nuciferine
Description
Nuciferine is an aporphine alkaloid found in the leaves and stems of the lotus (Nelumbo nucifera). It has been shown to possess a variety of pharmacological activities, including anti-inflammatory, antioxidant, and neuroprotective properties. Nuciferine is also known to interact with dopamine receptors, suggesting potential therapeutic applications in the treatment of neurodegenerative disorders. Its synthesis involves the enzymatic conversion of dopamine to norlaudanosoline, followed by a series of complex steps that lead to the formation of the aporphine ring system. Research into nuciferine is driven by its potential therapeutic benefits and its unique structural characteristics. For example, it is being studied as a potential treatment for Alzheimer's disease, Parkinson's disease, and other neurodegenerative disorders. Additionally, nuciferine's ability to interact with dopamine receptors makes it a promising candidate for the development of new antipsychotic drugs.'
nuciferine: CNS depressant; glutamic acid antagonist; RN given refers to (R)-isomer; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
Cross-References
ID Source | ID |
---|---|
PubMed CID | 10146 |
CHEMBL ID | 464529 |
SCHEMBL ID | 20544868 |
MeSH ID | M0052757 |
Synonyms (42)
Synonym |
---|
(r)-1,2-dimethoxyaporphine |
1,2-dimethoxy-6abeta-aporphine |
(-)-nucipherine |
sanjoinine e |
nuciferin |
l-nuciferine |
6a-beta-aporphine, 1,2-dimethoxy- |
l-5,6-dimethoxyaporphine |
nuciferine |
4h-dibenzo(de,g)quinoline, 5,6,6a,7-tetrahydro-1,2-dimethoxy-6-methyl-, (r)- |
(6ar)-1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4h-dibenzo[de,g]quinoline |
CHEMBL464529 |
475-83-2 |
unii-w26ueb90b7 |
w26ueb90b7 , |
S3821 |
AKOS015903258 |
(-)-nuciferine |
4h-dibenzo(de,g)quinoline, 5,6,6a,7-tetrahydro-1,2-dimethoxy-6-methyl-, (6ar)- |
1,2-dimethoxy-6a.beta.-aporphine |
(r)-nuciferine |
d-(-)-nuciferine |
Q-100504 |
1-5, 6-dimethoxyaporphine |
6a-.beta.-aporphine, 1,2-dimethoxy- |
ORJVQPIHKOARKV-OAHLLOKOSA-N |
CS-4270 |
HY-N0049 |
AC-7998 |
mfcd01664592 |
(r)-1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4h-dibenzo[de,g]quinoline |
SCHEMBL20544868 |
vlt 049 |
Q7067904 |
HMS3887A19 |
DTXSID40963862 |
CCG-267422 |
nsc-785145 |
nsc785145 |
BS-42200 |
A872116 |
N1170 |
Research Excerpts
Overview
Nuciferine (NF) is an alkaloid isolated from Nelumbo nucifera and has been reported to exhibit a wide range of pharmacological effects. It is an important drug candidate for the treatment of obesity-related diseases.
Effects
Nuciferine has a significant anti-atherogenic effect by regulating the proliferation and migration of VSMCs through the Calm4/MMP12/AKT signaling pathway. It has a vasorelaxant effect via both endothelium-dependent and -independent mechanisms.
Nuciferine has a significant anti-atherogenic effect by regulating the proliferation and migration of VSMCs through the Calm4/MMP12/AKT signaling pathway. The effects of NF on obesity-related intestinal permeability, autophagy and the gut microbiota have not been investigated.
