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Synthesis of New Lipoic Acid Conjugates and Evaluation of Their Free Radical Scavenging and Neuroprotective Activities
Author(s) -
Bolognesi Maria Laura,
Bergamini Christian,
Fato Romana,
Oiry Joël,
Vasseur JeanJacques,
Smietana Michael
Publication year - 2014
Publication title -
chemical biology and drug design
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.59
H-Index - 77
eISSN - 1747-0285
pISSN - 1747-0277
DOI - 10.1111/cbdd.12282
Subject(s) - lipoic acid , chemistry , antioxidant , dpph , abts , chelation , ferrous , context (archaeology) , biochemistry , organic chemistry , combinatorial chemistry , biology , paleontology
A series of new lipoic acid derivatives were designed and synthesized as multitarget ligands against A lzheimer'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 T 67 cell line. This suggests that multiple factors are at stake and warrant further investigations.