A Nonbactericidal Zinc‐Complexing Ligand as a Biofilm Inhibitor: Structure‐Guided Contrasting Effects on <i>Staphylococcus aureus</i> Biofilm

Kapoor, Vidushi; Rai, Rajanikant; Thiyagarajan, Durairaj; Mukherjee, Sandipan; Das, Gopal; Ramesh, Aiyagari

doi:10.1002/cbic.201700139

Cited by 5 publications

(3 citation statements)

References 29 publications

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“…Metal-ion chelators are known to be potent biofilm inhibitors. , The role of Zn chelation in inhibition of biofilm formation, by C1 and C2, was verified by Zn supplementation experiments. To this end, initially, the amphiphiles were observed to have a dose-dependent inhibitory effect on S. aureus MRSA 100 and and S. aureus MTCC 96 biofilm formation.…”

Section: Resultsmentioning

confidence: 90%

Interplay between Supramolecular and Coordination Interactions in Synthetic Amphiphiles: Triggering Metal Starvation and Anchorage onto MRSA Cell Surface

2020

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The present work highlights the implications of supramolecular interaction and metal coordination on the self-assembly behavior and bactericidal potential of salicaldehyde-(C1) and napthaldehyde-based (C2) amphiphiles against methicillin-resistant Staphylococcus aureus (MRSA). LB trough and atomic force microscope (AFM) analysis indicated the propensity of the amphiphiles to form a monolayer as well as spherical aggregates, with the critical micelle concentration (CMC) for C2 (7.0 μM) being lower than C1 (18.5 μM) in water. Formation of an amphiphile–metal complex was evidenced by ESI-MS, FTIR, FETEM-EDX, and ITC analysis. Growth of S. aureus MRSA 100 cells was remarkably impaired in the presence of 5.0 μM C1 or 20 μM C2 as compared to free cells or cells grown in the presence of equivalent levels of amphiphile–metal complexes, suggesting that the amphiphiles perhaps sequester metal and induce metal starvation in MRSA. C1 and C2 rendered superior membrane damage in MRSA and were less toxic to human embryonic kidney (HEK 293) cells as compared to their metal complexes. C1 and C2 rendered a dose-dependent inhibition of S. aureus biofilm formation, while revival of biofilm upon Zn(II) addition suggested that zinc starvation rendered by the amphiphiles may induce biofilm inhibition. C1 imposed a concentration-dependent metal starvation response in MRSA as there was an upregulation of the cntL gene and downregulation of cntA gene, which are involved in synthesis of the zincophore staphylopine (Stp) and transport of the Stp-Zn complex, respectively. ITC analysis revealed that binding of C1 and C2 to staphylococcal lipoteichoic acid (LTA) was stronger than the corresponding Zn(II) complexes, which perhaps accounted for the higher bactericidal potency of the amphiphiles. The study provides a fundamental understanding on how the chemistry-driven multimodal interaction of the amphiphile translates into growth inhibition and metal starvation in MRSA and advances the idea of combating drug resistance in pathogenic bacteria through amphiphiles, which are pluri-active.

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Section: Resultsmentioning

confidence: 90%

Interplay between Supramolecular and Coordination Interactions in Synthetic Amphiphiles: Triggering Metal Starvation and Anchorage onto MRSA Cell Surface

2020

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“…The crystal violet was dissolved using 95% ethanol, and the absorbance was measured at 595 nm using the microplate reader. The measurements were recorded in triplicates …”

Section: Methodsmentioning

confidence: 99%

“…The measurements were recorded in triplicates. 31 Lipid Content Detection. The bacteria grown overnight were diluted to 1 × 10 6 cfu/mL, and 100 μL was then added to the 96-well plate and incubated for 24 h. Following incubation, the biofilm was treated with kanamycin-loaded doped HAP NPs at their minimum biofilm inhibition concentration (MBIC 50 ) and incubated for 12 h. The cells were stained with 0.01 mg/mL of Nile red and incubated in dark.…”

Section: Acs Omegamentioning

confidence: 99%

Copper Nanocluster-Doped Luminescent Hydroxyapatite Nanoparticles for Antibacterial and Antibiofilm Applications

et al. 2019

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Novel strategies in the field of nanotechnology for the development of suitable multifunctional drug delivery vehicles have been pursued with promising upshots. Luminescent copper nanocluster-doped hydroxyapatite nanoparticles (HAP NPs) were synthesized and applied for the delivery of antibacterial drug kanamycin. The negatively charged doped HAP NPs could electrostatically interact with the positively charged kanamycin. The kanamycin-loaded doped HAP NPs showed pronounced activity in the case of Gram-negative bacteria compared to that in Gram-positive bacteria. Upon interaction with the bacteria, kanamycin could probably generate harmful agents such as hydroxyl radical that leads to bacterial cell damage. After being incorporated with copper nanoclusters (Cu NCs), the doped HAP NPs were applied for the bioimaging of bacterial cells. The biocompatibility of doped HAP NPs was also studied in HeLa cells. As compared to copper nanoclusters, the doped HAP NPs showed excellent biocompatibility even at higher concentrations of copper. The kanamycin-loaded doped HAP NPs were further applied toward Pseudomonas aeruginosa biofilm eradication. Thus, the as-synthesized copper nanocluster-doped HAP NPs were applied as nanocarriers for antibiotic drug delivery, bioimaging, and antibiofilm applications.

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Anti‐Biofilm and Anti‐Virulence Potential of 2‐Amino‐1,3,4‐Thiadiazole Derivatives

Saravanan,

Venugopal,

Murugesan

et al. 2024

ChemistrySelect

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Biofilms are microbial communities that facilitate the pathogenesis of life‐threatening microbial infections through the glazing of mucosal surfaces or implanted devices thus protecting them from medications and increasing mortality rates. To discover a new class of antibiofilm agents 2‐amino‐1,3,4 thiadiazoles hybridized with pharmacologically active heterocycles were designed and synthesized. The compounds were characterized by infrared, nuclear magnetic resonance, mass spectroscopy and elemental analysis. All the compounds were assessed for their anti‐biofilm and anti‐virulence activity against P. aeruginosa and S. aureus. Quinoline‐substituted thiadiazoles were found to possess potent anti‐biofilm activity against P. aeruginosa and S. aureus. The molecular docking analysis further confirms the antibiofilm potential of the compounds. Density functional theory studies were carried out to investigate the electronic and molecular properties of the most active hybrids.

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A Nonbactericidal Zinc‐Complexing Ligand as a Biofilm Inhibitor: Structure‐Guided Contrasting Effects on Staphylococcus aureus Biofilm

Cited by 5 publications

References 29 publications

Interplay between Supramolecular and Coordination Interactions in Synthetic Amphiphiles: Triggering Metal Starvation and Anchorage onto MRSA Cell Surface

Interplay between Supramolecular and Coordination Interactions in Synthetic Amphiphiles: Triggering Metal Starvation and Anchorage onto MRSA Cell Surface

Copper Nanocluster-Doped Luminescent Hydroxyapatite Nanoparticles for Antibacterial and Antibiofilm Applications

Anti‐Biofilm and Anti‐Virulence Potential of 2‐Amino‐1,3,4‐Thiadiazole Derivatives

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