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ChemicalBook--->CAS DataBase List--->75288-96-9

75288-96-9

75288-96-9 Structure

75288-96-9 Structure
IdentificationBack Directory
[Name]

kukoamine A
[CAS]

75288-96-9
[Synonyms]

kukoamine A
1,14-Bis(dihydrocaffeoyl)spermidine
N1,N12-Bis(dihydrocaffeoyl) spermine
N,N'-[1,4-Butanediylbis(imino-3,1-propanediyl)]bis[3,4-dihydroxybenzenepropanamide]
N,N'-[Tetramethylenebis(iminotrimethylene)]bis[3-(3,4-dihydroxyphenyl)propionamide]
Benzenepropanamide,N,N'-[1,4-butanediylbis(imino-3,1-propanediyl)]bis[3,4-dihydroxy-
N,N'-((butane-1,4-diylbis(azanediyl))bis(propane-3,1-diyl))bis(3-(3,4-dihydroxyphenyl)propanamide)
[Molecular Formula]

C28H42N4O6
[MDL Number]

MFCD29904538
[MOL File]

75288-96-9.mol
[Molecular Weight]

530.66
Chemical PropertiesBack Directory
[Occurrence]

The root bark of Lychium chinense yields this alkaloid. Kukoamine A possesses hypotensive activity inducing hypotension in rats at a dose of 5 mg/kg when given intravenously.
[Boiling point ]

872.1±65.0 °C(Predicted)
[density ]

1.213±0.06 g/cm3 (20 ºC 760 Torr)
[storage temp. ]

Store at -20°C
[solubility ]

DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml; PBS (pH 7.2): 10 mg/ml
[form ]

A crystalline solid
[pka]

9.48±0.10(Predicted)
[color ]

Off-white to yellow
[CAS DataBase Reference]

75288-96-9
Hazard InformationBack Directory
[Description]

Kukoamine A is a spermine alkaloid originally isolated from L. chinense that has diverse biological activities, including anticancer, neuroprotective, and anti-inflammatory properties. Kukoamine A (5-20 μg/ml) inhibits colony formation of U251 and WJ1 glioblastoma cells in a concentration-dependent manner. It halts the cell cycle at the G0/G1 phase and induces apoptosis when used at concentrations of 60 and 80 μg/ml. Kukoamine A (20 and 40 μM) induces autophagy and increases cell viability in an SH-SY5Y cell model of MPP-induced injury. It increases the number of dopamine neurons in the substantia nigra and striatum, decreases α-synuclein expression, and improves motor function in an MPTP mouse model of Parkinson’s disease when administered at a dose of 20 mg/kg per day. Kukoamine A (10 and 20 mg/kg) decreases IL-1β, TNF-α, and COX-2 protein levels in the hippocampus and increases hippocampal neurogenesis in a rat model of radiation injury. It also selectively inhibits trypanothione reductase (Ki = 1.8 μM), an enzyme that protects certain parasites from oxidative stress, over human glutathione reductase (Ki = >10 mM).
[Uses]

Kukoamine A is a neuroprotective agent which is used to prevent the loss of dopaminergic neurons in substantia nigra.
[Definition]

ChEBI: Kukoamine A is an amine.
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

kukoamine A(75288-96-9)1HNMR
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