Design and synthesis of novel chloramphenicol amine derivatives as potent aminopeptidase N (APN/CD13) inhibitors

  • Bioorg Med Chem. 2009 Jun 1;17(11):3810-7. doi: 10.1016/j.bmc.2009.04.038.
Kanghui Yang  1 ,  Qiang Wang ,  Li Su ,  Hao Fang ,  Xuejian Wang ,  Jianzhi Gong ,  Binghe Wang ,  Wenfang Xu
Affiliations
  • 1. Department of Medicinal Chemistry, School of Pharmacy, Shandong University, 44 West Culture Road, Ji'nan, Shandong 250012, China.
PMID: 19423354 DOI: 10.1016/j.bmc.2009.04.038
Abstract

Herein we report a series of novel chloramphenicol amine derivatives as Aminopeptidase N (APN)/CD13 inhibitors. All compounds were synthesized starting from commercially available (1S,2S)-2-amino-1-(4-nitrophenyl) propane-1,3-diol. The preliminary biological screening showed that some compounds exhibited potent inhibitory activity against APN. It should be noted that one compound, 13b (IC(50)=7.1 microM), possess similar APN inhibitory activity compared with Bestatin (IC(50)=3.0 microM).