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Synthesis and biological evaluation of analogues of Pro-Leu-Gly-NH2 modified at the leucyl residue.

Abstract：

:A series of analogues of Pro-Leu-Gly-NH2 (PLG) in which the leucine residue has been replaced with the aliphatic amino acids L-isoleucine, L-2-aminohexanoic acid (Ahx), L-2-aminopentanoic acid, and L-2-aminobutanoic acid and the aromatic amino acids L-phenylalanine, L-phenylglycine, L- and D-2-amino-4-phenylbutanoic acid, L-O-methyltyrosine, and L-4-nitrophenylalanine have been synthesized. These analogues were tested for their ability to enhance the binding of the dopamine receptor agonist 2-amino-6,7-dihydroxy-1,2,3,4-tetrahydronaphthalene (ADTN) to striatal dopamine receptors. Two of the above analogues, Pro-Ahx-Gly-NH2 (3) and Pro-Phe-Gly-NH2 (6), showed significant activity in this assay system. Pro-Ahx-Gly-NH2 produced a 16% enhancement of ADTN binding at 0.1 microM, while Pro-Phe-Gly-NH2 enhanced the binding of ADTN by 31% at a concentration of 1 microM.

journal_name

J Med Chem

journal_title

Journal of medicinal chemistry

authors

Johnson RL,Bontems RJ,Yang KE,Mishra RK

doi

10.1021/jm00168a045

subject

Has Abstract

pub_date

1990-06-01 00:00:00

pages

1828-32

issue

6

eissn

0022-2623

issn

1520-4804

journal_volume

33

pub_type

杂志文章

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