1,2,4-triazine products resulting from the inhibition of advance

Details 1,2,4-triazine products resulting from the inhibition of advance 1,2,4-triazine products resulting from the inhibition of advance

1992-10-01

1995-03-21

Shah, Mukund J.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Heterocyclic carbon compounds containing a hetero ring...

514243, 544182, 544183, 544184, A61K 3153, C07D253065

Patent

active

053995600

ABSTRACT:
The mechanism of the inhibition of advanced glycosylation by aminoguanidine and other hydrazine type compounds was investigated using a solution of one or two molecules of aminoguanidine or other hydrazine type compound incubated with an Amadori product (1-propylamine-1-deoxy-D-fructose) under physiological conditions. This inhibition was found to proceed through the reactive intermediate 1-propylamino-1, 4-dideoxyosone to form the corresponding triazine and the dehydrazone of 1,4-dideoxyglucosone, respectively.
The triazine and dehydrazone products are useful as macrophage stimulants to activate a macrophage to effect removal of advanced glycosylation endproducts (AGEs). Additionally, they can be used in a variety of investigative methods in an effort to measure the extent of nonenzymatic glycosylation of a protein sample wherein aminoguanidine or other hydrazine-type compound is or was present during the glycosylation process.

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Huber et al. Carbohydrate Res., 204:215-220 (1990).
Hirsch et al., Carbohydrate Res. 220:C-5-C-7 (1991).

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