Synthesis of new ferulic/lipoic/comenic acid-melatonin hybrids as antioxidants and Nrf2 activators via Ugi reaction / Irene Pachón-Angona, Helène Martin, Stecy Chhor, María-Jesús Oset-Gasque, Bernard Refouvelet, José Marco-Contelles, Lhassane Ismaili
Aim:Oxidative stress has been implicated in the pathogenesis of many neurodegenerative diseases, and particularly in Alzheimer’s disease.Results:This work describes the Ugi multicomponent synthesis, antioxidant power and Nrf2 pathway induction in antioxidant response element cells of (E)-N-(2-((2-(1H-indol-3-yl)ethyl)amino)-2-oxoethyl)-N-(2-(5-(benzyloxy)-1H-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)acryl amides8a–d,N-(2-((2-(1H-indol-3-yl)ethyl)amino)-2-oxoethyl)-N-(2-(5-(benzyloxy)-1H-indol-3-yl)ethyl)-5-(1,2-dithiolan-3-yl)pentanamides8e–handN-(2-((2-(1H-indol-3-yl)ethyl)amino)-2-oxoethyl)-N-(2-(5-(benzyloxy)-1H-indol-3-yl)ethyl)-5-hydroxy-4-oxo-4H-pyran-2-carboxamides 8i,j.Conclusion:We have identified compounds8eand8g, showing a potent antioxidant capacity, a remarkable neuroprotective effect against the cell death induced by H2O2in SH-SY5Y cells, and a performing activation of the Nrf2 signaling pathway, as very interesting new antioxidant agents for pathologies that curse with oxidative stress. Aim: Results: E N H N H 8a–d N H N H 8e–h N H N H H 8i,j Conclusion: 8e 8g 2 2 Graphical abstract.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2019 |
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| Erschienen: |
2019 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:11 |
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| Enthalten in: |
Future medicinal chemistry - 11(2019), 24, Seite 3097- |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Pachón-Angona, Irene [VerfasserIn] |
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| Links: |
FID Access [lizenzpflichtig] |
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| Umfang: |
1 Online-Ressource (12 p) |
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| doi: |
10.4155/fmc-2019-0191 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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KFL001070827 |
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| 520 | |a Aim:Oxidative stress has been implicated in the pathogenesis of many neurodegenerative diseases, and particularly in Alzheimer’s disease.Results:This work describes the Ugi multicomponent synthesis, antioxidant power and Nrf2 pathway induction in antioxidant response element cells of (E)-N-(2-((2-(1H-indol-3-yl)ethyl)amino)-2-oxoethyl)-N-(2-(5-(benzyloxy)-1H-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)acryl amides8a–d,N-(2-((2-(1H-indol-3-yl)ethyl)amino)-2-oxoethyl)-N-(2-(5-(benzyloxy)-1H-indol-3-yl)ethyl)-5-(1,2-dithiolan-3-yl)pentanamides8e–handN-(2-((2-(1H-indol-3-yl)ethyl)amino)-2-oxoethyl)-N-(2-(5-(benzyloxy)-1H-indol-3-yl)ethyl)-5-hydroxy-4-oxo-4H-pyran-2-carboxamides 8i,j.Conclusion:We have identified compounds8eand8g, showing a potent antioxidant capacity, a remarkable neuroprotective effect against the cell death induced by H2O2in SH-SY5Y cells, and a performing activation of the Nrf2 signaling pathway, as very interesting new antioxidant agents for pathologies that curse with oxidative stress. Aim: Results: E N H N H 8a–d N H N H 8e–h N H N H H 8i,j Conclusion: 8e 8g 2 2 Graphical abstract | ||
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| 700 | 1 | |a Ismaili, Lhassane |e verfasserin |4 aut | |
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