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Bicyclo[2.2.1]heptane containing ,'-diarylsquaramide CXCR2 selective antagonists as anti-cancer metastasis agents. | LitMetric
CXCR1 and CXCR2 are CXC chemokine receptors (CXCRs), corresponding to cytokines of the CXC chemokine family. CXCR2 was found to be 77% homologous to CXCR1. Antagonism of the chemokine receptor CXCR2 has been proposed as a new strategy for the treatment of metastatic cancer. In order to find a CXCR2 selective antagonist, a bicyclo[2.2.1]heptane containing ,'-diarylsquaramide (compound 2e) was identified by introducing a bridge ring system into the ,'-diarylsquaramide skeleton, and it exhibited good CXCR2 antagonistic activity (IC = 48 nM) and good selectivity (IC/IC = 60.4). Furthermore, an biological assay of compound 2e also demonstrated its good anti-cancer metastatic effect against the pancreatic cancer cell line CFPAC1. In addition, compound 2e showed an extremely high stability in simulated intestinal fluid (SIF) and simulated gastric fluid (SGF), as well as in rat and human plasma, but not in rat and human liver microsomes. pharmacokinetic studies in rats indicated that 2e has an excellent PK profile (10 mg kg po, = 2863 ng mL, = 2.58 h). Moreover, molecular docking was further implemented to propose the preponderant configuration of compound 2e, providing important and useful guidelines for further development.
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