxy-
2-methyl-1-isoquinolinyl]methyl]-2-[[(1R)-1,2,3,4-tetrahydro-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-7-isoquinolinyl]oxy]-
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
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
Phenol, 4-[[(1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl]methyl]-2-[[(1R)-1,2,3,4-tetrahydro-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-7-isoquinolinyl]oxy]-
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 | [EINECS(EC#)]
683-151-0 | [Molecular Formula]
C37H42N2O6 | [MDL Number]
MFCD03427702 | [MOL File]
2586-96-1.mol | [Molecular Weight]
610.74 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [Description]
The isomer of isoliensinine (q.v.), this alkaloid is present in the embryo of the
seeds of Nelumbo nucifera Gaertn. | [Chemical Properties]
It is easily soluble in chloroform, methanol and ethanol, but insoluble in ether and water. It is derived from the embryo of mature seeds of Nelumbo nucifera Gaevth., a plant of the Nymphaeaceae 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
| Parameters | po (5 mg/kg) | iv (1 mg/kg) | |
| AUC(0-t) (ng/mL*h) | 18.8 ± 2.7 | 211.2 ± 54.9 | |
| AUC(0-∞) (ng/mL*h) | 19.1 ± 2.8 | 227.9 ± 60.1 | |
| MRT(0-t)( h) | 3.2 ± 0.4 | 2.6 ± 0.5 | |
| MRT(0-∞) (h) | 3.4 ± 0.5 | 3.5 ± 0.9 | |
| t1/2z (h) | 1.9 ± 0.2 | 3.8 ± 0.8 | |
| CLz/F (L/h/kg) | 266.0 ± 41.3 | 4.7 ± 1.2 | |
| Vz/F (L/kg) | 708.5 ± 79.9 | 25.9 ± 11.0 | |
| Cmax (ng/mL) | 5.3 ± 0.2 | 169.5 ± 53.5 |
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| [References]
Tse-yuan et al., Sci. Sinica., 11, 215 (1962)
Pei-chuanetal., ibid, 11,321 (1962) |
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