1439361-97-3Relevant academic research and scientific papers
Low-Molecular-Weight CXCR4 Ligands with Variable Spacers
Narumi, Tetsuo,Aikawa, Haruo,Tanaka, Tomohiro,Hashimoto, Chie,Ohashi, Nami,Nomura, Wataru,Kobayakawa, Takuya,Takano, Hikaru,Hirota, Yuki,Murakami, Tsutomu,Yamamoto, Naoki,Tamamura, Hirokazu
, p. 118 - 124 (2013/02/26)
Low-molecular-weight CXCR4 ligands based on known lead compounds including the 14-mer peptide T140, the cyclic pentapeptide FC131, peptide mimetics, and dipicolylamine-containing compounds were designed and synthesized. Three types of aromatic spacers, 1,4-phenylenedimethanamine, naphthalene-2,6-diyldimethanamine, and [1,1′-biphenyl]-4,4′-diyldimethanamine, were used to build four pharmacophore groups. As pharmacophore groups, 2-pyridylmethyl and 1-naphthylmethyl are present in all of the compounds, and several aromatic groups and a cationic group from 1-propylguanidine and 1,1,3,3-tetramethyl-2-propylguanidine were also used. Several compounds showed significant CXCR4 binding affinity, and zinc(II) complexation of bis(pyridin-2-ylmethyl)amine moieties resulted in a remarkable increase in CXCR4 binding affinity.
