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  • N-甲基乌药碱


    产品编号 CFN96775
    CAS编号 5096-70-8
    分子式 = 分子量 C18H21NO3 = 299.37
    产品纯度 >=98%
    物理属性 Powder
    化合物类型 Alkaloids
    植物来源 The flowers of Nelumbo nucifera.
    产品名称 产品编号 CAS编号 包装 QQ客服
    N-甲基乌药碱 CFN96775 5096-70-8 1mg QQ客服:1457312923
    N-甲基乌药碱 CFN96775 5096-70-8 5mg QQ客服:1457312923
    N-甲基乌药碱 CFN96775 5096-70-8 10mg QQ客服:1457312923
    N-甲基乌药碱 CFN96775 5096-70-8 20mg QQ客服:1457312923
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    Cell. 2018 Jan 11;172(1-2):249-261.e12.
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    doi: 10.1126/sciadv.aat6994.

    PMID: 30417089
  • Universit?t Basel (Switzerland)
  • Lodz University of Technology (Poland)
  • Weizmann Institute of Science (Israel)
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  • Universidad Miguel Hernández (Spain)
  • National Hellenic Research Foundation (Greece)
  • Medical University of Gdansk (Poland)
  • University of Brasilia (Brazil)
  • University of Amsterdam (Netherlands)
  • Korea Intitute of Science and Technology (KIST) (Korea)
  • CSIRO - Agriculture Flagship (Australia)
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  • ...
  • 生物活性
    Description: N-Methylcoclaurine shows binding affinities for the ĸ opioid receptor with the equilibrium dissociation constant (Ki) value of 0.9 ± 0.1 uM. N-methylcoclaurine also shows promising butyrylcholinesterase inhibition activities, with the IC50 value of 15.0 ± 1.4 uM.
    Targets: ĸ opioid receptor | Butyrylcholinesterase
    In vitro:
    J Ethnopharmacol. 2015 Nov 4;174:57-65.
    In vitro opioid receptor affinity and in vivo behavioral studies of Nelumbo nucifera flower.[Pubmed: 26260436 ]
    Nelumbo nucifera Geartn., known as sacred lotus, has been used traditionally in South East Asia as a traditional medicine for various CNS disorders including stress, fever, depression, insomnia, and cognitive conditions. To investigate the in vitro cannabinoid and opioid receptor binding affinities, and in vivo behavioral actions of Nelumbo flower extracts and to isolate the potential compounds to treat CNS associated disorders.
    The white and pink flowers of N. nucifera were extracted with 95% EtOH, followed by acid-base partitioning using CHCl3 to give acidic and basic partitions. These partitions were subjected to Centrifugal Preparative TLC (CPTLC) to yield benzyltetrahydroisoquinoline (BTIQ) alkaloids and long chain fatty acids, identified by physical and spectroscopic methods. In addition, EtOH extracts and partitions were analyzed for chemical markers by UHPLC/MS and GC/MS. In vitro neuropharmacological effects were evaluated by cannabinoid (CB1 and CB2) and opioid [delta (δ), kappa (ĸ), and mu (µ)] competitive radioligand binding and GTPγS functional assays. The in vivo behavioral effect was studied through the use of the mouse tetrad assay at 10, 30, 75 and 100mg/kg/ip doses that revealed the effect on locomotion, catalepsy, body temperature, and nociception of acidic and basic CHCl3 partitions, fractions, and compounds. Three aporphines, nuciferine (1), N-nor-nuciferine (2), asimilobine (3), and five BTIQs, armepavine (4), O-methylcoclaurine (5), N-methylcoclaurine (6), coclaurine (7), neferine (10), and a mixture of linoleic and palmitic acids (LA and PA), were identified and evaluated for cannabinoid and opioid receptor displacement activities. Compounds 5-7 showed binding affinities for the ĸ opioid receptor with equilibrium dissociation constant (Ki) values of 3.5 ± 0.3, 0.9 ± 0.1, 2.2 ± 0.2 μM, respectively. Compound 10 displayed affinities for δ-and µ- opioid receptors with Ki values of 0.7 ± 0.1 and 1.8 ± 0.2 μM, respectively, and was determined to be a weak δ agonist by GTPγS functional assay. The mixture of LA and PA (1:1) showed an affinity for δ opioid receptor with a Ki value of 9.2 ± 1.1 μM. The acidic and basic CHCl3 partitions, compounds 1 and 7, and 5-7 mixture were subjected to the tetrad assay, of which the acidic partition displayed decreased locomotion and increased catalepsy, antinociception, and hypothermia in animal at doses of 75-100 mg/kg/ip, and also showed clonic-tonic seizures upon touch at 100mg/kg.
