Journal of Enzyme Inhibition and Medicinal Chemistry 2012-04-01

Synthesis of a novel series of L-isoserine derivatives as aminopeptidase N inhibitors.

Kanghui Yang, Jinghong Fen, Hao Fang, Lei Zhang, Jianzhi Gong, Wenfang Xu

Index: J. Enzyme Inhib. Med. Chem. 27(2) , 302-10, (2012)

Full Text: HTML

Abstract

A series of novel L-isoserine derivatives were synthesised and evaluated for their ability to inhibit aminopeptidase N (APN)/CD13. In our preliminary biological results, some of these compounds possessed a potent inhibitory activity against the APN. Within this series, compound 14b not only showed similar enzyme inhibition (IC₅₀ of 12.2 μM) compared with the positive control bestatin (half maximal inhibitory concentration (IC₅₀) of 7.3 μM), but also had a potent antiproliferative activity against human cancer cell lines cells.

Related Compounds

  • L-(-)-Serine
  • (2S)-3-Amino-2-hy...
  • Ubenimex
  • Isoserine
  • Bestatin hydrochlo...

Related Articles:

Novel parent structures for inhibitors of the murine GABA transporters mGAT3 and mGAT4.

2005-09-05

[Eur. J. Pharmacol. 519(1-2) , 43-7, (2005)]

Glycine conjugates in a lepidopteran insect herbivore--the metabolism of benzylglucosinolate in the cabbage white butterfly, Pieris rapae.

2006-12-01

[ChemBioChem. 7(12) , 1982-9, (2006)]

Microbial resolution of 2-hydroxy-3-nitropropionic acid for synthesis of optically active isoserine.

2001-05-01

[Biosci. Biotechnol. Biochem. 65(5) , 1258-60, (2001)]

Probing the carbohydrate recognition domain of E-selectin: the importance of the acid orientation in sLex mimetics.

2010-01-01

[Bioorg. Med. Chem. 18(1) , 19-27, (2010)]

Nitrile biotransformations for highly enantioselective synthesis of oxiranecarboxamides with tertiary and quaternary stereocenters; efficient chemoenzymatic approaches to enantiopure alpha-methylated serine and isoserine derivatives.

2005-04-01

[J. Org. Chem. 70(7) , 2439-44, (2005)]

More Articles...