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Fine-tuning the amphiphilicity: a crucial parameter in the design of potent alpha-phenyl-N-tert-butylnitrone analogues.
- Source :
-
Journal of medicinal chemistry [J Med Chem] 2007 Aug 23; Vol. 50 (17), pp. 3976-9. Date of Electronic Publication: 2007 Jul 25. - Publication Year :
- 2007
-
Abstract
- A new series of hydrophilic, lipophilic, and amphiphilic alpha-phenyl-N-tert-butylnitrone (PBN) derivatives were synthesized to explore the relationship between their hydrophilic-lipophilic properties and antioxidant potency. Very potent protective effects of amphiphilic lactobionamide and tris(hydroxymethyl)aminomethane PBN derivatives were observed in mitochondrial preparations, in cell cultures, and in rotifers exposed to unspecific and mitochondria targeted oxidotoxins.
- Subjects :
- Animals
Antioxidants chemistry
Antioxidants pharmacology
Cells, Cultured
Disaccharides chemical synthesis
Disaccharides chemistry
Disaccharides pharmacology
Drug Design
Electron Transport Complex I metabolism
In Vitro Techniques
Nitrogen Oxides chemistry
Nitrogen Oxides pharmacology
Rats
Rotifera drug effects
Structure-Activity Relationship
Submitochondrial Particles drug effects
Submitochondrial Particles metabolism
Tromethamine analogs & derivatives
Tromethamine chemical synthesis
Tromethamine chemistry
Tromethamine pharmacology
Antioxidants chemical synthesis
Cyclic N-Oxides chemistry
Nitrogen Oxides chemical synthesis
Subjects
Details
- Language :
- English
- ISSN :
- 0022-2623
- Volume :
- 50
- Issue :
- 17
- Database :
- MEDLINE
- Journal :
- Journal of medicinal chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 17649989
- Full Text :
- https://doi.org/10.1021/jm0706968