WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H527604
CAS#: 164991-67-7
Description: Kukoamine B Mesylate is potentially for the treatment of sepsis. Kukoamines are a series of bioactive phytochemicals conjugated by a polyamine backbone and phenolic moieties. Treatment with KuB prior to H2O2 exposure effectively increased the cell viability, and restored the mitochondria membrane potential (MMP). Furthermore, KuB enhanced the antioxidant enzyme activities of superoxide dismutase (SOD), catalase (CAT), and glutathione peroxidase (GSH-Px) and decreased the malondialdehyde (MDA) content. Moreover, KuB minimized the ROS formation and inhibited mitochondria-apoptotic pathway, MAPKs (p-p38, p-JNK, p-ERK) pathways, but activated PI3K-AKT pathway.
Hodoodo Cat#: H527604
Name: Kukoamine B Mesylate
CAS#: 164991-67-7
Chemical Formula: C28H42N4O6
Exact Mass: 530.31
Molecular Weight: 530.666
Elemental Analysis: C, 63.37; H, 7.98; N, 10.56; O, 18.09
Synonym: Kukoamine B Mesylate;
IUPAC/Chemical Name: N-(3-aminopropyl)-3-(3,4-dihydroxyphenyl)-N-(4-((3-(3-(3,4-dihydroxyphenyl)propanamido)propyl)amino)butyl)propanamide
InChi Key: IWRAOCFRRTWUDF-UHFFFAOYSA-N
InChi Code: InChI=1S/C28H42N4O6/c29-13-3-18-32(28(38)12-8-22-6-10-24(34)26(36)20-22)17-2-1-14-30-15-4-16-31-27(37)11-7-21-5-9-23(33)25(35)19-21/h5-6,9-10,19-20,30,33-36H,1-4,7-8,11-18,29H2,(H,31,37)
SMILES Code: O=C(N(CCCN)CCCCNCCCNC(CCC1=CC=C(O)C(O)=C1)=O)CCC2=CC=C(O)C(O)=C2
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
Biological target: | |
In vitro activity: | |
In vivo activity: |
The following data is based on the product molecular weight 530.67 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
---|---|---|---|
1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
Formulation protocol: | |
In vitro protocol: | |
In vivo protocol: |
1: Wang Z, Zhao Q, Li L, Hu P, Dong K, Chen S, Jiang J. Development and validation of a rapid and sensitive UPLC-MS/MS method for quantification of kukoamine B in human plasma: Application to a clinical pharmacokinetic study. J Pharm Biomed Anal. 2017 Jan 5;132:1-6. doi: 10.1016/j.jpba.2016.09.032. PubMed PMID: 27693755.
2: Piletska EV, Burns R, Terry LA, Piletsky SA. Application of a molecularly imprinted polymer for the extraction of kukoamine a from potato peels. J Agric Food Chem. 2012 Jan 11;60(1):95-9. doi: 10.1021/jf203669b. PubMed PMID: 22142260.
3: Li YY, Wang H, Zhao C, Huang YQ, Tang X, Cheung HY. Identification and Characterization of Kukoamine Metabolites by Multiple Ion Monitoring Triggered Enhanced Product Ion Scan Method with a Triple-Quadruple Linear Ion Trap Mass Spectrometer. J Agric Food Chem. 2015 Dec 23;63(50):10785-90. doi: 10.1021/acs.jafc.5b04321. PubMed PMID: 26625181.
4: Zhao Q, Li L, Wang Z, Jiang J, Dong K, Chen S, Hu P. Ultra performance liquid chromatography tandem mass spectrometry assay for determination of kukoamine B in human blood and urine. J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Sep 15;1031:8-14. doi: 10.1016/j.jchromb.2016.07.025. PubMed PMID: 27447928.
5: Li YY, Di R, Hsu WL, Huang YQ, Sun H, Cheung HY. Sensitivity improvement of kukoamine determination by complexation with dihydrogen phosphate anions in capillary zone electrophoresis. Electrophoresis. 2015 Aug;36(15):1801-7. doi: 10.1002/elps.201500030. PubMed PMID: 25930189.
6: Hu XL, Niu YX, Zhang Q, Tian X, Gao LY, Guo LP, Meng WH, Zhao QC. Neuroprotective effects of Kukoamine B against hydrogen peroxide-induced apoptosis and potential mechanisms in SH-SY5Y cells. Environ Toxicol Pharmacol. 2015 Jul;40(1):230-40. doi: 10.1016/j.etap.2015.06.017. PubMed PMID: 26164594.
7: Hu XL, Gao LY, Niu YX, Tian X, Wang J, Meng WH, Zhang Q, Cui C, Han L, Zhao QC. Neuroprotection by Kukoamine A against oxidative stress may involve N-methyl-D-aspartate receptors. Biochim Biophys Acta. 2015 Feb;1850(2):287-98. doi: 10.1016/j.bbagen.2014.11.006. PubMed PMID: 25445711.
