104883-60-5Relevant articles and documents
Microwave-assisted synthesis of hydroxyphenyl nitrones with protective action against oxidative stress
Chavarría, Cecilia,Perez, Daniel I.,Pérez, Concepción,Morales Garcia, Jose A.,Alonso-Gil, Sandra,Pérez-Castillo, Ana,Gil, Carmen,Souza, José M.,Porcal, Williams
supporting information, p. 44 - 49 (2013/02/23)
Oxidative stress plays an important role in neuronal death in neurodegenerative disorders such as Parkinson's disease (PD). Hydroxyphenyl nitrones, derivatives of the nitrone spin trap alpha-phenyl-N-tert-butylnitrone (PBN), were synthesized and their antioxidant, anti-inflammatory and neuroprotective activity in neural cells evaluated. These hydroxyphenyl nitrones 5-7 were synthesized by reaction of the corresponding hydroxybenzaldehyde with N-tert-butyl hydroxylamine under microwave irradiation. They showed good peroxyl free radical scavenger capacities, analyzed by oxygen radical absorbance capacity (ORAC). Also inhibited peroxynitrite-mediated tyrosine nitration of alpha-synuclein in vitro and protected human neuroblastoma (SH-SY5Y) cells against SIN-1 and 6-OHDA toxicity when micromolar concentrations were used. Besides, the hydroxyphenyl nitrones evaluated showed anti-inflammatory activity modulating nitrite production in primary neural cell cultures of astrocytes and microglia treated with lipopolysaccharide (LPS), a potent inflammatory agent. These experimental data suggest a potential therapeutic use of these hydroxyphenyl nitrones against oxygen and nitrogen reactive species involved in neurodegenerative pathology.
Nitrogen inversion and N-O bond rotation processes in di- and tri-substituted hydroxylamines. A dynamic NMR study
Ali, Sk. Asrof,Hassan, Azfar,Wazeer, Mohammed I. M.
, p. 1479 - 1484 (2007/10/03)
The barriers to inversion in several acyclic di- and tri-substituted hydroxylamines are determined by 1H NMR band shape analysis.The barriers range from 49.1 to 66.8 kJ mol1- and are discussed in terms of a conformational process which involves nitrogen inversion and rotation around the N-O bond.The N-benzyl group with an ortho hydroxy substituent increases the nitrogen inversion barrier by 10 kJ mol-1, which indicates the requirement of breaking of the intramolecular hydrogen bond prior to inversion.
