Basic information Safety Supplier Related

kukoamine A

Basic information Safety Supplier Related

kukoamine A Basic information

Product Name:
kukoamine A
Synonyms:
  • kukoamine A
  • 1,14-Bis(dihydrocaffeoyl)spermidine
  • N,N'-[1,4-Butanediylbis(imino-3,1-propanediyl)]bis[3,4-dihydroxybenzenepropanamide]
  • N,N'-[Tetramethylenebis(iminotrimethylene)]bis[3-(3,4-dihydroxyphenyl)propionamide]
  • N1,N12-Bis(dihydrocaffeoyl) spermine
  • 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)
  • NSC 5398
CAS:
75288-96-9
MF:
C28H42N4O6
MW:
530.66
Mol File:
75288-96-9.mol
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kukoamine A Chemical Properties

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
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kukoamine A Usage And Synthesis

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).

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.

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.

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