title: Design, synthesis and biological evaluation of novel L-lysine ureido derivatives as aminopeptidase N inhibitors.
abstract: As the exopeptidase over-expressed in the cell surface of endothelial cells, aminopeptidase N (APN/CD13) is an essential target for tumor angiogenesis and metastasis. Based on the previous work of L-lysine amide derivatives in our laboratory, we designed and synthesized two series of L-lysine ureido derivatives as APN inhibitors. Within these compounds, one compound, 5d (IC₅₀ = 4.51 μM), showed similar inhibitory effect compared with Bestatin (IC₅₀ = 5.87 μM).
authors.affiliation: Department of Medicinal Chemistry, Shandong University, Jinan, PR China.
authors.forename: Li
authors.initials: L
authors.lastname: Su
authors.forename: Hao
authors.initials: H
authors.lastname: Fang
authors.forename: Kanghui
authors.initials: K
authors.lastname: Yang
authors.forename: Yingying
authors.initials: Y
authors.lastname: Xu
authors.forename: Wenfang
authors.initials: W
authors.lastname: Xu
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001665:Binding Sites; D018826:CD13 Antigens / Q000037:antagonists & inhibitors* / Q000378:metabolism; D045744:Cell Line, Tumor; D003198:Computer Simulation; D015195:Drug Design; D006801:Humans; D006860:Hydrogen Bonding; D007930:Leucine / Q000031:analogs & derivatives / Q000494:pharmacology; D008239:Lysine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D010671:Phenylurea Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011480:Protease Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D017434:Protein Structure, Tertiary; D013329:Structure-Activity Relationship; D014508:Urea / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology
chemical_list: C557922:(5-hydroxycarbamoyl-5-(3-(1-hydroxycarbamoyl-3-methyl-butyl)ureido)pentyl)carbamic acid benzyl ester; D000970:Antineoplastic Agents; D010671:Phenylurea Compounds; D011480:Protease Inhibitors; D014508:Urea; D018826:CD13 Antigens; D007930:Leucine; C012211:ubenimex; D008239:Lysine