Butyryl-tyrosinyl spermine, analogs thereof and methods of prepa

Details Butyryl-tyrosinyl spermine, analogs thereof and methods of prepa Butyryl-tyrosinyl spermine, analogs thereof and methods of prepa

1995-01-23

1999-12-14

Kumar, Shailendra

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Acyclic nitrogen double bonded to acyclic nitrogen, acyclic...

514415, 514419, 548469, 548503, 552 8, A61K 31655, C07C24716

Patent

active

060018240

ABSTRACT:
The present invention provides a compound having the structure: ##STR1## wherein R.sub.1 is a saturated or unsaturated linear or branched chain alkyl group, or a cholestanyl group; wherein R.sub.2 is a 2-indolyl, 3-indolyl, 4-indolyl, 5-indolyl, 4-hydroxyphenyl, 4-(arylalkyloxy)phenyl, 3,4-dihalophenyl, 4-hydroxy-3,5-dihalophenyl, 4-azidophenyl or 4-halophenyl group; wherein R.sub.3 is H, a linear or branched chain alkyl or alkenyl group, or a phenyl, 2-azidophenyl, 3-azidophenyl, 4-azidophenyl group, or an a alkenylacyl, 3-amino-3-butylpropyl, N-[N-(N-{4-azidobenzoyl}aminopropyl) aminopropyl], cis- or trans-cinnamyl, 2-amino-2-[(4'-azidophenyl)acetyl, (trifluoromethyl)aminoacetyl or D- or L-arginyl group bonded through the .alpha.-carbonyl moiety thereof; R.sub.4 is H, or a linear or branched chain alkyl group; wherein R.sub.5, R.sub.6 and R.sub.7 are independently the same or different and are H, a linear or branched chain alkyl group, an aryl group or an arylalkyl group; wherein n, j and t are each 0 or 1; wherein m, o, p, q, r and s are independently the same or different and are 0, 1 or 2; wherein r+s and m+o are each equal to 2; wherein, if j is 0, p+q is 2; wherein, if j is 1, then p is 1, q is 0 and R.sub.6 is H; and wherein * denotes a D or L configuration. The invention also provides a method of synthesizing the compound. Another aspect of the invention concerns a method of treating a subject afflicted by a disorder associated with binding of an etiological agent to a glutamate receptor.

REFERENCES:
patent: 3888898 (1975-06-01), Koppe et al.
patent: 5218000 (1993-06-01), Usherwood et al.
Anis, N., et al., "Structure-Activity Relationships of Philanthotoxin Analogs and Polyamines on N-Methyl-D-Aspartate and Nicotininc Acetylcholine Receptors," J. Pharmacol. Exp. Ther., 254, 764-772 (1990); U.S.A.
Eldefrawi, A., et al., "Structure and sythesis of a potent glutamate receptor antagonist in wasp venom," Proc. Natl. Acad. Sci. USA, 85, 4910-4913, 1988.
Goodnow, R., et al., "Sythesis of Glutamate Receptor Antagonist Philanthotoxin-433 (PhTX-433) and Its Analogs," Tetrahedron, 46, 3267-3286 (1990); Great Britain.
Kalivretenos, A.G., and Nakanishi, K., J. Org. Chem., 58, 6596-6608 (1993); U.S.A.
Kitts, K.S., and Piek, T., "Action of the Polyamine B-Philanthotoxin an Neuromuscular Transmission in Insects," Neuropharmacology, 25, 1089-1093 (1986); Great Britain.
Nakanishi, K., et al., "Philanthotoxin --433 (PhTX-433), a non-competitive glutamate receptor inhibitor," Pure & Appl. Chem., 62, 1223-1230 (1990); Great Britain.
Piek, T., et al., "Neuromuscular Block in Honeybees by the Venom of the Bee Wolf Wasp (Philanthus triangulum F.)," Toxicon, 13, 199-201 (1975); Great Britain.
Van Wilgenburg, H., et al., "Ion Channel Block in Rat Diaphragm by the Venom of the Digger Wasp Philanthus triangulum," Comp. Biochem. Physiol., 79C, 205-211 (1984); Great Britain.

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