Neferine
Synonym(s):(-)-Neferine;4′′-O-Methylliensinine;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;Methylliensinine;Neferin
- CAS NO.:2292-16-2
- Empirical Formula: C38H44N2O6
- Molecular Weight: 624.77
- MDL number: MFCD01707128
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-19 23:02:33
What is Neferine?
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.
The Uses of Neferine
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)
Properties of Neferine
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) |
Safety information for Neferine
Computed Descriptors for Neferine
InChIKey | MIBATSHDJRIUJK-ROJLCIKYSA-N |
New Products
4-Fluorophenylacetic acid 4-Methylphenylacetic acid N-Boc-D-alaninol N-BOC-D/L-ALANINOL Tert-butyl bis(2-chloroethyl)carbamate 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin- 2(1H)-one Furan-2,5-Dicarboxylic Acid Tropic acid S-2-CHLORO PROPIONIC ACID ETHYL ISOCYANOACETATE 2-Bromo-1,3-Bis(Dimethylamino)Trimethinium Hexafluorophosphate (6-METHYL-[1,3]DITHIOLO[4,5-b]QUINOXALIN-2-ONE INDAZOLE-3-CARBOXYLIC ACID 4-IODO BENZOIC ACID (2-Hydroxyphenyl)acetonitrile 4-Bromopyrazole 5,6-Dimethoxyindanone 2-(Cyanocyclohexyl)acetic acid 4-methoxy-3,5-dinitropyridine 2-aminopropyl benzoate hydrochloride 1-(4-(aminomethyl)benzyl)urea hydrochloride diethyl 2-(2-((tertbutoxycarbonyl)amino) ethyl)malonate tert-butyl 4- (ureidomethyl)benzylcarbamate Ethyl-2-chloro((4-methoxyphenyl)hydrazono)acetateRelated products of tetrahydrofuran
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