title: Combination of 4-anilinoquinazoline and rhodanine as novel epidermal growth factor receptor tyrosine kinase inhibitors.
abstract: A type of novel rhodanine-based 4-anilinoquinazoline, which designed the combination between quinazoline as the backbone and various substituted biological rhodanine groups as the side chain, have been synthesized, and their antiproliferative activities were also evaluated firstly. These compounds displayed good antiproliferative activity and EGFR-TK inhibitory activity. Among them, compound 8d showed good inhibitory activity (IC50=2.7μM for Hep G2, IC50=3.1μM for A549) and molecular docking of 8d into EGFR TK active site was also performed, this inhibitor well fitting the active site might well explain its excellent inhibitory activity.
authors.affiliation: College of Pharmaceutical Science, Soochow University, Suzhou 215123, PR China.
authors.forename: Si-Ning
authors.initials: SN
authors.lastname: Li
authors.affiliation: College of Pharmaceutical Science, Soochow University, Suzhou 215123, PR China.
authors.forename: Yun-Yun
authors.initials: YY
authors.lastname: Xu
authors.affiliation: College of Pharmaceutical Science, Soochow University, Suzhou 215123, PR China.
authors.forename: Jia-Yu
authors.initials: JY
authors.lastname: Gao
authors.affiliation: College of Pharmaceutical Science, Soochow University, Suzhou 215123, PR China.
authors.forename: Hong-Ran
authors.initials: HR
authors.lastname: Yin
authors.affiliation: College of Pharmaceutical Science, Soochow University, Suzhou 215123, PR China.
authors.forename: Shi-Lei
authors.initials: SL
authors.lastname: Zhang
authors.affiliation: College of Pharmaceutical Science, Soochow University, Suzhou 215123, PR China. Electronic address: huanqiuli@suda.edu.cn.
authors.forename: Huan-Qiu
authors.initials: HQ
authors.lastname: Li
mesh_terms: D000814:Aniline Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D020134:Catalytic Domain; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D066246:ErbB Receptors / Q000037:antagonists & inhibitors* / Q000737:chemistry / Q000378:metabolism; D006801:Humans; D062105:Molecular Docking Simulation; D011485:Protein Binding; D047428:Protein Kinase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D011799:Quinazolines / Q000138:chemical synthesis* / Q000494:pharmacology; D012236:Rhodanine / Q000737:chemistry*; D013329:Structure-Activity Relationship
chemical_list: D000814:Aniline Compounds; D000970:Antineoplastic Agents; D047428:Protein Kinase Inhibitors; D011799:Quinazolines; D012236:Rhodanine; C512478:EGFR protein, human; D066246:ErbB Receptors
keywords: 4-Anilinoquinazoline; EGFR-TK inhibitors; Molecular docking; Rhodanine; Structure-based design