New lipophenols prevent carbonyl and oxidative stresses involved in macular degeneration
| Autor: | Thierry Durand, Laurent Guillou, Nathalie Jacquemot, Espérance Moine, David Cia, Céline Crauste, Joseph Vercauteren, Philippe Brabet, Manel Boukhallat |
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| Přispěvatelé: | Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), Institut des Neurosciences de Montpellier - Déficits sensoriels et moteurs (INM), Institut National de la Santé et de la Recherche Médicale (INSERM)-Université de Montpellier (UM), ANR-18-CE18-0017,LipoPheRet,Les lipohenols de nouveaux anti-oxydants et stresseurs carbonylés pour combattre la dégénérescence maculaire(2018) |
| Rok vydání: | 2020 |
| Předmět: |
0301 basic medicine
Antioxidant medicine.medical_treatment [SDV]Life Sciences [q-bio] Phloroglucinol Retinal Pigment Epithelium Resveratrol Biochemistry Lipofuscin 03 medical and health sciences chemistry.chemical_compound Macular Degeneration Retinoids 0302 clinical medicine Physiology (medical) medicine Humans ComputingMilieux_MISCELLANEOUS Retinal pigment epithelium [CHIM.ORGA]Chemical Sciences/Organic chemistry Retinal Macular degeneration medicine.disease eye diseases 3. Good health Stargardt disease Oxidative Stress 030104 developmental biology medicine.anatomical_structure chemistry sense organs 030217 neurology & neurosurgery |
| Zdroj: | Free Radical Biology and Medicine Free Radical Biology and Medicine, Elsevier, 2020, ⟨10.1016/j.freeradbiomed.2020.10.316⟩ |
| ISSN: | 1873-4596 0891-5849 |
| DOI: | 10.1016/j.freeradbiomed.2020.10.316⟩ |
| Popis: | Dry age-related macular degeneration and Stargardt disease undergo a known toxic mechanism caused by carbonyl and oxidative stresses (COS). This is responsible for accumulation in the retinal pigment epithelium (RPE) of A2E, a main toxic pyridinium bis-retinoid lipofuscin component. Previous studies have shown that carbonyl stress in retinal cells could be reduced by an alkyl-phloroglucinol-DHA conjugate (lipophenol). Here, we performed a rational design of different families of lipophenols to conserve anti-carbonyl stress activities and improve antioxidant properties. Five synthetic pathways leading to alkyl-(poly)phenol derivatives, with phloroglucinol, resveratrol, catechin and quercetin as the main backbone, linked to poly-unsaturated fatty acid, are presented. These lipophenols were evaluated in ARPE-19 cell line for their anti-COS properties and a structure-activity relationship study is proposed. Protection of ARPE-19 cells against A2E toxicity was assessed for the four best candidates. Finally, interesting anti-COS properties of the most promising quercetin lipophenol were confirmed in primary RPE cells. |
| Databáze: | OpenAIRE |
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