Antimycobacterial Activities of Hydroxamic Acids and Their Iron(II/III), Nickel(II), Copper(II) and Zinc(II) Complexes

Hydroxamic acid (HA) derivatives display antibacterial and antifungal activities. HA with various numbers of carbon atoms (C<sub>2</sub>, C<sub>6</sub>, C<sub>8</sub>, C<sub>10</sub>, C<sub>12</sub> and C<sub>17</sub>), complexe...

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Main Authors: Dong Yang, Yanfang Zhang, Ibrahima Sory Sow, Hongping Liang, Naïma El Manssouri, Michel Gelbcke, Lina Dong, Guangxin Chen, François Dufrasne, Véronique Fontaine, Rongshan Li
Format: Article
Language:English
Published: MDPI AG 2023-10-01
Series:Microorganisms
Subjects:
Online Access:https://www.mdpi.com/2076-2607/11/10/2611
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author Dong Yang
Yanfang Zhang
Ibrahima Sory Sow
Hongping Liang
Naïma El Manssouri
Michel Gelbcke
Lina Dong
Guangxin Chen
François Dufrasne
Véronique Fontaine
Rongshan Li
author_facet Dong Yang
Yanfang Zhang
Ibrahima Sory Sow
Hongping Liang
Naïma El Manssouri
Michel Gelbcke
Lina Dong
Guangxin Chen
François Dufrasne
Véronique Fontaine
Rongshan Li
author_sort Dong Yang
collection DOAJ
description Hydroxamic acid (HA) derivatives display antibacterial and antifungal activities. HA with various numbers of carbon atoms (C<sub>2</sub>, C<sub>6</sub>, C<sub>8</sub>, C<sub>10</sub>, C<sub>12</sub> and C<sub>17</sub>), complexed with different metal ions, including Fe(II/III), Ni(II), Cu(II) and Zn(II), were evaluated for their antimycobacterial activities and their anti-biofilm activities. Some derivatives showed antimycobacterial activities, especially in biofilm growth conditions. For example, 20–100 µM of HA10Fe2, HA10FeCl, HA10Fe3, HA10Ni2 or HA10Cu2 inhibited <i>Mycobacterium tuberculosis</i>, <i>Mycobacterium bovis</i> BCG and <i>Mycobacterium marinum</i> biofilm development. HA10Fe2, HA12Fe2 and HA12FeCl could even attack pre-formed <i>Pseudomonas aeruginosa</i> biofilms at higher concentrations (around 300 µM). The phthiocerol dimycocerosate (PDIM)-deficient <i>Mycobacterium tuberculosis</i> H37Ra was more sensitive to the ion complexes of HA compared to other mycobacterial strains. Furthermore, HA10FeCl could increase the susceptibility of <i>Mycobacterium bovis</i> BCG to vancomycin. Proteomic profiles showed that the potential targets of HA10FeCl were mainly related to mycobacterial stress adaptation, involving cell wall lipid biosynthesis, drug resistance and tolerance and siderophore metabolism. This study provides new insights regarding the antimycobacterial activities of HA and their complexes, especially about their potential anti-biofilm activities.
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spelling doaj.art-975fa3a948634a9dbe0b2f42af4b534a2023-11-19T17:29:24ZengMDPI AGMicroorganisms2076-26072023-10-011110261110.3390/microorganisms11102611Antimycobacterial Activities of Hydroxamic Acids and Their Iron(II/III), Nickel(II), Copper(II) and Zinc(II) ComplexesDong Yang0Yanfang Zhang1Ibrahima Sory Sow2Hongping Liang3Naïma El Manssouri4Michel Gelbcke5Lina Dong6Guangxin Chen7François Dufrasne8Véronique Fontaine9Rongshan Li10Clinical Laboratory, Shanxi Provincial People’s Hospital, Affiliated of Shanxi Medical University, Taiyuan 030001, ChinaClinical Laboratory, Shanxi Provincial People’s Hospital, Affiliated of Shanxi Medical University, Taiyuan 030001, ChinaMicrobiology, Bioorganic and Macromolecular Chemistry Unit, Faculty of Pharmacy, Université Libre de Bruxelles (ULB), Boulevard du Triomphe, 1050 Brussels, BelgiumClinical Laboratory, Shanxi Provincial People’s Hospital, Affiliated of Shanxi Medical University, Taiyuan 030001, ChinaMicrobiology, Bioorganic and Macromolecular Chemistry Unit, Faculty of Pharmacy, Université Libre de Bruxelles (ULB), Boulevard du Triomphe, 1050 