Design, synthesis and SAR studies of tripeptide analogs with the scaffold 3-phenylpropane-1,2-diamine as aminopeptidase N/CD13 inhibitors

  • Bioorg Med Chem. 2009 Apr 1;17(7):2775-84. doi: 10.1016/j.bmc.2009.02.034.
Luqing Shang  1 ,  Hao Fang ,  Huawei Zhu ,  Xuejian Wang ,  Qiang Wang ,  Jiajia Mu ,  Binghe Wang ,  Shiroh Kishioka ,  Wenfang Xu
Affiliations
  • 1. Department of Medicinal Chemistry, School of Pharmacy, Shandong University, 44 West Culture Road, 250012 Ji'nan, Shandong, PR China.
PMID: 19299146 DOI: 10.1016/j.bmc.2009.02.034
Abstract

Aminopeptidase N (APN), belonged to metalloproteinase, is an essential peptidase involved in the process of tumor invasion and metastasis. A series of tripeptide analogs with the scaffold 3-phenylpropane-1,2-diamine were designed, synthesized and evaluated for their ability to inhibit APN. Preliminary activity evaluation showed that most of target compounds possessed potent inhibitory activities against APN. With in this series, compound A6 and B6 exhibited good potency with the IC(50) values of 8.8+/-1.3 microM and 8.6+/-1.1 microM, respectively.