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US 7,923,442 B2Granted
Glutathione peroxidase mimetics and uses thereof
AssigneeUTI Limited Partnership
InventorsDusan Kuzma, Thomas G. Back, Noah Berkowitz
Life of this patent
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Abstract
This invention relates to novel organoselenium and tellurium compounds, processes of producing the same and methods of use thereof. The compounds function as mimetics for the catalyst selenoenzyme glutathione peroxidase, which protects cells from oxidative stress.
Claims6
A compound of formula 1:
- wherein,
- the compound of formula 1 is a ring;
- and X is O or NH
- M is Se or Te
- n is 0 or 1
- R1 is:
- oxygen and forms an oxo complex with M;
- oxygen and forms together with the metal, a 4-7 membered ring, which optionally is substituted by an oxo or amino group;
- or
- oxygen and forms together with the metal, a first 4-7 membered ring, which is optionally substituted by an oxo or amino group, wherein said first ring is fused with a second 4-7 membered ring, wherein said second 4-7 membered ring is optionally substituted by alkyl, alkoxy, nitro, aryl, cyano, hydroxy, amino, halogen, oxo, carboxy, thio, thioallcyl, or —NH(C═O)RA, —C(═O)NRARB, —NRARB or —SO2R where RA and RB are independently H, alkyl or aryl;
- R2, R3 and R4 are independently hydrogen, alkyl, alkoxy, nitro, aryl, cyano, hydroxy, amino, halogen, carboxy, thio, thioalkyl, or —NH(C═O)RA, —C(═O)NRARB, —NRARB or —SO2R where RA and RB are independently H, alkyl or aryl;
- or R2, R3 or R4 together, with the organometallic ring to which two of the substituents are attached, form a fused 4-7 membered ring system wherein said 4-7 membered ring is optionally substituted by alkyl, alkoxy, nitro, aryl, cyano, hydroxy, amino, halogen, oxo, carboxy, thio, thioallcyl, or —NH(C═O)RA, —C(═O)NRARB, —NRARB or —SO2R where RA and RB are independently H, alkyl or aryl;
- wherein R4 is not an alkyl;
- wherein if R2, R3 and R4 are hydrogens and R1 forms an oxo complex with M, n is 0 then M is Te;
- or
- if R2, R3 and R4 are hydrogens and R1 is an oxygen that forms together with the metal an unsubstituted, saturated, 5 membered ring, n is 0 then M is Te;
- or
- if R1 is an oxo group, and n is 0, R2 and R3 form together with the organometallic ring a fused benzene ring, R4 is hydrogen, then M is Se;
- or
- if R4 is an oxo group, and R2 and R3 form together with the organometallic ring a fused benzene ring, R1 is oxygen, n is 0 and forms together with the metal a first 5 membered ring, substituted by an oxo group a to R1, and said ring is fused to a second benzene ring, then M is Te.
17 more elements
Dependencies are inferred from the claim text.