Di- and triaminoguanidines, and methods of use

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...

Patent

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

5142378, 5142385, 514331, 514634, 540605, 544164, 546223, 564227, 564240, A61K 31415, C07C28100, C07C27700, C07D21156, C07D26530

Patent

active

056123329

ABSTRACT:
The present invention relates to compounds, compositions and methods for inhibiting nonenzymatic cross-linking (protein aging). Accordingly, a composition is disclosed which comprises a di- or tri-aminoguanidine capable of inhibiting the formation of advanced glycosylation endproducts of target proteins. The method comprises contacting the target protein with the composition. Both industrial and therapeutic applications for the invention are envisioned, as food spoilage and animal protein aging can be treated.

REFERENCES:
patent: 2258321 (1941-10-01), Ericks
patent: 2289541 (1942-07-01), Ericks et al.
patent: 2300570 (1943-11-01), Heuser et al.
patent: 2375659 (1945-05-01), Jones et al.
patent: 2721217 (1955-10-01), Peters et al.
patent: 2928829 (1960-03-01), Mull
patent: 2951843 (1960-09-01), Haack et al.
patent: 3006913 (1961-10-01), Mull
patent: 3053732 (1962-09-01), Greenhalgh
patent: 3055882 (1962-09-01), Mull
patent: 3055883 (1962-09-01), Mull
patent: 3081222 (1963-03-01), Hagemann et al.
patent: 3098066 (1963-07-01), Mull
patent: 3101336 (1963-08-01), James et al.
patent: 3178433 (1965-04-01), Mull
patent: 3183241 (1965-05-01), Oja
patent: 3200111 (1965-08-01), Paquette
patent: 3201459 (1965-08-01), Coda et al.
patent: 3202710 (1965-08-01), Bolger
patent: 3283003 (1966-11-01), Jack et al.
patent: 3291829 (1966-12-01), Mull
patent: 3317545 (1967-03-01), Albrecht et al.
patent: 3320195 (1967-05-01), Braun
patent: 3364220 (1968-01-01), Biel et al.
patent: 3506680 (1970-04-01), Berger et al.
patent: 3681504 (1972-08-01), Johnston et al.
patent: 3803324 (1974-04-01), Winter et al.
patent: 3978060 (1976-08-01), Forsythe et al.
patent: 3980774 (1976-09-01), Hegarty et al.
patent: 3991209 (1976-11-01), Forsythe et al.
patent: 4161541 (1979-07-01), Rasmussen
patent: 4271190 (1981-06-01), Bertelmann et al.
patent: 4471137 (1984-09-01), Barton et al.
patent: 4544759 (1985-10-01), Hlavaka et al.
patent: 4665192 (1987-05-01), Cerami et al.
patent: 4680300 (1987-07-01), Nelson et al.
patent: 4731383 (1988-03-01), Erczi et al.
patent: 4758583 (1988-07-01), Cerami et al.
patent: 4908446 (1990-03-01), Ulrich et al.
patent: 5006523 (1991-04-01), Atwal
patent: 5140048 (1992-08-01), Ulrich et al.
patent: 5189046 (1993-02-01), Burch et al.
patent: 5196450 (1994-03-01), Sjoerdsma et al.
patent: 5296498 (1994-03-01), Malen et al.
patent: 5336689 (1994-08-01), Weber et al.
Acharya et al. 1988. "Cross-linking of protein by aldotriose: reaction of the carbonyl function of the keto amines generated in situ with amino groups." Biochemistry 27(12): 4522-9.
Brownlee et al. 1986. "Aminoguanidine prevents diabetes-induced arterial wall protein cross-linking." Science 232: 1629-32.
Brownlee et al. 1984. "Nonenzymatic glycosylation and the pathogenesis of diabetic complications." Ann. Int. Med. 101: 527-37.
Brownlee et al. 1983. "Covalent attachment of soluble proteins by nonenzymatically glycosylated collagen." J. Exp. Med. 158:1739-44.
Bunn et al. 1975. "Further identification of the nature and linkage of the carbohydrate in hemoglobin A.sub.1c." Biochem. Biophys. Res. Comm. 67: 103-9.
