Hexadentate 3-hydroxypyridin-4-ones with high iron(III) affinity: Design, synthesis and inhibition on methicillin resistant Staphylococcus aureus and Pseudomonas strains

Ying Jun Zhou; Mu Song Liu; Al Rugaie Osamah; Xiao Le Kong; Selwa Alsam; Sinan Battah; Yuan Yuan Xie; Robert Hider; Tao Zhou

doi:10.1016/j.ejmech.2015.02.050

Hexadentate 3-hydroxypyridin-4-ones with high iron(III) affinity: Design, synthesis and inhibition on methicillin resistant Staphylococcus aureus and Pseudomonas strains

Ying Jun Zhou, Mu Song Liu, Al Rugaie Osamah, Xiao Le Kong, Selwa Alsam, Sinan Battah, Yuan Yuan Xie, Robert Hider, Tao Zhou^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

38 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	8-21
Number of pages	14
Journal	EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
Volume	94
DOIs	https://doi.org/10.1016/j.ejmech.2015.02.050
Publication status	Published - 13 Apr 2015

Keywords

Antimicrobial activity
Hexadentate
Hydroxypyridinone
Iron chelator
MRSA
Pseudomonas aeruginosa

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10.1016/j.ejmech.2015.02.050

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Zhou, Y. J., Liu, M. S., Osamah, A. R., Kong, X. L., Alsam, S., Battah, S., Xie, Y. Y., Hider, R., & Zhou, T. (2015). Hexadentate 3-hydroxypyridin-4-ones with high iron(III) affinity: Design, synthesis and inhibition on methicillin resistant Staphylococcus aureus and Pseudomonas strains. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 94, 8-21. https://doi.org/10.1016/j.ejmech.2015.02.050

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title = "Hexadentate 3-hydroxypyridin-4-ones with high iron(III) affinity: Design, synthesis and inhibition on methicillin resistant Staphylococcus aureus and Pseudomonas strains",

abstract = "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.",

keywords = "Antimicrobial activity, Hexadentate, Hydroxypyridinone, Iron chelator, MRSA, Pseudomonas aeruginosa",

author = "Zhou, {Ying Jun} and Liu, {Mu Song} and Osamah, {Al Rugaie} and Kong, {Xiao Le} and Selwa Alsam and Sinan Battah and Xie, {Yuan Yuan} and Robert Hider and Tao Zhou",

year = "2015",

month = apr,

day = "13",

doi = "10.1016/j.ejmech.2015.02.050",

language = "English",

volume = "94",

pages = "8--21",

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Zhou, YJ, Liu, MS, Osamah, AR, Kong, XL, Alsam, S, Battah, S, Xie, YY, Hider, R & Zhou, T 2015, 'Hexadentate 3-hydroxypyridin-4-ones with high iron(III) affinity: Design, synthesis and inhibition on methicillin resistant Staphylococcus aureus and Pseudomonas strains', EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, vol. 94, pp. 8-21. https://doi.org/10.1016/j.ejmech.2015.02.050

Hexadentate 3-hydroxypyridin-4-ones with high iron(III) affinity: Design, synthesis and inhibition on methicillin resistant Staphylococcus aureus and Pseudomonas strains. / Zhou, Ying Jun; Liu, Mu Song; Osamah, Al Rugaie et al.
In: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, Vol. 94, 13.04.2015, p. 8-21.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Hexadentate 3-hydroxypyridin-4-ones with high iron(III) affinity

T2 - Design, synthesis and inhibition on methicillin resistant Staphylococcus aureus and Pseudomonas strains

AU - Zhou, Ying Jun

AU - Liu, Mu Song

AU - Osamah, Al Rugaie

AU - Kong, Xiao Le

AU - Alsam, Selwa

AU - Battah, Sinan

AU - Xie, Yuan Yuan

AU - Hider, Robert

AU - Zhou, Tao

PY - 2015/4/13

Y1 - 2015/4/13

N2 - 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.

AB - 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.

KW - Antimicrobial activity

KW - Hexadentate

KW - Hydroxypyridinone

KW - Iron chelator

KW - MRSA

KW - Pseudomonas aeruginosa

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U2 - 10.1016/j.ejmech.2015.02.050

DO - 10.1016/j.ejmech.2015.02.050

M3 - Article

AN - SCOPUS:84924081402

SN - 0223-5234

VL - 94

SP - 8

EP - 21

JO - EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

JF - EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

ER -

Hexadentate 3-hydroxypyridin-4-ones with high iron(III) affinity: Design, synthesis and inhibition on methicillin resistant Staphylococcus aureus and Pseudomonas strains

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Keywords

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