Synthesis and in Vitro Evaluation of New 8-Amino-1,4-benzoxazine Derivatives as Neuroprotective Antioxidants
Citations Over Time
Abstract
A series of new 8-amino-1,4-benzoxazine derivatives 5a-o was synthesized and examined for their intrinsic cytotoxicity and their capacity to inhibit oxidative stress-mediated neuronal degeneration in neuronal cell cultures. In particular, substituent effects at the 3- and 8-positions of the 1,4-benzoxazine ring were investigated by in vitro evaluation. In this aim, 3-alkyl substituents seemed to be essential for efficient neuroprotective activity. Furthermore, within the subseries of substituted 3-alkyl benzoxazines, the most active derivatives were those bearing an 8-benzylamino substituent. From the combined results of both toxicity and neuroprotection expressed in terms of the safety index, 8-benzylamino-substituted-3-alkyl-1,4-benzoxazines were identified as the most promising compounds, owing to their potent neuroprotective activity without the manifestation of intrinsic cytotoxicity.
Related Papers
- → Substituent active region – a gate for communication of substituent charge with the rest of a molecule: Monosubstituted benzenes(2007)91 cited
- → Effect of meta-substituents of phenolic antioxidants—proposal of secondary substituent effect(2002)24 cited
- → Effect of substituent on the UV-Vis spectra: an extension from disubstituted to multi-substituted benzylideneanilines(2016)18 cited
- → Proximity effects in pyridines. Proton chemical shifts in substituted methyl pyridinecarboxylates(1975)18 cited
- → A STUDY ON THE ADDITIVITY OF SUBSTITUENT EFFECTS IN THE TRIPHENYLPHOSPHONIUM SYSTEM(1992)