Brussels, BelgiumMicrobiology, Bioorganic and Macromolecular Chemistry Unit, Faculty of Pharmacy, Université Libre de Bruxelles (ULB), Boulevard du Triomphe, 1050 Brussels, BelgiumCore Laboratory, Shanxi Provincial People’s Hospital (Fifth Hospital) of Shanxi Medical University, Taiyuan 030012, ChinaInstitutes of Biomedical Sciences, Shanxi University, Taiyuan 030006, ChinaMicrobiology, Bioorganic and Macromolecular Chemistry Unit, Faculty of Pharmacy, Université Libre de Bruxelles (ULB), Boulevard du Triomphe, 1050 Brussels, BelgiumMicrobiology, Bioorganic and Macromolecular Chemistry Unit, Faculty of Pharmacy, Université Libre de Bruxelles (ULB), Boulevard du Triomphe, 1050 Brussels, BelgiumDepartment of Nephrology, Shanxi Kidney Disease Institute, The Affiliated People’s Hospital of Shanxi Medical University, Shanxi Provincial People’s Hospital, Taiyuan 030001, ChinaHydroxamic acid (HA) derivatives display antibacterial and antifungal activities. HA with various numbers of carbon atoms (C<sub>2</sub>, C<sub>6</sub>, C<sub>8</sub>, C<sub>10</sub>, C<sub>12</sub> and C<sub>17</sub>), complexed with different metal ions, including Fe(II/III), Ni(II), Cu(II) and Zn(II), were evaluated for their antimycobacterial activities and their anti-biofilm activities. Some derivatives showed antimycobacterial activities, especially in biofilm growth conditions. For example, 20–100 µM of HA10Fe2, HA10FeCl, HA10Fe3, HA10Ni2 or HA10Cu2 inhibited <i>Mycobacterium tuberculosis</i>, <i>Mycobacterium bovis</i> BCG and <i>Mycobacterium marinum</i> biofilm development. HA10Fe2, HA12Fe2 and HA12FeCl could even attack pre-formed <i>Pseudomonas aeruginosa</i> biofilms at higher concentrations (around 300 µM). The phthiocerol dimycocerosate (PDIM)-deficient <i>Mycobacterium tuberculosis</i> H37Ra was more sensitive to the ion complexes of HA compared to other mycobacterial strains. Furthermore, HA10FeCl could increase the susceptibility of <i>Mycobacterium bovis</i> BCG to vancomycin. Proteomic profiles showed that the potential targets of HA10FeCl were mainly related to mycobacterial stress adaptation, involving cell wall lipid biosynthesis, drug resistance and tolerance and siderophore metabolism. This study provides new insights regarding the antimycobacterial activities of HA and their complexes, especially about their potential anti-biofilm activities.https://www.mdpi.com/2076-2607/11/10/2611hydroxamic acidsantibacterialanti-biofilm<i>Mycobacterium tuberculosis</i>
spellingShingle Dong Yang
Yanfang Zhang
Ibrahima Sory Sow
Hongping Liang
Naïma El Manssouri
Michel Gelbcke
Lina Dong
Guangxin Chen
François Dufrasne
Véronique Fontaine
Rongshan Li
Antimycobacterial Activities of Hydroxamic Acids and Their Iron(II/III), Nickel(II), Copper(II) and Zinc(II) Complexes
Microorganisms
hydroxamic acids
antibacterial
anti-biofilm
<i>Mycobacterium tuberculosis</i>
title Antimycobacterial Activities of Hydroxamic Acids and Their Iron(II/III), Nickel(II), Copper(II) and Zinc(II) Complexes
title_full Antimycobacterial Activities of Hydroxamic Acids and Their Iron(II/III), Nickel(II), Copper(II) and Zinc(II) Complexes
title_fullStr Antimycobacterial Activities of Hydroxamic Acids and Their Iron(II/III), Nickel(II), Copper(II) and Zinc(II) Complexes
title_full_unstemmed Antimycobacterial Activities of Hydroxamic Acids and Their Iron(II/III), Nickel(II), Copper(II) and Zinc(II) Complexes
title_short Antimycobacterial Activities of Hydroxamic Acids and Their Iron(II/III), Nickel(II), Copper(II) and Zinc(II) Complexes
title_sort antimycobacterial activities of hydroxamic acids and their iron ii iii nickel ii copper ii and zinc ii complexes
topic hydroxamic acids
antibacterial
anti-biofilm
<i>Mycobacterium tuberculosis</i>
url https://www.mdpi.com/2076-2607/11/10/2611
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