New aromatic monoesters of alpha-aminoaralkylphosphonic acids as inhibitors of aminopeptidase N/CD13.

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Grzywa R, Sokol AM, Sienczyk M, Radziszewicz M, Kosciolek B, Carty MP, Oleksyszyn J

New aromatic monoesters of alpha-aminoaralkylphosphonic acids as inhibitors of aminopeptidase N/CD13.

Bioorg Med Chem. 2010 Apr 15;18(8):2930-6. doi: 10.1016/j.bmc.2010.02.056. Epub 2010 Mar 1.

PubMed ID

20347318 [ View in PubMed

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Abstract

A series of new aromatic monoesters of alpha-aminoaralkylphosphonic acids were synthesized by selective hydrolysis of corresponding aromatic diesters of alpha-aminoaralkylphosphonic acids. New potential inhibitors of aminopeptidase N/CD13, an enzyme important in tumour angiogenesis, were developed. Some derivatives of the homophenylalanine and norleucine related monoaryl phosphonates displayed higher inhibition potency than corresponding alpha-aminoaralkylphosphonic acids toward aminopeptidase N/CD13. The effect of one of the new inhibitors on the growth of human PANC-1 and HT-1080 cell lines was examined, either alone or in combination with TNF-alpha.

DrugBank Data that Cites this Article

Binding Properties

Drug	Target	Property	Measurement	pH	Temperature (°C)
Leucine Phosphonic Acid	Cytosol aminopeptidase	Ki (nM)	230	N/A	N/A	Details