Nuciferine

For research use only.

Catalog No.S3821 Synonyms: Sanjoinine E, (-)-Nuciferine, VLT 049|

Nuciferine Chemical Structure

Molecular Weight(MW): 295.38

Nuciferine is a major active aporphine alkaloid from the leaves of N. nucifera Gaertn and possesses anti-hyperlipidemia, anti-hypotensive, anti-arrhythmic, and insulin secretagogue activities. Nuciferine is an antagonist at 5-HT2A (IC50=478 nM), 5-HT2C (IC50=131 nM), and 5-HT2B (IC50=1 μM), an inverse agonist at 5-HT7 (IC50=150 nM), a partial agonist at D2 (EC50=64 nM), D5 (EC50=2.6 μM) and 5-HT6 (EC50=700 nM), an agonist at 5-HT1A (EC50=3.2 μM) and D4 (EC50=2 μM) receptor.

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Biological Activity

Description Nuciferine is a major active aporphine alkaloid from the leaves of N. nucifera Gaertn and possesses anti-hyperlipidemia, anti-hypotensive, anti-arrhythmic, and insulin secretagogue activities. Nuciferine is an antagonist at 5-HT2A (IC50=478 nM), 5-HT2C (IC50=131 nM), and 5-HT2B (IC50=1 μM), an inverse agonist at 5-HT7 (IC50=150 nM), a partial agonist at D2 (EC50=64 nM), D5 (EC50=2.6 μM) and 5-HT6 (EC50=700 nM), an agonist at 5-HT1A (EC50=3.2 μM) and D4 (EC50=2 μM) receptor.
In vitro

Nuciferine inhibits the growth of MDA-MB-231 and MCF-7 human breast cancer cells by inducing apoptosis and inhibiting proliferation via cell cycle arrest. Nuciferine inhibits the receptor activator of nuclear factor kappa-B ligand- (RANKL-) induced osteoclast differentiation in mouse bone marrow macrophage cells and mature osteoclast-mediated bone resorption. It reduces the viability of SY5Y human neuroblastoma cells and CT26 murine colon cancer cells, inhibits nicotine-induced non-small-cell lung cancer progression[1].

In vivo Nuciferine is found to decrease serum urate levels and improve kidney function, as well as inhibit system and renal interleukin-1β (IL-1β) secretion in potassium oxonate-induced hyperuricemic mice. Furthermore, nuciferine reverses expression alteration of renal urate transporter 1 (URAT1), glucose transporter 9 (GLUT9), ATP-binding cassette, subfamily G, membrane 2 (ABCG2), organic anion transporter 1 (OAT1), organic cation transporter 1 (OCT1), and organic cation/carnitine transporters 1/2 (OCTN1/2) in hyperuricemic mice. It also suppresses renal activation of TLR4/MyD88/NF-κB signaling and NOD-like receptor family, NLRP3 inflammasome to reduce serum and renal IL-1β levels in hyperuricemic mice with renal inflammation reduction[2].

Protocol

Cell Research:[1]
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  • Cell lines: MDA-MB-231 or MCF-7 cells
  • Concentrations: 0, 20, 40, 60 μM
  • Incubation Time: 24 hours
  • Method: MDA-MB-231 or MCF-7 cells (5 × 103 cells/well) are cultured in serum-free media with the various concentrations of liensinine or nuciferine in the absence or presence of zVAD-fmk (10 μM) for 24 h. Bone marrow macrophages (5 × 104 cells/well) are cultured in serum-free medium with liensinine or nuciferine at the indicated concentrations for 5 days. Cell viability is measured with an MTT assay.
    (Only for Reference)
Animal Research:[2]
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  • Animal Models: Male Kun-Ming strain of mice
  • Dosages: 10, 20 and 40 mg/kg
  • Administration: by oral gavage
    (Only for Reference)

Solubility (25°C)

In vitro DMSO 2 mg/mL (6.77 mM)
Water Insoluble
Ethanol Insoluble

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 295.38
Formula

C19H21NO2

CAS No. 475-83-2
Storage powder
in solvent
Synonyms Sanjoinine E, (-)-Nuciferine, VLT 049|
Smiles COC1=C(OC)C2=C3C(CC4=C2C=CC=C4)N(C)CCC3=C1

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID