COMPOUNDS THAT TRAP ALPHA-OXOALDEHYDES AND ALPHA-BETA-UNSATURATED ALDEHYDES, META-COMPOUNDS CONTAINING SUCH COMPOUNDS, AND USE OF SAID COMPOUNDS IN TREATING ILLNESSES RELATED TO THE ACCUMULATION OF AGES AND ALES

摘要

The present invention relates to a series of molecules derived from 2,3-diaminopropionic acid (DAP), comprising or not comprising an 8-hydroxyquinoline (8-HQ) motif, and to the use of said molecules for trapping an alpha-oxoaldehyde resulting particularly from the degradation of the glucose or for trapping an alpha-beta-unsaturated aldehyde, resulting particularly from the oxidative degradation of fatty acids. These molecules can have a further application in the fields of cosmetics, food processing, and pharmaceuticals.

主权项

1. A compound of formula (I) below, in free form or in the form of a salt of at least one inorganic or organic acid, in which:
R2, R2′ and R2″ are selected from a hydrogen atom, an alkyl group, an aralkyl group and an aryl group;R3, R3′ and R3″ are selected from a hydrogen atom, an alkyl group, an aralkyl group and an aryl group;n is an integer equal to 0, 1 or 2;X is an atom selected from O, S, C and N atoms;
provided that, when X is an O or S atom, then R1 and R1′ are absent; andprovided that, when X is a C atom, then
(i) R1 and R1′, independently of one another, are selected from a hydrogen atom, an alkyl group and an aryl group, or(ii) R1 is selected from a hydrogen atom, an alkyl group and an aryl group, and R1′ is connected to R2, R2′, R2″, R3, R3′ or R3″ with a methylene (—CH2—), oxo (—O—), thio (—S—) or imino (—NH—) moiety so as to form a ring, or(iii) R1 and R1′, independently of one another, are connected to R2, R2′, R2″, R3, R3′ or R3″ with a methylene (—CH2—), oxo (—O—), thio (—S—) or imino (—NH—) moiety so as to form a ring, orprovided that, when X is an N atom, then (i) R1′ is absent and (ii) R1 is selected from a hydrogen atom, an alkyl group, a hydroxyalkyl group, an aralkyl group, an aryl group,a groupand a group with m an integer selected from 0 and 1, or R1 is connected to R2, R2′, R2″, R3, R3′ or R3″ with a methylene (—CH2—), oxo (—O—), thio (—S—) or imino (—NH—) moiety so as to form a ring,and wherein:
“*” denotes that the corresponding asymmetric carbon atom is of R or S stereochemistry;with the proviso that the following compounds are excluded:
n is 0, X is a C atom and R1, R1′, R2, R2′, R2″, R3, R3′ and R3″ are hydrogen atoms; n is 1 and X is an O or S atom; n is 1, X is a C atom and R1 and R1′ are hydrogen atoms; n is 1, X is an N atom and R1 is a hydrogen atom; n is 1, X is a C atom, R1, R2, R2′, R2″, R3, R3′ and R3″ are hydrogen atoms and R1′ is a methyl (—CH3) group or a phenyl (—C6H5) group; n is 1, X is an N atom, R2, R2′, R2″, R3, R3′ and R3″ are hydrogen atoms and R1 is a phenyl (C6H5) group or a benzyl (CH2C6H5) group.