    Bioassay-guided isolation revealed compounds 5-7, 10, and the mixture of LA and PA displayed various degrees of opioid receptor radioligand displacement affinities. The in vivo tetrad assay of acidic CHCl3 partition, enriched with aporphines 1 and 2, displayed actions on all four points of behavioral parameters. It can be concluded that the in vivo mild canabimimetic-type effect observed for the CHCl3 partition is likely mediated through other CNS mechanisms since the extracts, partitions, and isolated compounds had no affinity for the in vitro CB1 and CB2 receptors. This work, along with traditional use and the reported bioactivities of the BTIQ alkaloids, suggested further studies on N. nucifera are needed to understand the roles that the extracts and/or individual compounds might contribute to the behavioral effects.
    Nat Prod Commun. 2015 Apr;10(4):577-80.
    Alkaloids from Peumus boldus and their acetylcholinesterase, butyrylcholinesterase and prolyl oligopeptidase inhibition activity.[Pubmed: 25973480]
    Eleven isoquinoline alkaloids (1-11) were isolated from dried leaves of Peumus boldus Mol. by standard chromatographic methods.
    The chemical structures were elucidated by MS, and 1D and 2D NMR spectroscopic analysis, and by comparison with literature data. Compounds isolated in sufficient amount were evaluated for their acetylcholinesterase, and butyrylcholinesterase inhibition activity using Ellman's method. In the prolyl oligopeptidase assay, Z-Gly-Pro-p-nitroanilide was used as substrate. Promising butyrylcholinesterase inhibition activities were demonstrated by two benzylisoquinoline alkaloids, reticuline (8) and N-Methylcoclaurine (9), with IC50 values of 33.6 ± 3.0 μM and 15.0 ± 1.4 μM, respectively.
    Important prolyl oligopeptidase inhibition activities were shown by N-methyllaurotetanine (6) and sinoacutine (4) with IC50 values of 135.4 ± 23.2 μM and 143.1 ± 25.4 μM, respectively. Other tested compounds were considered inactive.
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 3.3403 mL 16.7017 mL 33.4035 mL 66.807 mL 83.5087 mL
    5 mM 0.6681 mL 3.3403 mL 6.6807 mL 13.3614 mL 16.7017 mL
    10 mM 0.334 mL 1.6702 mL 3.3403 mL 6.6807 mL 8.3509 mL
    50 mM 0.0668 mL 0.334 mL 0.6681 mL 1.3361 mL 1.6702 mL
    100 mM 0.0334 mL 0.167 mL 0.334 mL 0.6681 mL 0.8351 mL
    * Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
    产品名称 产品编号 CAS编号 分子式 = 分子量 位单 联系QQ
    N-甲基去氢乌药碱; N-Methyldehydrococlaurine CFN95588 N/A C18H20NO3+ = 298.4 5mg QQ客服:3257982914
    四氢罂粟碱盐酸盐; Tetrahydropapaverine hydrochloride CFN96626 6429-04-5 C20H26ClNO4 = 379.88 5mg QQ客服:2056216494
    木兰箭毒碱; Magnocurarine CFN93230 6801-40-7 C19H24NO3 = 314.4 20mg QQ客服:1457312923
    Norjuziphine; Norjuziphine CFN92409 74119-87-2 C17H19NO3 = 285.3 5mg QQ客服:3257982914
    Oblongine; Oblongine CFN97013 60008-01-7 C19H24NO3 = 314.4 5mg QQ客服:1413575084
    N-Demethylfordianoside; N-Demethylfordianoside CFN95589 N/A C23H30NO8+ = 448.5 10mg QQ客服:3257982914
    牛心果碱; Reticuline CFN98767 485-19-8 C19H23NO4 = 329.4 5mg QQ客服:3257982914
    (R)-牛心果碱; (R)-Reticuline CFN95013 3968-19-2 C19H23NO4 = 329.4 5mg QQ客服:1457312923
    藤泊它碱; Tembetarine CFN95542 18446-73-6 C20H26NO4 = 344.4 5mg QQ客服:3257982914
    衡州乌药碱; 乌药碱; Coclaurine CFN98769 486-39-5 C17H19NO3 = 285.3 5mg QQ客服:3257982914





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