title: New tris(dopamine) derivative as an iron chelator. Synthesis, solution thermodynamic stability, and antioxidant research.
abstract: A new tris(dopamine) derivative, containing three dopamine chelate moieties which were attached to a trimesic acid molecular scaffold, has been prepared and fully characterized by NMR, FTIR and HRMS. The solution thermodynamic stability of the chelator with Fe(III), Mg(II), Zn(II) and Fe(II) ions was investigated. Results demonstrated that the chelator exhibited effective binding ability and improved selectivity to Fe(III) ion. The chelator possessed affinity similar to that of diethylenetriaminepentaacetic acid chelator for Fe(III) ion. The high affinity could be attributed to the favorable geometric arrangement between the chelator and Fe(III) ion coordination preference. The chelator also exhibited high antioxidant activity and nontoxicity to neuron-like rat pheochromocytoma cells. Hence, the chelator could be used as chelating agent for iron overload situations without depleting essential metal ions, such as Mg(II) and Zn(II) ions.
authors.affiliation: State Key Laboratory Cultivation Base for Nonmetal Composites and Functional Materials, Southwest University of Science and Technology, Mianyang 621010, China; School of Materials Science and Engineering, Southwest University of Science and Technology, Mianyang 621010, China.
authors.forename: Qingchun
authors.initials: Q
authors.lastname: Zhang
authors.affiliation: State Key Laboratory Cultivation Base for Nonmetal Composites and Functional Materials, Southwest University of Science and Technology, Mianyang 621010, China. Electronic address: jinbo@swust.edu.cn.
authors.forename: Bo
authors.initials: B
authors.lastname: Jin
authors.affiliation: School of Materials Science and Engineering, Southwest University of Science and Technology, Mianyang 621010, China.
authors.forename: Zhaotao
authors.initials: Z
authors.lastname: Shi
authors.affiliation: State Key Laboratory Cultivation Base for Nonmetal Composites and Functional Materials, Southwest University of Science and Technology, Mianyang 621010, China.
authors.forename: Xiaofang
authors.initials: X
authors.lastname: Wang
authors.affiliation: State Key Laboratory Cultivation Base for Nonmetal Composites and Functional Materials, Southwest University of Science and Technology, Mianyang 621010, China.
authors.forename: Shan
authors.initials: S
authors.lastname: Lei
authors.affiliation: College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, China.
authors.forename: Xingyan
authors.initials: X
authors.lastname: Tang
authors.affiliation: State Key Laboratory Cultivation Base for Nonmetal Composites and Functional Materials, Southwest University of Science and Technology, Mianyang 621010, China.
authors.forename: Hua
authors.initials: H
authors.lastname: Liang
authors.affiliation: Research Center of Laser Fusion, China Academy of Engineering Physics, Mianyang 621010, China.
authors.forename: Qiangqiang
authors.initials: Q
authors.lastname: Liu
authors.affiliation: Science and Technology Park of West China Hospital, Sichuan University, Chengdu 610041, China.
authors.forename: Mei
authors.initials: M
authors.lastname: Gong
authors.affiliation: State Key Laboratory Cultivation Base for Nonmetal Composites and Functional Materials, Southwest University of Science and Technology, Mianyang 621010, China. Electronic address: pengrufang@swust.edu.cn.
authors.forename: Rufang
authors.initials: R
authors.lastname: Peng
mesh_terms: D000818:Animals; D000975:Antioxidants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002470:Cell Survival / Q000187:drug effects; D002614:Chelating Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D004298:Dopamine / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D004355:Drug Stability; D007501:Iron / Q000737:chemistry*; D008274:Magnesium / Q000737:chemistry; D015394:Molecular Structure; D016716:PC12 Cells; D051381:Rats; D012995:Solubility; D013816:Thermodynamics; D015032:Zinc / Q000737:chemistry
chemical_list: D000975:Antioxidants; D002614:Chelating Agents; D007501:Iron; D008274:Magnesium; D015032:Zinc; D004298:Dopamine
keywords: Antioxidant; Chelator; Dopamine; Rat pheochromocytoma; Thermodynamic