Azulenyl nitrone spin trapping agents, methods of making and...

C - Chemistry – Metallurgy – 07 – C

Patent

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Details

C07C 317/30 (2006.01) A61K 31/13 (2006.01) A61K 31/275 (2006.01) A61K 31/47 (2006.01) A61K 31/785 (2006.01) C07C 291/04 (2006.01) C07C 309/26 (2006.01) C07C 309/71 (2006.01) C07F 9/38 (2006.01) G01N 33/50 (2006.01)

Patent

CA 2235765

The present invention relates to chromotropic nitrone spin trapping agents, methods of making these agents, compositions comprising same, and methods of their use. In particular, azulenyl nitrones of the present invention are effective agents for trapping free radical species and find use as efficient antioxidants in physicochemical and biological systems. Accordingly, the invention also relates to spin adducts formed from the combination of azulenyl nitrones with free radicals. The compounds of the present invention are readily prepared from available starting materials and find further use in assays and in a number of diagnostic, prophylactic and therapeutic applications, including but not limited to the alleviation, modulation and inhibition of the negative effects of carbon-centered or oxygen-centered radical species and other products of oxidation. Moreover, the combination adducts may be colorimetrically detected and, optionally, isolated and characterized to obtain valuable information (e.g., structural and the like) about the original reactive free radical species.

L'invention concerne des agents de piégeage de spin à base de nitrones chromotropes, des procédés de fabrication desdits agents, des compositions les contenant, ainsi que leur mode d'utilisation. En particulier, les azulényl-nitrones de l'invention sont efficaces pour piéger les radicaux libres et peuvent être utilisées comme antioxydants efficaces dans les systèmes physico-chimiques et biologiques. L'invention concerne donc également des adduits de spin formés par combinaison d'azulényl-nitrones et de radicaux libres. Les composés de l'invention sont préparés directement à partir de matériaux de départ existants et peuvent également être utilisés dans des analyses et dans un grand nombre d'applications diagnostiques, prophylactiques et thérapeutiques, dont entre autres l'atténuation, la modulation et l'inhibition des effets négatifs des radicaux libres centrés sur le carbone ou sur l'oxygène, et d'autres produits d'oxydation. En outre, les adduits de combinaison peuvent être détectés par colorimétrie et, éventuellement, isolés et caractérisés de façon à donner des informations valables (structurelles, etc.) sur le radical libre réactif d'origine.

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