title: Design and synthesis of a series of novel bisquinazoline glycosides as epidermal growth factor receptor inhibitors.
abstract: A new series of potential epidermal growth factor receptor inhibitors possessing bisquinazoline and saccharide moieties were designed and synthesized. The biological results demonstrated that the synthetic derivatives significantly inhibited epidermal growth factor receptor enzymatic activity in vitro. Of them, compound 14b showed the highest inhibitory rate toward epidermal growth factor receptor protein tyrosine kinase (81.36%) at a concentration of 1 μM. Further molecular simulation predicted that 14b offered its saccharide moieties hydrogen bonding to ATP-binding pocket.
authors.forename: Shaopeng
authors.initials: S
authors.lastname: Chen
authors.forename: Xiaowei
authors.initials: X
authors.lastname: Zhang
authors.forename: Junlei
authors.initials: J
authors.lastname: Wang
authors.forename: Shengbiao
authors.initials: S
authors.lastname: Wan
authors.forename: Meiyu
authors.initials: M
authors.lastname: Geng
authors.forename: Tao
authors.initials: T
authors.lastname: Jiang
mesh_terms: D000255:Adenosine Triphosphate / Q000378:metabolism; D001665:Binding Sites; D066246:ErbB Receptors / Q000037:antagonists & inhibitors*; D006027:Glycosides / Q000737:chemistry; D010647:Phenyl Ethers / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D010766:Phosphorylation; D047428:Protein Kinase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D011799:Quinazolines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: C573650:6,6'-(2,2'-(4,4'-(4,4'-oxybis(4,1-phenylene)bis(azanediyl))bis(7-methoxyquinazoline-6,4-diyl))bis(oxy)bis(ethane-2,1-diyl))bis(oxy)bis(2-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol); D006027:Glycosides; D010647:Phenyl Ethers; D047428:Protein Kinase Inhibitors; D011799:Quinazolines; D000255:Adenosine Triphosphate; D066246:ErbB Receptors