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Synthesis,iron binding and antimicrobial properties of hexadentate 3-hydroxypyridinones-terminated dendrimers
Authors:Tao Zhou  Kai Chen  Li-Min Kong  Mu-Song Liu  Yong-Min Ma  Yuan-Yuan Xie  Robert C Hider
Institution:1. School of Food Science and Biotechnology, Zhejiang Gongshang University, Xiasha, Hangzhou, Zhejiang 310018, PR China;2. College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, PR China;3. College of Pharmaceutical Science, Zhejiang Chinese Medical University, 548 Binwen Road, Hangzhou 310053, PR China;4. Division of Pharmaceutical Science, King’s College London, Franklin-Wilkins Building, 150 Stamford Street, London SE1 9NH, UK
Abstract:Macromolecular chelators have potential applications in the medical area, for instance, in treatment of iron overload-related disorders and in the treatment of external infections. In this investigation, several novel iron(III)-selective hydroxypyridinone hexadentate-terminated first and second generation dendrimeric chelators were synthesized using a convergent strategy. Their iron chelating ability was demonstrated by UV/Visible spectrometry and high resolution mass spectrometry (HRMS). The iron binding affinities were also investigated by the competition with a fluorescent iron chelator CP691. The result indicated that these dendrimers possesses a high affinity for iron with a very high pFe3+ value, which is close to that of an isolated hexadentate unit. These dendrimeric chelators were found to exhibit inhibitory effect on the growth of both Gram-positive and Gram-negative bacteria.
Keywords:3-Hydroxypyridinone  Hexadentate  Dendrimer  Iron chelator  Antimicrobial activity
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