A spermine alkaloid with diverse biological activities
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Kukoamine A

Item No. 25139

Technical Information
Formal Name
N,N'-[1,4-butanediylbis(imino-3,1-propanediyl)]bis[3,4-dihydroxy-benzenepropanamide]
CAS Number
75288-96-9
Molecular Formula
C28H42N4O6
Formula Weight
Purity
≥95%
Formulation
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
OC1=C(O)C=CC(CCC(NCCCNCCCCNCCCNC(CCC2=CC(O)=C(O)C=C2)=O)=O)=C1
InChi Code
InChI=1S/C28H42N4O6/c33-23-9-5-21(19-25(23)35)7-11-27(37)31-17-3-15-29-13-1-2-14-30-16-4-18-32-28(38)12-8-22-6-10-24(34)26(36)20-22/h5-6,9-10,19-20,29-30,33-36H,1-4,7-8,11-18H2,(H,31,37)(H,32,38)
InChi Key
IOLDDENZPBFBHV-UHFFFAOYSA-N
Origin
Plant/Lycii Cortex
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Kukoamine A is a spermine alkaloid originally isolated from L. chinense that has diverse biological activities, including anticancer, neuroprotective, and anti-inflammatory properties.1 Kukoamine A (5-20 µg/ml) inhibits colony formation of U251 and WJ1 glioblastoma cells in a concentration-dependent manner.2 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.3 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.4 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).5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Funayama, S., Yoshida, K., Konno, C., et alStructure of kukoamine A, a hypotensive principle of Lycium chinense root barks. Tetrahedron Lett. 21(14), 1355-1356 (1980).

    2. Wang, Q., Li, H., Sun, Z., et alKukoamine A inhibits human glioblastoma cell growth and migration through apoptosis induction and epithelial-mesenchymal transition attenuation. Sci. Rep. 6, 36543 (2016).

    3. Hu, X., Song, Q., Li, X., et alNeuroprotective effects of Kukoamine A on neurotoxin-induced Parkinson’s model through apoptosis inhibition and autophagy enhancement. Neuropharmacology 117, 352-363 (2017).

    4. Zhang, Y., Gao, L., Cheng, Z., et alKukoamine A prevents radiation-induced neuroinflammation and preserves hippocampal neurogenesis in rats by inhibiting activation of NF-κB and AP-1. Neurotox. Res. 31(2), 259-268 (2017).

    5. Ponasik, J.A., Strickland, C., Faerman, C., et alKukoamine A and other hydrophobic acylpolyamines: Potent and selective inhibitors of Crithidia fasciculata trypanothione reductase. Biochem. J. 311(Pt 2), 371-375 (1995).