An alkaloid with diverse biological activities
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Neferine

Item No. 34753

Technical Information
Formal Name
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
CAS Number
2292-16-2
Synonyms
  • 4′′-O-Methylliensinine
  • (–)-Neferine
Molecular Formula
C38H44N2O6
Formula Weight
Purity
≥98%
A solid
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:5): 0.16 mg/mlDMSO: 20 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): isnoluble
SMILES
COC1=CC=C(C[C@H]2N(CCC3=CC(OC)=C(OC4=CC(C[C@@H]5N(CCC6=CC(OC)=C(OC)C=C65)C)=CC=C4O)C=C32)C)C=C1
InChi Code
InChI=1S/C38H44N2O6/c1-39-15-14-27-21-36(44-5)38(23-30(27)31(39)17-24-7-10-28(42-3)11-8-24)46-34-19-25(9-12-33(34)41)18-32-29-22-37(45-6)35(43-4)20-26(29)13-16-40(32)2/h7-12,19-23,31-32,41H,13-18H2,1-6H3/t31-,32+/m1/s1
InChi Key
MIBATSHDJRIUJK-ZWXJPIIXSA-N
Origin
Plant/Plumula Nelumbinis
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Neferine is an alkaloid that has been found in N. nucifera and has diverse biological activities.1,2,3,4,5 It inhibits ADP-, collagen-, thrombin-, U46619-, or adrenaline-induced aggregation of isolated human platelets when used at a concentration of 3 µM.1 Neferine (2 µM) prevents LPS- and ATP-induced pyroptosis, NLRP3 inflammasome activation, and the production of reactive oxygen species (ROS) in human umbilical vein endothelial cells (HUVECs).2 It decreases expression of the genes encoding peroxisome proliferator-activated receptor γ (PPARγ), CCAAT/enhancer-binding protein α (C/EBPα), sterol regulatory element binding protein-1c (SREBP-1c), and fatty acid synthase (FASN) and reduces lipid accumulation in 3T3-L1 cells.3 Neferine enhances TRAIL-induced LC3-II accumulation, a marker of autophagy, and cell death in DU145 prostate cancer cells.4 In vivo, neferine (25 and 50 mg/kg) improves reference and working memory, as well as reduces hippocampal lipid peroxidation and IL-6, IL-1β, and TNF-α levels, in a rat model of aluminum chloride-induced Alzheimer’s disease.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yang, R.-P., Zhou, Y.-J., Song, W., et alPharmacological actions of neferine in the modulation of human platelet function. Eur. J. Pharmacol. 862, 172626 (2019).

    2. Tang, Y.-S., Zhao, Y.-H., Zhong, Y., et alNeferine inhibits LPS-ATP-induced endothelial cell pyroptosis via regulation of ROS/NLRP3/Caspase-1 signaling pathway. Inflamm. Res. 68(9), 727-738 (2019).

    3. Park, M., Han, J., and Lee, H.-J. Anti-adipogenic effect of neferine in 3T3-L1 cells and primary white adipocytes. Nutrients 12(6), 1858 (2020).

    4. Naim, U.M., Yin, H., and Park, S.-Y. Neferine treatment enhances the TRAIL‑induced apoptosis of human prostate cancer cells via autophagic flux and the JNK pathway. Int. J. Oncol. 56(5), 1152-1161 (2020).

    5. Yin, S., Ran, Q., Yang, J., et alNootropic effect of neferine on aluminium chloride-induced Alzheimer’s disease in experimental models. J. Biochem. Mol. Toxicol. 34(2), e22429 (2020).