kukoamine A
- Product Name
- kukoamine A
- CAS No.
- 75288-96-9
- Chemical Name
- kukoamine A
- Synonyms
- NSC5398;NSC 5398;NSC-5398;kukoamine A;Kukoamine A, 10 mM in DMSO;1,14-Bis(dihydrocaffeoyl)spermidine;N1,N12-Bis(dihydrocaffeoyl) spermine;N,N'-[Tetramethylenebis(iminotrimethylene)]bis[3-(3,4-dihydroxyphenyl)propionamide];N,N'-[1,4-Butanediylbis(imino-3,1-propanediyl)]bis[3,4-dihydroxybenzenepropanamide];Benzenepropanamide,N,N'-[1,4-butanediylbis(imino-3,1-propanediyl)]bis[3,4-dihydroxy-
- CBNumber
- CB21355400
- Molecular Formula
- C28H42N4O6
- Formula Weight
- 530.66
- MOL File
- 75288-96-9.mol
kukoamine A Property
- 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
- InChIKey
- IOLDDENZPBFBHV-UHFFFAOYSA-N
- SMILES
- C(NCCCNC(=O)CCC1=CC=C(O)C(O)=C1)CCCNCCCNC(=O)CCC1=CC=C(O)C(O)=C1
- CAS DataBase Reference
- 75288-96-9
Safety
- WGK Germany
- WGK 3
- Storage Class
- 11 - Combustible Solids
N-Bromosuccinimide Price
- Product number
- PHL83866
- Product name
- Kukoamine A
- Purity
- phyproof? Reference Substance
- Packaging
- 10MG
- Price
- $653
- Updated
- 2026/03/19
- Product number
- 25139
- Product name
- Kukoamine A
- Purity
- ≥95%
- Packaging
- 1mg
- Price
- $38
- Updated
- 2024/03/01
- Product number
- 25139
- Product name
- Kukoamine A
- Purity
- ≥95%
- Packaging
- 5mg
- Price
- $176
- Updated
- 2024/03/01
- Product number
- 25139
- Product name
- Kukoamine A
- Purity
- ≥95%
- Packaging
- 10mg
- Price
- $330
- Updated
- 2024/03/01
- Product number
- 300534
- Product name
- Kukoamine A
- Packaging
- 10mg
- Price
- $618
- Updated
- 2021/12/16
kukoamine A Chemical Properties,Usage,Production
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).
Chemical Properties
White crystalline powder, soluble in organic solvents such as methanol, ethanol, DMSO, etc., derived from the bark of Lycium bark.
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.
Synthesis
(1) take the ground bone skin crushed 20-80 mesh, placed in the CO2 supercritical extraction tank extraction, through the liquid CO2, flow rate of 1-4 ml/min/g raw materials, while through the methanol to do the entrainment agent, flow rate of 1-4 ml/min/g, raw material extraction temperature of 40-50 , the pressure of 15-30Mpa, the extraction time of 1-3h, analysis of the extract; (2) The above extract is dissolved in methanol solution over alumina short column, collect the liquid concentration, then separated by high-speed counter-current chromatography, UV detector on-line monitoring, collect the flow fraction decompression drying that is obtained. Example: Take the ground bone skin 5kg, crushed 60 mesh, placed in the CO2 supercritical extraction tank, through the liquid CO2, flow rate of 2ml/min / g raw materials, while through the 90% methanol to do the entrainment agent, flow rate of 2ml/min / g, raw material extraction temperature of 40 , the pressure of 23Mpa, the extraction time of 2h, resolution of the extract with 99% methanol solution dissolved in short columns of alumina (250g of neutral) Alumina short column (250g neutral alumina, particle size 120-200 mesh) to collect the liquid concentration, get extract. Take chloroform, methanol, water, according to 3:2:3 mixing, take the upper phase to do stationary phase, the lower phase for the mobile phase, the host speed of 850rpm, the flow rate of 2ml/min, UV detector on-line monitoring, collection of flow fraction decompression and drying, to get the Ground Bone Skin Methylene, detected by HPLC, the content of 98.3%.
IC 50
Trypanosoma
References
[1] SHINJI FUNAYAMA. Structure of kukoamine A, a hypotensive principle of Lycium chinense root barks1[J]. Tetrahedron Letters, 1980, 21 14: Pages 1355-1356. DOI: 10.1016/s0040-4039(00)74574-6
[2] QIAOPING WANG. Kukoamine A inhibits human glioblastoma cell growth and migration through apoptosis induction and epithelial-mesenchymal transition attenuation[J]. Scientific Reports, 2016, 6 1. DOI: 10.1038/srep36543
[3] XIAOLONG HU . Neuroprotective effects of Kukoamine A on neurotoxin-induced Parkinson’s model through apoptosis inhibition and autophagy enhancement[J]. Neuropharmacology, 2017, 117: Pages 352-363. DOI: 10.1016/j.neuropharm.2017.02.022
[4] YAQIONG ZHANG. Kukoamine A Prevents Radiation-Induced Neuroinflammation and Preserves Hippocampal Neurogenesis in Rats by Inhibiting Activation of NF-κB and AP-1[J]. Neurotoxicity Research, 2016, 31 1: 259-268. DOI: 10.1007/s12640-016-9679-4
[5] J A PONASIK. Kukoamine A and other hydrophobic acylpolyamines: potent and selective inhibitors of Crithidia fasciculata trypanothione reductase.[J]. Biochemical Journal, 1995, 311 ( Pt 2): 371-375. DOI: 10.1042/bj3110371
kukoamine A Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from kukoamine A manufacturers
- Product
- kukoamine A 75288-96-9
- Price
- US $8.00/KG
- Min. Order
- 1g
- Purity
- ＞98% HPLC
- Supply Ability
- kg--ton
- Release date
- 2020-02-20