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Neferine

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Neferine Basic information

Product Name:
Neferine
Synonyms:
  • Phenol,4-[[(1S)-1,2,3,4-tetrahydro-6,7-diMethoxy-2-Methyl-1-isoquinolinyl]Methyl]-2-[[(1R)-1,2,3,4-tetrahydro-6-Methoxy-1-[(4-Methoxyphenyl)Methyl]-2-Methyl-7-isoquinolinyl]oxy]-
  • 4-[[(1S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl]methyl]-2-[[(1R)-1,2,3,4-tetrahydro-6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-7-isoquinolinyl]oxy]-phenol
  • 4-[(1,2,3,4-Tetrahydro-6,7-dimethoxy-2-methylisoquinolin-1-yl)methyl]-2-[[1,2,3,4-tetrahydro-6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methylisoquinolin-7-yl]oxy]phenol
  • 4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[[(1R)-6-methoxy-1-(4-methoxybenzyl)-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]phenol
  • Neferin
  • NEFERINE
  • 4''-O-Methylliensinine
  • Methylliensinine
CAS:
2292-16-2
MF:
C38H44N2O6
MW:
624.77
Product Categories:
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
Mol File:
2292-16-2.mol
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Neferine Chemical Properties

Melting point:
59-61 °C
Boiling point:
710.9±60.0 °C(Predicted)
Density 
1.185±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: >15mg/mL
form 
powder
pka
9.28±0.45(Predicted)
color 
white to beige
optical activity
[α]/D -34 to -44° (c=0 3. CHCl3)
InChIKey
MIBATSHDJRIUJK-ROJLCIKYSA-N
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Safety Information

WGK Germany 
3
RTECS 
SM9495000
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Neferine Usage And Synthesis

Description

A bisbenzylisoquinoline alkaloid from Nelumbo nucifera, the structure of this base has been shown to be that represented above based upon chemical degrada_x0002_tive studies and spectroscopic data. Four methoxyl groups, one hydroxyl and two methylimino groups are present.

Uses

Neferine is an isoquinoline alkaloid which enhances the antitumor effect of Mitomycin-C in hela cells through activation of p38-MAPK. Useful in the treatment of cervical cancers.

Definition

ChEBI: Neferine is a member of isoquinolines.

Biochem/physiol Actions

Neferine is a bis-benzylisoquinoline alkaloid isolated from the green seed embryos Nelumbo Nucifera Gaertn (Lotus) that displays multiple pharmacological activities including anti-tumor, antidepressant-like and antiarrhythmic actions. Recent studies shown that neferine potently inhibits proliferation of human osteosarcoma cells while is low-toxic on non-neoplastic human osteoblast cells. Apparently in U2OS cells, neferine stabilizes p21 through the activation of p38 MAPK, which leads to G1 cell cycle arrest. Also, neferine inhibits Ang II-induced HUVSMC proliferation by upregulation of HO-1.

References

Yang, Chen.,J. Chin. Chem. Soc., 17,235 (1970)

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