Treatment
Excerpt | Reference | Relevance |
---|---|---|
"Nuciferine treatment mitigated the pathological alterations, ameliorated inflammatory cell infiltration and improved kidney dysfunction in mice with folic acid-induced acute kidney injury. " | ( Nuciferine protects against folic acid-induced acute kidney injury by inhibiting ferroptosis. Cao, P; Chang, Y; Duan, X; Fan, Y; Han, B; Hao, Q; Li, D; Liu, B; Liu, M; Liu, X; Meng, Y; Nakai, A; Song, Z; Tan, K; Xu, X, 2021) | 3.51 |
Toxicity
Excerpt | Reference | Relevance |
---|---|---|
"The aim of this study was to analyse the role of two alkaloid, Protopine and Nuciferine, in the prevention and the treatment of the low and mild grade adverse events related to the use of HIVEC® (Hyperthermic IntraVEsical Chemotherapy) instillations." | ( The role of Protopine associated with Nuciferine in controlling adverse events during hyperthermic intravesical chemotherapy instillations. A nutraceutical approach to control adverse event during intravesical instillations. Carrino, M; Chiancone, F; Fabiano, M; Fedelini, M; Fedelini, P; Meccariello, C; Persico, F, 2020) | 1.06 |
Pharmacokinetics
Excerpt | Reference | Relevance |
---|---|---|
" The validated method was successfully applied to the pharmacokinetic and tissue distribution study of nuciferine in rats." | ( A sensitive liquid chromatography-tandem mass spectrometry method for pharmacokinetics and tissue distribution of nuciferine in rats. Gu, S; Li, Q; Li, X; Liu, G; Wang, Y; Wu, X; Zhang, J; Zhu, G, 2014) | 0.83 |
"Potentially eligible prototype-based PK-markers were identified in a single- and multiple-dose pharmacokinetic study on TZQ in 30 healthy volunteers." | ( Identify super quality markers from prototype-based pharmacokinetic markers of Tangzhiqing tablet (TZQ) based on in vitro dissolution/ permeation and in vivo absorption correlations. Du, X; He, X; Huang, Y; Li, Y; Li, Z; Liu, J; Lv, C; Wang, B; Wang, R; Zhang, D, 2018) | 0.48 |
Bioavailability
Nuciferine is the best of the five components, with absolute bioavailability reaching 61. The five representative components are all class III/IV, which demonstrates that they are poorly absorbed substances.
Dosage Studied
Excerpt | Relevance | Reference |
---|---|---|
" In conclusion, the present study may provide a material basis for study of the pharmacological action of nuciferine in the treatment of obesity, and meaningful insights into further study on dosage modification." | ( A sensitive liquid chromatography-tandem mass spectrometry method for pharmacokinetics and tissue distribution of nuciferine in rats. Gu, S; Li, Q; Li, X; Liu, G; Wang, Y; Wu, X; Zhang, J; Zhu, G, 2014) | 0.83 |
" PLGA exhibited excellent loading capacity for NUC with adjustable dosing ratios." | ( PLGA nanoparticles for the oral delivery of nuciferine: preparation, physicochemical characterization and in vitro/in vivo studies. Gu, S; Li, X; Liu, G; Liu, Y; Mi, Y; Wu, X; Zhang, B, 2017) | 0.72 |
Protein Targets (6)
Other Measurements
Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Alpha-1D adrenergic receptor | Homo sapiens (human) | Kb | 0.1650 | 0.0000 | 0.0347 | 0.1650 | AID1412497 |
5-hydroxytryptamine receptor 2A | Homo sapiens (human) | Kb | 0.0653 | 0.0006 | 0.1689 | 1.1000 | AID1412489 |
5-hydroxytryptamine receptor 2C | Homo sapiens (human) | Kb | 0.0364 | 0.0023 | 0.0415 | 0.1120 | AID1412491 |
Alpha-1A adrenergic receptor | Homo sapiens (human) | Kb | 0.0378 | 0.0002 | 0.0510 | 0.3380 | AID1412495 |
Alpha-1B adrenergic receptor | Homo sapiens (human) | Kb | 0.0606 | 0.0000 | 0.0512 | 0.2660 | AID1412496 |
5-hydroxytryptamine receptor 2B | Homo sapiens (human) | Kb | 0.0310 | 0.0310 | 0.6983 | 1.9800 | AID1412490 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Biological Processes (101)
Molecular Functions (14)
Ceullar Components (20)
Bioassays (31)
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID722233 | Inhibition of melanogenesis in mouse B16-4A5 cells at 1 uM after 72 hrs by spectrophotometry | 2013 | Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3 | Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells. |
AID1412497 | Antagonist activity at human adrenergic alpha1D receptor expressed in HEK293 cells assessed as inhibition of noradrenaline-induced receptor activation preincubated for 15 mins followed by serotonin addition and measured after 1 hr by TGFalpha shedding ass | 2018 | MedChemComm, Mar-01, Volume: 9, Issue:3 | Synthesis and evaluation of nuciferine and roemerine enantiomers as 5-HT |
