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kukoamine A

$960

  • Brand : BIOFRON

  • Catalogue Number : BD-D1213

  • Specification : 98%(HPLC)

  • CAS number : 75288-96-9

  • Formula : C28H42N4O6

  • Molecular Weight : 530.666

  • PUBCHEM ID : 5318865

  • Volume : 30MG

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Catalogue Number

BD-D1213

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

-20℃

Molecular Weight

530.666

Appearance

White crystalline powder

Botanical Source

Cortex Lycii/Lycii Cortex

Structure Type

Alkaloids

Category

Standards;Natural Pytochemical;API

SMILES

C1=CC(=C(C=C1CCC(=O)NCCCNCCCCNCCCNC(=O)CCC2=CC(=C(C=C2)O)O)O)O

Synonyms

.N1,N14-bis(dihydrocaffeoyl)spermine/Kukoamine A/N,N'-[butane-1,4-diylbis(iminopropane-3,1-diyl)]bis[3-(3,4-dihydroxyphenyl)propanamide]/bis-dihydrocaffeoylspermine/N,N'-[1,4-Butanediylbis(imino-3,1-propanediyl)]bis[3-(3,4-dihydroxyphenyl)propanamide]/Benzenepropanamide, N,N'-[1,4-butanediylbis(imino-3,1-propanediyl)]bis[3,4-dihydroxy-/.kukoamine A

IUPAC Name

3-(3,4-dihydroxyphenyl)-N-[3-[4-[3-[3-(3,4-dihydroxyphenyl)propanoylamino]propylamino]butylamino]propyl]propanamide

Applications

Kukoamine A is a natural occurring spermine derivative, acts as a potent inhibitor of trypanothione reductase (Ki, 1.8 μM), with antihypertensive activity[1].

Density

1.2±0.1 g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

481.2±34.3 °C

Boiling Point

872.1±65.0 °C at 760 mmHg

Melting Point

InChl

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)

InChl Key

IOLDDENZPBFBHV-UHFFFAOYSA-N

WGK Germany

RID/ADR

HS Code Reference

2933990000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:75288-96-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

29690528

Abstract

In this study, two natural phenolic polyamines, kukoamine A and B, were comparatively investigated for their antioxidant and cytoprotective effects in Fenton-damaged bone marrow-derived mesenchymal stem cells (bmMSCs). When compared with kukoamine B, kukoamine A consistently demonstrated higher IC50 values in PTIO•-scavenging (pH 7.4), Cu2+-reducing, DPPH•-scavenging, •O2−-scavenging, and •OH-scavenging assays. However, in the PTIO•-scavenging assay, the IC50 values of each kukoamine varied with pH value. In the Fe2+-chelating assay, kukoamine B presented greater UV-Vis absorption and darker color than kukoamine A. In the HPLC-ESI-MS/MS analysis, kukoamine A with DPPH• produced radical-adduct-formation (RAF) peaks (m/z 922 and 713). The 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyl (MTT) assay suggested that both kukoamines concentration-dependently increased the viabilities of Fenton-damaged bmMSCs at 56.5-188.4 μM. However, kukoamine A showed lower viability percentages than kukoamine B. In conclusion, the two isomers kukoamine A and B can protect bmMSCs from Fenton-induced damage, possibly through direct or indirect antioxidant pathways, including electron-transfer, proton-transfer, hydrogen atom transfer, RAF, and Fe2+-chelating. Since kukoamine B possesses higher potentials than kukoamine A in these pathways, kukoamine B is thus superior to kukoamine A in terms of cytoprotection. These differences can ultimately be attributed to positional isomeric effects.

KEYWORDS

positional isomeric effect, antioxidant mechanisms, cytoprotective effect, kukoamine A, kukoamine B, phenolic polyamine

Title

Antioxidant and Cytoprotective Effects of Kukoamines A and B: Comparison and Positional Isomeric Effect

Author

Xican Li,1,2,*† Jian Lin,3,4,† Ban Chen,1,2 Hong Xie,1,2 and Dongfeng Chen3,4,*

Publish date

2018 Apr 21