Hexadentate 3-hydroxypyridin-4-ones with high iron(III) affinity: design, synthesis and inhibition on methicillin resistant Staphylococcus aureus and Pseudomonas strains.
A range of hexadentate 3-hydroxypyridin-4-ones have been synthesized. These compounds were found to possess a high affinity for iron(III), with logK1 values of about 34 and pFe values over 30. Antimicrobial assays indicated that they can inhibit the growth of three clinical isolates of methicillin resistant Staphylococcus aureus (MRSA) and three clinical isolates of Pseudomonas, suggesting that hexadentate 3-hydroxypyridin-4-ones have potential application in the treatment of wound infections.
School of Food Science and Biotechnology, Zhejiang Gongshang University, 18 Xuezheng Street, Xiasha, Hangzhou, Zhejiang, 310018, PR China.
Ying-Jun
YJ
Zhou
College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou, 310014, PR China.
Mu-Song
MS
Liu
School of Biological Sciences, University of Essex, Wivenhoe Park, Colchester, CO4 3SQ, UK.
Al Rugaie
AR
Osamah
Division of Pharmaceutical Science, King's College London, Franklin-Wilkins Building, 150 Stamford Street, London, SE1 9NH, UK.
Xiao-Le
XL
Kong
School of Biological Sciences, University of Essex, Wivenhoe Park, Colchester, CO4 3SQ, UK.
Selwa
S
Alsam
School of Biological Sciences, University of Essex, Wivenhoe Park, Colchester, CO4 3SQ, UK.
Sinan
S
Battah
College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou, 310014, PR China.
Yuan-Yuan
YY
Xie
Division of Pharmaceutical Science, King's College London, Franklin-Wilkins Building, 150 Stamford Street, London, SE1 9NH, UK.
Robert C
RC
Hider
School of Food Science and Biotechnology, Zhejiang Gongshang University, 18 Xuezheng Street, Xiasha, Hangzhou, Zhejiang, 310018, PR China. Electronic address: taozhou@zjgsu.edu.cn.
Tao
T
Zhou
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D060326:Chemistry Techniques, Synthetic; D015195:Drug Design; D004353:Drug Evaluation, Preclinical / Q000379:methods; D007501:Iron / Q000737:chemistry; D007502:Iron Chelating Agents / Q000737:chemistry / Q000494:pharmacology; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D011550:Pseudomonas aeruginosa / Q000187:drug effects*; D011725:Pyridines / Q000737:chemistry*; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D007502:Iron Chelating Agents; D011725:Pyridines; C506370:hexadentate 3-hydroxypyridin-4-one; D007501:Iron
Antimicrobial activity; Hexadentate; Hydroxypyridinone; Iron chelator; MRSA; Pseudomonas aeruginosa