1215711-91-3
Chemical Structure
N1-Acetyl-5-methoxykynuramine hydrochloride
Synonym(s): AMK hydrochloride
- CAS No.: 1215711-91-3
- Formula:C12H17ClN2O3
- Molecular Weight:272.73
IUPAC Name: (E)-1-(3-methylquinoxalin-2-yl)-3-phenylprop-2-en-1-one
InChIKey: JMBYMENFYWCJRD-UHFFFAOYSA-N
SMILES: O=C(C)NCCC(C1=CC(OC)=CC=C1N)=O.Cl
Biological Activity: N1-Acetyl-5-methoxykynuramine hydrochloride (AMK hydrochloride) is an active metabolite of Melatonin (HY-B0075) with antioxidant activity and blood-brain barrier permeability. N1-Acetyl-5-methoxykynuramine hydrochloride inhibits LPS-induced activation of inducible nitric oxide synthase and COX-2, scavenges ROS, hydroxyl radicals, carbonate radicals and ABTS cation radicals, and protects bovine serum albumin from peroxyl radical-mediated damage. N1-Acetyl-5-methoxykynuramine hydrochloride reduces the increase in cytoplasmic and mitochondrial lipid peroxidation in the substantia nigra and striatum in MPTP (HY-15608)-induced mouse models of Parkinson's disease. N1-Acetyl-5-methoxykynuramine hydrochloride can be used in studies related to Parkinson's disease, metabolism-related diseases and oxidative stress[1][2][3][4][5].
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N1-Acetyl-5-methoxykynuramine hydrochloride | N1-Acetyl-5-methoxykynuramine hydrochloride (AMK hydrochloride) is an active metabolite of Melatonin (HY-B0075) with antioxidant activity and blood-brain barrier permeability. N1-Acetyl-5-methoxykynuramine hydrochloride inhibits LPS-induced activation of inducible nitric oxide synthase and COX-2, scavenges ROS, hydroxyl radicals, carbonate radicals and ABTS cation radicals, and protects bovine serum albumin from peroxyl radical-mediated damage. N1-Acetyl-5-methoxykynuramine hydrochloride reduces the increase in cytoplasmic and mitochondrial lipid peroxidation in the substantia nigra and striatum in MPTP (HY-15608)-induced mouse models of Parkinson's disease. N1-Acetyl-5-methoxykynuramine hydrochloride can be used in studies related to Parkinson's disease, metabolism-related diseases and oxidative stress. | |||||||||||||||||||||
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References
- [1]. Ressmeyer AR, et al. Antioxidant properties of the melatonin metabolite N1-acetyl-5-methoxykynuramine (AMK): scavenging of free radicals and prevention of protein destruction. Redox report : communications in free radical research. 2003;8(4):205-13. [Content Brief]
- [2]. Mayo JC, et al. Anti-inflammatory actions of melatonin and its metabolites, N1-acetyl-N2-formyl-5-methoxykynuramine (AFMK) and N1-acetyl-5-methoxykynuramine (AMK), in macrophages. Journal of neuroimmunology. 2005 Aug;165(1-2):139-49. [Content Brief]
- [3]. Guenther AL, et al. Reactions of the melatonin metabolite AMK (N1-acetyl-5-methoxykynuramine) with reactive nitrogen species: formation of novel compounds, 3-acetamidomethyl-6-methoxycinnolinone and 3-nitro-AMK. Journal of pineal research. 2005 Oct;39(3):251-60. [Content Brief]
- [4]. Manda K, et al. AFMK, a melatonin metabolite, attenuates X-ray-induced oxidative damage to DNA, proteins and lipids in mice. Journal of pineal research. 2007 Apr;42(4):386-93. [Content Brief]
- [5]. Tapias V, et al. Melatonin and its brain metabolite N(1)-acetyl-5-methoxykynuramine prevent mitochondrial nitric oxide synthase induction in parkinsonian mice. J Neurosci Res. 2009 Oct;87(13):3002-10. [Content Brief]
