81065-76-1 Usage
Uses
EUK-134 has been used as an antioxidant.
Biological Activity
euk 134, a synthetic superoxide dismutase (sod)/catalase mimetic, has exhibited potent antioxidant activities and inhibited the formation of β-amyloid and related amyloid fibril.
Biochem/physiol Actions
EUK-134 is a manganese-salen derivative that exhibit potent antioxidant activities. EUK-134 is a superoxide dismutase (SOD) that inhibits amyloid fibril formation, including islet amyloid polypeptide (IAPP), β-amyloid and lysozyme amyloid aggregation. It appears that EUK-134 disrupts the pre-formed amyloid fibrils. EUK-134 increases the viability of the SK-N-MC cells exposed to preformed IAPP fibrils.
in vitro
euk-134, a salen-manganese complex, showed potent catalase and cytoprotective activities and sod activity. after middle cerebral artery occlusion, euk-134 administration at 3 hr significantly reduced brain infarct size, with the highest dose apparently preventing further infarct growth[1]. administration of euk 134 (20 μm) prevented aβ-induced microglial proliferation in vitro[2]. in human neuroblastoma cell line sk-n-mc, pre-treatments with euk134 protected cells against h2o2-induced oxidative stress through inhibition of mapk pathway in a dose-dependent manner.euk134 also decreased the expression of pro-apoptotic genes p53 and bax and enhanced expression of anti-apoptotic bcl-2 gene [3]. incubation of human amylin with euk-134 significantly inhibited amyloid formation at two molar ratios of 1:1 and 5:1 (drugs to protein)[4].
in vivo
compared to the vehicle-injected rats, the euk-134-treated group at doses of 0.5 and 5.0 μmol/kg (0.25 and 2.5 mg/kg, respectively) exhibited infarct volumes that were significantly lower than those of vehicle-injected rats. at 5.0 μmol/kg, euk-134 reduced the infarct volume by 90% when compared with that of the vehicle controls [1].euk-134 protected most of the vulnerable neurons from excitotoxic cell death.euk-134 significantly reduced (p< 0.05) ka-induced neuronal damage in ca1 (22% of total neurons), an almost complete protection in ca3 (7%) and piriform cortex (14%), indicating that euk-134 prevented most but not all neuronal damage resulting from ka-induced seizure activity [5].
references
[1]. baker k, marcus c b, huffman k, et al. synthetic combined superoxide dismutase/catalase mimetics are protective as a delayed treatment in a rat stroke model: a key role for reactive oxygen species in ischemic brain injury[j]. journal of pharmacology and experimental therapeutics, 1998, 284(1): 215-221.[2]. jekabsone a, mander p k, tickler a, et al. fibrillar beta-amyloid peptide aβ 1–40 activates microglial proliferation via stimulating tnf-α release and h 2 o 2 derived from nadph oxidase: a cell culture study[j]. journal of neuroinflammation, 2006, 3(1): 1.[3]. mohammadi m, yazdanparast r. modulation of h2o2‐induced mitogen‐activated protein kinases activation and cell death in sk‐n‐mc cells by euk134, a salenderivative[j]. basic & clinical pharmacology & toxicology, 2011, 108(6): 378-384.[4]. bahramikia s, yazdanparast r. inhibition of human islet amyloid polypeptide or amylin aggregation by two manganese-salenderivatives[j]. european journal of pharmacology, 2013, 707(1): 17-25.[5]. rong y, doctrow s r, tocco g, et al. euk-134, a synthetic superoxide dismutase and catalase mimetic, prevents oxidative stress and attenuates kainate-induced neuropathology[j]. proceedings of the national academy of sciences, 1999, 96(17): 9897-9902.
Check Digit Verification of cas no
The CAS Registry Mumber 81065-76-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,1,0,6 and 5 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 81065-76:
(7*8)+(6*1)+(5*0)+(4*6)+(3*5)+(2*7)+(1*6)=121
121 % 10 = 1
So 81065-76-1 is a valid CAS Registry Number.
InChI:InChI=1/C18H20N2O4.ClH.Mn/c1-23-15-7-3-5-13(17(15)21)11-19-9-10-20-12-14-6-4-8-16(24-2)18(14)22;;/h3-8,11-12,21-22H,9-10H2,1-2H3;1H;/q;;+2/p-3/b19-11+,20-12+;;
81065-76-1Relevant articles and documents
Preparation method of guaiacol-derived diimine manganese complex
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Paragraph 0031-0033, (2021/06/06)
The invention belongs to the field of organic synthesis, fine chemicals and daily chemicals, and particularly relates to a preparation method of a guaiacol-derived diimine manganese complex. According to the method, guaiacol, formaldehyde, diamine and a manganese salt are used as raw materials, and the guaiacol-derived diimine manganese complex is synthesized in one step. Compared with a multi-step synthesis method in the prior art, the method is simple and convenient to operate, green, safe, efficient, environment-friendly and suitable for industrial production, and reagents are cheap and easy to obtain.