8: Zhang Y, Gao L, Cheng Z, Cai J, Niu Y, Meng W, Zhao Q. Kukoamine A Prevents Radiation-Induced Neuroinflammation and Preserves Hippocampal Neurogenesis in Rats by Inhibiting Activation of NF-κB and AP-1. Neurotox Res. 2017 Feb;31(2):259-268. doi: 10.1007/s12640-016-9679-4. PubMed PMID: 27815817.
9: Liu J, Jiang X, Zhang Q, Lin S, Zhu J, Zhang Y, Du J, Hu X, Meng W, Zhao Q. Neuroprotective effects of Kukoamine A against cerebral ischemia via antioxidant and inactivation of apoptosis pathway. Neurochem Int. 2017 Jan 12. pii: S0197-0186(16)30187-5. doi: 10.1016/j.neuint.2016.12.024. [Epub ahead of print] PubMed PMID: 28088348.
10: Yang D, Zheng X, Wang N, Fan S, Yang Y, Lu Y, Chen Q, Liu X, Zheng J. Kukoamine B promotes TLR4-independent lipopolysaccharide uptake in murine hepatocytes. Oncotarget. 2016 Sep 6;7(36):57498-57513. doi: 10.18632/oncotarget.11292. PubMed PMID: 27542278; PubMed Central PMCID: PMC5295368.
11: Zhang Y, Cheng Z, Wang C, Ma H, Meng W, Zhao Q. Neuroprotective Effects of Kukoamine a against Radiation-induced Rat Brain Injury through Inhibition of Oxidative Stress and Neuronal Apoptosis. Neurochem Res. 2016 Oct;41(10):2549-2558. PubMed PMID: 27241194.
12: Hu XL, Guo LP, Song Q, Zhang Q, Chen Y, Wang J, Meng WH, Zhao QC. Kukoamine B, an amide alkaloid, protects against NMDA-induced neurotoxicity and potential mechanisms in vitro. Neurochem Int. 2015 Aug;87:66-76. doi: 10.1016/j.neuint.2015.06.001. PubMed PMID: 26065936.
13: Qin WT, Wang X, Shen WC, Sun BW. A novel role of kukoamine B: Inhibition of the inflammatory response in the livers of lipopolysaccharide-induced septic mice via its unique property of combining with lipopolysaccharide. Exp Ther Med. 2015 Mar;9(3):725-732. PubMed PMID: 25667619; PubMed Central PMCID: PMC4316986.
14: Lyu W, Qin W, Zhang J, Shen W, Wang X, Sun B. [Inhibitory effects of Kukoamine B on the inflammatory response of small intestine in lipopolysaccharide-induced septic mice and its potential mechanisms]. Zhonghua Wei Zhong Bing Ji Jiu Yi Xue. 2015 Feb;27(2):121-6. doi: 10.3760/cma.j.issn.2095-4352.2015.02.009. Chinese. PubMed PMID: 25665611.
15: Wang Q, Li H, Sun Z, Dong L, Gao L, Liu C, Wang X. Kukoamine A inhibits human glioblastoma cell growth and migration through apoptosis induction and epithelial-mesenchymal transition attenuation. Sci Rep. 2016 Nov 8;6:36543. doi: 10.1038/srep36543. PubMed PMID: 27824118; PubMed Central PMCID: PMC5099904.
16: Zhang J, Qin W, Lyu W, Shen W, Wang X, Sun B. [Inhibitory effect of kukoamine B on lung inflammatory responses in mice with sepsis]. Zhonghua Wei Zhong Bing Ji Jiu Yi Xue. 2014 Jul;26(7):493-7. doi: 10.3760/cma.j.issn.2095-4352.2014.07.010. Chinese. PubMed PMID: 25027428.
17: Liu X, Zheng X, Long Y, Cao H, Wang N, Lu Y, Zhao K, Zhou H, Zheng J. Dual targets guided screening and isolation of Kukoamine B as a novel natural anti-sepsis agent from traditional Chinese herb Cortex lycii. Int Immunopharmacol. 2011 Jan;11(1):110-20. doi: 10.1016/j.intimp.2010.10.015. PubMed PMID: 21073991.
18: Liu X, Zheng X, Wang N, Cao H, Lu Y, Long Y, Zhao K, Zhou H, Zheng J. Kukoamine B, a novel dual inhibitor of LPS and CpG DNA, is a potential candidate for sepsis treatment. Br J Pharmacol. 2011 Mar;162(6):1274-90. doi: 10.1111/j.1476-5381.2010.01114.x. PubMed PMID: 21108626; PubMed Central PMCID: PMC3058161.
19: Hadjipavlou-Litina D, Garnelis T, Athanassopoulos CM, Papaioannou D. Kukoamine A analogs with lipoxygenase inhibitory activity. J Enzyme Inhib Med Chem. 2009 Oct;24(5):1188-93. doi: 10.1080/14756360902779193. PubMed PMID: 19772491.
20: Parr AJ, Mellon FA, Colquhoun IJ, Davies HV. Dihydrocaffeoyl polyamines (kukoamine and allies) in potato (Solanum tuberosum) tubers detected during metabolite profiling. J Agric Food Chem. 2005 Jun 29;53(13):5461-6. PubMed PMID: 15969534.