title: The design, synthesis, and antioxidant activity of amphiphilic oximes and amidoximes.
abstract: New amphiphilic benzamidoxime, benzoxime, and aliphatic oxime derivatives of glycolipid mimetics were synthesized. The total antioxidant capacity of these amphiphilic derivatives was evaluated using DPPH assay. The observed antioxidant activity was the highest for benzamidoxime derivatives and glycolipid mimetics with two oxime functionalities, followed by benzoxime derivatives, glycolipid mimetics with one oxime group, and dimers of oxime. Due to their amphiphilic structure, which was a guidance for compound design and synthesis, these novel amphiphilic compounds can be proposed as potential antioxidants for tackling oxidative processes in two-phase systems, either biological (cell membranes) or artificial (emulsions).
authors.affiliation: University of Ljubljana, Faculty of Pharmacy, Askerceva 7, 1000 Ljubljana, Slovenia.
authors.forename: Mirjam
authors.initials: M
authors.lastname: Gosenca
authors.forename: Janez
authors.initials: J
authors.lastname: Mravljak
authors.forename: Mirjana
authors.initials: M
authors.lastname: Gasperlin
authors.forename: Ales
authors.initials: A
authors.lastname: Obreza
mesh_terms: D000577:Amides / Q000737:chemistry; D000975:Antioxidants / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D015195:Drug Design; D006017:Glycolipids / Q000737:chemistry; D013058:Mass Spectrometry; D010091:Oximes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013055:Spectrophotometry, Infrared
chemical_list: D000577:Amides; D000975:Antioxidants; D006017:Glycolipids; D010091:Oximes