N-hydroxy-2-(naphthalene-2-ylsulfanyl)-acetamide, a novel hydroxamic acid-based inhibitor of aminopeptidase N and its anti-angiogenic activity

Jiyong Lee; Joong Sup Shim; Sun-Ah Jung; Seung-Taek Lee; Ho Jeong Kwon

doi:10.1016/j.bmcl.2004.10.010

N-hydroxy-2-(naphthalene-2-ylsulfanyl)-acetamide, a novel hydroxamic acid-based inhibitor of aminopeptidase N and its anti-angiogenic activity

Bioorg Med Chem Lett. 2005 Jan 3;15(1):181-3. doi: 10.1016/j.bmcl.2004.10.010.

Authors

Jiyong Lee¹, Joong Sup Shim, Sun-Ah Jung, Seung-Taek Lee, Ho Jeong Kwon

Affiliation

¹ Chemical Genomics National Research Laboratory, Department of Bioscience and Biotechnology, Institute of Bioscience, Sejong University, 98 Kunja-dong, Kwangjin-gu, Seoul 143-747, Korea.

PMID: 15582436
DOI: 10.1016/j.bmcl.2004.10.010

Abstract

In the course of our screening, N-hydroxy-2-(naphthalene-2-ylsulfanyl)-acetamide (1), which contains a metal-chelating hydroxamate group, has been identified as a potent inhibitor of aminopeptidase N (APN, EC 3.4.11.2). Compound 1 potently inhibited APN activity with a K(i) value of 3.5 microM. It also inhibited the basic fibroblast growth-factor-induced invasion of bovine aortic endothelial cells at low micromolar concentrations.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Acetamides / pharmacology*
Angiogenesis Inhibitors / pharmacology*
Animals
Aorta / cytology
Aorta / drug effects
CD13 Antigens / antagonists & inhibitors*
Cattle
Cells, Cultured
Endothelium, Vascular / cytology
Endothelium, Vascular / drug effects
Enzyme Inhibitors / pharmacology*
Fibroblast Growth Factor 2 / antagonists & inhibitors
Hydroxamic Acids / chemistry*
Naphthalenes / pharmacology*

Substances

Acetamides
Angiogenesis Inhibitors
Enzyme Inhibitors
Hydroxamic Acids
N-hydroxy-2-(naphthalene-2-ylsulfanyl)-acetamide
Naphthalenes
Fibroblast Growth Factor 2
CD13 Antigens