Mitochondrially targeted antioxidants

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Phosphorus containing other than solely as part of an...

Reexamination Certificate

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C514S130000

Reexamination Certificate

active

11172916

ABSTRACT:
The invention provides mitochondrially targeted antioxidant compounds. A compound of the invention comprises a lipophilic cation covalently coupled to an antioxidant moiety. In preferred embodiments, the lipophilic cation is the triphenyl phosphonium cation, and the compound is of the formula P(Ph3)+XR.Z−where X is a linking group, Z is an anion and R is an antioxidant moiety. Also provided are pharmaceutical compositions containing the mitochondrially targeted antioxidant compounds, and methods of therapy or prophylaxis of patients who would benefit from reduced oxidative stress, which comprise the step of administering the compounds of the invention.

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McKittrick et al, “Synthesis of the Yeast Anitoxidant . . . ” J. Chem. Soc. Perkin Trans I, pp. 709-712 (1984).
Burns et al, “Labeling of Mitochondrial Proteins in Living Cells by the Thiol Probe,” Archives of Biochemistry and Biophysics, vol. 339, No. 1, pp. 33-39 (1997).
Everett et al, “Scavenging of Nitrogen Dioxide, Thiyl, and Sulfonyl Free . . . ,” J. Bio. Chem., vol. 271, No. 8, pp. 3988-3994 (1996).
Burns et al, “Synthesis and Characterization of Thiobutyltriphenylphosphonium . . . ,” Archives of Biochemistry and Biophysics, vol. 322, No. 1, pp. 60-68 (1995).

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