AID721309 | Antimelanogenic activity in mouse B16-4A5 cells assessed as inhibition of TRP2 mRNA expression at 3 uM after 72 hrs by RT-PCR analysis relative to beta-actin mRNA | 2013 | Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3 | Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells. |
AID1412495 | Antagonist activity at human adrenergic alpha1A receptor expressed in HEK293 cells assessed as inhibition of noradrenaline-induced receptor activation preincubated for 15 mins followed by serotonin addition and measured after 1 hr by TGFalpha shedding ass | 2018 | MedChemComm, Mar-01, Volume: 9, Issue:3 | Synthesis and evaluation of nuciferine and roemerine enantiomers as 5-HT |
AID1412498 | Selectivity ratio of Kb for human adrenergic alpha1B receptor to Kb for human adrenergic alpha1A receptor | 2018 | MedChemComm, Mar-01, Volume: 9, Issue:3 | Synthesis and evaluation of nuciferine and roemerine enantiomers as 5-HT |
AID721312 | Antimelanogenic activity in mouse B16-4A5 cells assessed as inhibition of TRP1 mRNA expression at 3 uM after 72 hrs by RT-PCR analysis relative to beta-actin mRNA | 2013 | Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3 | Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells. |
AID1412496 | Antagonist activity at human adrenergic alpha1B receptor expressed in HEK293 cells assessed as inhibition of noradrenaline-induced receptor activation preincubated for 15 mins followed by serotonin addition and measured after 1 hr by TGFalpha shedding ass | 2018 | MedChemComm, Mar-01, Volume: 9, Issue:3 | Synthesis and evaluation of nuciferine and roemerine enantiomers as 5-HT |
AID721322 | Inhibition of melanogenesis in mouse B16-4A5 cells at 10 uM after 72 hrs by spectrophotometry | 2013 | Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3 | Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells. |
AID721310 | Antimelanogenic activity in mouse B16-4A5 cells assessed as inhibition of TRP1 mRNA expression at 30 uM after 72 hrs by RT-PCR analysis relative to beta-actin mRNA | 2013 | Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3 | Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells. |
AID722232 | Inhibition of melanogenesis in mouse B16-4A5 cells at 3 uM after 72 hrs by spectrophotometry | 2013 | Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3 | Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells. |
AID721320 | Inhibition of melanogenesis in mouse B16-4A5 cells at 100 uM after 72 hrs by spectrophotometry | 2013 | Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3 | Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells. |
AID721311 | Antimelanogenic activity in mouse B16-4A5 cells assessed as inhibition of TRP1 mRNA expression at 10 uM after 72 hrs by RT-PCR analysis relative to beta-actin mRNA | 2013 | Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3 | Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells. |
AID1412490 | Antagonist activity at human 5-HT2B receptor expressed in HEK293 cells assessed as inhibition of serotonin-induced receptor activation preincubated for 15 mins followed by serotonin addition and measured after 1 hr by TGFalpha shedding assay | 2018 | MedChemComm, Mar-01, Volume: 9, Issue:3 | Synthesis and evaluation of nuciferine and roemerine enantiomers as 5-HT |
AID721306 | Inhibition of mushroom tyrosinase at 100 uM | 2013 | Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3 | Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells. |
AID1412491 | Antagonist activity at human 5-HT2C receptor expressed in HEK293 cells assessed as inhibition of serotonin-induced receptor activation preincubated for 15 mins followed by serotonin addition and measured after 1 hr by TGFalpha shedding assay | 2018 | MedChemComm, Mar-01, Volume: 9, Issue:3 | Synthesis and evaluation of nuciferine and roemerine enantiomers as 5-HT |
AID1412501 | Selectivity ratio of Kb for human adrenergic alpha1A receptor to Kb for human 5-HT2A receptor | 2018 | MedChemComm, Mar-01, Volume: 9, Issue:3 | Synthesis and evaluation of nuciferine and roemerine enantiomers as 5-HT |
AID721307 | Antimelanogenic activity in mouse B16-4A5 cells assessed as inhibition of TRP2 mRNA expression at 30 uM after 72 hrs by RT-PCR analysis relative to beta-actin mRNA | 2013 | Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3 | Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells. |