Ebetino et al. 1962. "Chemotherapeutic nitrofurans. VII. The formation of 5-nitrofurfurylidene derivitives of some aminoguanidines, aminotriazoles, and related compounds." J. Org. Chem. 27: 188-91.
Kohn et al. 1984. "Collagen aging in vitro by nonenzymatic glycosylation and browning." Diabetes 33(1): 57-9.
Lindberg and Tornqvist. 1966. "The inhibitory effect of aminoguanidine on histamine catabolism in human pregnancy." Acta. Obst. Gynec. Scand. 45: 131-9.
Maillard. C.R. Acad. Sci. 154: 66-8.
Monnier et al. 1984. "Accelerated Age-related browing of human collagen in diabetes mellitus." Proc. Natl. Acad. Sci., 81:583-7.
Monnier and Cerami. 1983. "Nonenzymatic glycosylation and browning of proteins in vivo." in Maillard Reaction in Food and Nutrition. Waller, ed. American Chemical Society 215: 431-49.
Monnier and Cerami. 1983. "Detection of nenzymatic browning products in the human lens." Biochem. Biophys. Acta. 760: 97-103.
Monnier and Cerami. 1982. "Non-enzymatic glycosylation browning of proteins in diabetes." Clin. Endocrinol. Metab. 11: 431-52.
Monnier and Cerami. 1981. "Nonenzymatic browning in vivo: possible process for aging of long-lived proteins." Science 211: 491-3.
Murdock et al. 1982. "Antitumor agents: bisguanylhydrazones of anthrocene-9,10-dicarboxaldehydes." J. Med. Chem. 25: 505-18.
Ponger et al., 1984. "Aging of proteins: isolation and identification of fluorescent chromophore from the reaction of polypeptides with glucose." Proc. Natl. Acad. Sci. USA 81: 2684-8.
Stoner et al. 1985. "An improved spectrophtometric assay for histamine and diamine oxide (DAO) activity." Agents and Actions 17: 5-9.
Sundberg et al. 1990. "Cationic antiprotozoal drugs. Trypanocidal activity of 2-(4'formylphenyl)imidazol [1,2-a]pyridinium guanylhydrazones and related derivitives of quaternary heteroaromatic compounds." J. Med. Chem. 33: 298-307.
Tai et al. 1984. "Novel N-hydroxyguanidine derivatives as anticancer and antiviral agents." J. Med. Chem. 27: 236-8.
Ebetino et al. 1964. "The transformation of 3-amino-2-iminooxazolidines to semicarbazone derivitives." J. Org. Chem. 29: 2582-5.
Eble et al. 1983. "Nonenzymatic glucosylation and glucose-dependent cross-linking of protein." J. Biol. Chem. 258: 9406-12.
Finot. 1982. "Nutritional and metabolic aspects of protein modification during food processing." in Food and Nutritional Aspects. Feeney and Whitaker, eds. American Chemical Society 198: 91-124.
Godfrey. 1962. "The synthesis of heterocyclic compounds from urea derivatives." Doctoral Dissertation. U. of London.
Hollis et al. 1985. "Inhibition of aortic histamine by alpha-hydrazinohistidine inhibits increased aortic albumin accumulation in experimental diabetes in the rat." Diabetologia 28: 282-85.
Koenig et al. 1977. "Structure of carbohydrate of hemoglobin A.sub.1c " J. Biol. Chem. 252: 2992-7.
Potekhin et al. 1973. Ring-chain tautomerism of substituted hydrazones VI. derivatives of 1-hydrazino-and-1(methylhydrazino)-2-methylpropan-2-ol.

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Di- and triaminoguanidines, and methods of use does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Di- and triaminoguanidines, and methods of use, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Di- and triaminoguanidines, and methods of use will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-1706485

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.