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Synthesis and structure activity relationships of novel non-peptidic metallo-aminopeptidase inhibitors.

Abstract：

:Racemic derivatives of 3-amino-2-tetralone were synthesised and evaluated for their ability to inhibit metallo-aminopeptidase activities. New compounds substituted in position 2 by methyl ketone, substituted oximes or hydroxamic acids as well as heterocyclic derivatives were evaluated against representative members of zinc-dependent aminopeptidases: leucine aminopeptidase (E.C. 3.4.11.1), aminopeptidase-N (E.C. 3.4.11.2), Aeromonas proteolytica aminopeptidase (E.C. 3.4.11.10), and the aminopeptidase activity of leukotriene A(4) hydrolase (E.C. 3.3.2.6). Several compounds showed K(i) values in the low micromolar range against the 'one-zinc' aminopeptidases, while most of them were rather poor inhibitors of the 'two-zinc' enzymes. This interesting selectivity profile may guide the design of new, specific inhibitors of target mammalian aminopeptidases with one active site zinc.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Albrecht S,Defoin A,Salomon E,Tarnus C,Wetterholm A,Haeggström JZ

doi

10.1016/j.bmc.2006.06.050

subject

Has Abstract

pub_date

2006-11-01 00:00:00

pages

7241-57

issue

21

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(06)00515-3

journal_volume

14

pub_type

杂志文章

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