1. Synthesis of new lipoic acid conjugates and evaluation of their free radical scavenging and neuroprotective activities
- Author
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Michael Smietana, Jean-Jacques Vasseur, Christian Bergamini, Romana Fato, Joel Oiry, Maria Laura Bolognesi, Department of Pharmacy and Biotechnology, Alma Mater Studiorum Università di Bologna [Bologna] (UNIBO), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM), Bolognesi ML, Bergamini C, Fato R, Oiry J, Vasseur JJ, and Smietana M.
- Subjects
antioxidant ,Antioxidant ,DPPH ,Cell Survival ,Alzheimer's disease, antioxidant, ferrous chelation, lipoic acid, multitarget ligands ,medicine.medical_treatment ,Context (language use) ,Biochemistry ,03 medical and health sciences ,chemistry.chemical_compound ,0302 clinical medicine ,Dihydrolipoic acid ,Cell Line, Tumor ,Drug Discovery ,medicine ,Organic chemistry ,Humans ,Chelation ,030304 developmental biology ,Pharmacology ,0303 health sciences ,multitarget ligands ,ABTS ,ferrous chelation ,Molecular Structure ,Thioctic Acid ,[CHIM.ORGA]Chemical Sciences/Organic chemistry ,Organic Chemistry ,Free Radical Scavengers ,Alzheimer's disease ,lipoic acid ,Lipoic acid ,Neuroprotective Agents ,chemistry ,Molecular Medicine ,030217 neurology & neurosurgery ,Cysteine - Abstract
International audience; A series of new lipoic acid derivatives were designed and synthesized as multitarget ligands against Alzheimer's disease. In particular, analogues combining both lipoic acid and cysteine core structures were synthesized. The antioxidant properties of these compounds were evaluated by 1,1-diphenyl-2-picrylhydrazyl (DPPH), 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid (ABTS*+) radical cation scavenging assays and ferrous ion chelation. The antioxidant potential of the synthesized compounds was also evaluated in a cellular context and compared to α-lipoic acid and its reduced form, dihydrolipoic acid. The antioxidant effects observed for these compounds in vitro confirmed the importance of free thiol functions for effective antioxidant capacities. However, these promising in vitro results were not mirrored by the antioxidant activity in T67 cell line. This suggests that multiple factors are at stake and warrant further investigations.
- Published
- 2013
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