Low-Molecular-Weight CXCR4 Ligands with Variable Spacers (pages 118–124)
Dr. Tetsuo Narumi, Dr. Haruo Aikawa, Dr. Tomohiro Tanaka, Chie Hashimoto, Dr. Nami Ohashi, Dr. Wataru Nomura, Takuya Kobayakawa, Hikaru Takano, Yuki Hirota, Dr. Tsutomu Murakami, Prof. Naoki Yamamoto and Prof. Hirokazu Tamamura
Article first published online: 19 OCT 2012 | DOI: 10.1002/cmdc.201200390
Keeping it light: Low-molecular-weight CXCR4 ligands were synthesized. Three types of aromatic spacers were used to build four pharmacophore groups; 2-pyridylmethyl and 1-naphthylmethyl groups are present in all of the compounds, and an aromatic group and a cationic group from 1-propylguanidine and 1,1,3,3-tetramethyl-2-propylguanidine were adopted. Several compounds show significant CXCR4 binding affinity. Zinc(II) complexation of bis(pyridin-2-ylmethyl)amine moieties resulted in a remarkable increase in CXCR4 binding affinity.