.gamma.-L-glutamyl containing immunomodulator compounds and meth

Details .gamma.-L-glutamyl containing immunomodulator compounds and meth .gamma.-L-glutamyl containing immunomodulator compounds and meth

1996-04-18

1998-04-28

Lambkin, Deborah

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Peptide containing doai

514419, 514438, 548496, 549 76, A61K 3800, A61K 3140, A61K 3138, C07D33322

Patent

active

057444528

ABSTRACT:
The new class of synthetic immunomodulatory molecules having a .gamma.-L-glutamyl- moiety at the amino terminus are provided as illustrated by Formula 1. ##STR1## In Formula 1, the Greek symbols designate the noted carbon atoms, R is hydrogen, acyl or alkyl, and X is an aromatic or heterocyclic amino acid or its derivative. Included as members of the new class (in addition to Bestim, .gamma.-L-glutamyl-L-tryptophan) are those compounds where R=hydrogen and X=L-tryptophan, such as .gamma.-L-glutamyl-N.sub.in -formyl-L-tryptophan, N-methyl-.gamma.-L-glutamyl-L-tryptophan, N-acetyl-.gamma.-L-glutamyl-L-tryptophan, and .gamma.-L-glutamyl-.beta.-thienyl-D-alanylamide. A preferred embodiment, termed "BESTIM," has the chemical structure of .gamma.-L-glutamyl-L-tryptophan.

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Li Kam Wa et al., "The Antinatriuretic Action of .gamma.-L-glutamyl-5-hydroxy-L-tryptophan is Dependent on its Decarboxylation to 5-hydroxytryptamine in Normal Man," Br. J. Clin. Pharmac., 387, pp. 265-269 (1994).
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