Second generation of alpha-tocopherol analogs-nitric oxide donors: Synthesis, physicochemical, and biological characterization.
Synthesis, physicochemical, and biological characterization of a series of alpha-tocopherol mimetics with NO-releasing capacity are reported. The selected NO-donor moieties were nitrooxy and furoxan. All products were tested for their in vitro NO-releasing capacities, vasodilating properties and mammal cytotoxic activities. The lipophilic-hydrophilic balance of all products was also evaluated. A new hybrid furoxan, phenol derivative 17, possesses adequate profile of the studied properties.
López
Gloria V
GV
Departamento de Química Orgánica, Facultad de Ciencias-Facultad de Química Universidad de la República, Montevideo, Uruguay.
Blanco
Fabiana
F
Hernández
Paola
P
Ferreira
Ana
A
Piro
Oscar E
OE
Batthyány
Carlos
C
González
Mercedes
M
Rubbo
Homero
H
Cerecetto
Hugo
H
D000818:Animals; D000975:Antioxidants / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001013:Aorta, Thoracic / Q000187:drug effects; D049109:Cell Proliferation / Q000187:drug effects; D008264:Macrophages / Q000187:drug effects; D051379:Mice; D015394:Molecular Structure; D009569:Nitric Oxide / Q000378:metabolism*; D020030:Nitric Oxide Donors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D010069:Oxadiazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D051381:Rats; D011921:Rats, Inbred WKY; D014664:Vasodilation / Q000187:drug effects; D014665:Vasodilator Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D014961:X-Ray Diffraction; D024502:alpha-Tocopherol / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D000975:Antioxidants; D020030:Nitric Oxide Donors; D010069:Oxadiazoles; D014665:Vasodilator Agents; C010166:furoxans; D009569:Nitric Oxide; D024502:alpha-Tocopherol