AID1412489 | Antagonist activity at human 5-HT2A receptor expressed in HEK293 cells assessed as inhibition of serotonin-induced receptor activation preincubated for 15 mins followed by serotonin addition and measured after 1 hr by TGFalpha shedding assay | 2018 | MedChemComm, Mar-01, Volume: 9, Issue:3 | Synthesis and evaluation of nuciferine and roemerine enantiomers as 5-HT |
AID721314 | Antimelanogenic activity in mouse B16-4A5 cells assessed as inhibition of tyrosinase mRNA expression at 10 uM after 72 hrs by RT-PCR analysis relative to beta-actin mRNA | 2013 | Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3 | Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells. |
AID1412492 | Selectivity ratio of Kb for human 5-HT2B receptor to Kb for human 5-HT2A receptor | 2018 | MedChemComm, Mar-01, Volume: 9, Issue:3 | Synthesis and evaluation of nuciferine and roemerine enantiomers as 5-HT |
AID721308 | Antimelanogenic activity in mouse B16-4A5 cells assessed as inhibition of TRP2 mRNA expression at 10 uM after 72 hrs by RT-PCR analysis relative to beta-actin mRNA | 2013 | Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3 | Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells. |
AID721319 | Inhibition of melanogenesis in mouse B16-4A5 cells after 72 hrs by spectrophotometry | 2013 | Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3 | Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells. |
AID721321 | Inhibition of melanogenesis in mouse B16-4A5 cells at 30 uM after 72 hrs by spectrophotometry | 2013 | Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3 | Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells. |
AID1412494 | Selectivity ratio of Kb for human 5-HT2B receptor to Kb for human 5-HT2C receptor | 2018 | MedChemComm, Mar-01, Volume: 9, Issue:3 | Synthesis and evaluation of nuciferine and roemerine enantiomers as 5-HT |
AID721318 | Cytotoxicity against mouse B16-4A5 cells assessed as cell viability at 30 uM after 70 hrs by WST-8 assay | 2013 | Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3 | Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells. |
AID1412493 | Selectivity ratio of Kb for human 5-HT2C receptor to Kb for human 5-HT2A receptor | 2018 | MedChemComm, Mar-01, Volume: 9, Issue:3 | Synthesis and evaluation of nuciferine and roemerine enantiomers as 5-HT |
AID721315 | Antimelanogenic activity in mouse B16-4A5 cells assessed as inhibition of tyrosinase mRNA expression at 3 uM after 72 hrs by RT-PCR analysis relative to beta-actin mRNA | 2013 | Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3 | Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells. |
AID721317 | Cytotoxicity against mouse B16-4A5 cells assessed as cell viability at 100 uM after 70 hrs by WST-8 assay | 2013 | Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3 | Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells. |
AID1412500 | Selectivity ratio of Kb for human adrenergic alpha1D receptor to Kb for human adrenergic alpha1B receptor | 2018 | MedChemComm, Mar-01, Volume: 9, Issue:3 | Synthesis and evaluation of nuciferine and roemerine enantiomers as 5-HT |
AID721313 | Antimelanogenic activity in mouse B16-4A5 cells assessed as inhibition of tyrosinase mRNA expression at 30 uM after 72 hrs by RT-PCR analysis relative to beta-actin mRNA | 2013 | Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3 | Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells. |
AID1412499 | Selectivity ratio of Kb for human adrenergic alpha1D receptor to Kb for human adrenergic alpha1A receptor | 2018 | MedChemComm, Mar-01, Volume: 9, Issue:3 | Synthesis and evaluation of nuciferine and roemerine enantiomers as 5-HT |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Research
Studies (81)
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 7 (8.64) | 18.7374 |
1990's | 1 (1.23) | 18.2507 |
2000's | 2 (2.47) | 29.6817 |
2010's | 35 (43.21) | 24.3611 |
2020's | 36 (44.44) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Market Indicators
Research Demand Index: 51.03
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be very strong demand-to-supply ratio for research on this compound.
| This Compound (51.03) All Compounds (24.57) |
Study Types
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 6 (7.23%) | 5.53% |
Reviews | 2 (2.41%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 75 (90.36%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |