kukoamine A
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
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
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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