The antibacterial and anti-biofilm effects of novel synthetized nitroimidazole compounds against methicillin-resistant Staphylococcus aureus and carbapenem-resistant Escherichia coli and Klebsiella pneumonia in vitro and in silico

Abstract The antibiotic resistance and biofilm formation by bacterial pathogens has led to failure in infections elimination. This study aimed to assess the antibacterial and anti-biofilm properties of novel synthesized nitroimidazole compounds (8a–8o). In this study, nitroimidazole compounds were s...

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Main Authors: Elham Zarenezhad, Esmaeil Behmard, Raziyeh Karami, Somayeh Behrouz, Mahrokh Marzi, Abdolmajid Ghasemian, Mohammad Navid Soltani Rad
Format: Article
Language:English
Published: BMC 2024-12-01
Series:BMC Chemistry
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Online Access:https://doi.org/10.1186/s13065-024-01333-w
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author Elham Zarenezhad
Esmaeil Behmard
Raziyeh Karami
Somayeh Behrouz
Mahrokh Marzi
Abdolmajid Ghasemian
Mohammad Navid Soltani Rad
author_facet Elham Zarenezhad
Esmaeil Behmard
Raziyeh Karami
Somayeh Behrouz
Mahrokh Marzi
Abdolmajid Ghasemian
Mohammad Navid Soltani Rad
author_sort Elham Zarenezhad
collection DOAJ
description Abstract The antibiotic resistance and biofilm formation by bacterial pathogens has led to failure in infections elimination. This study aimed to assess the antibacterial and anti-biofilm properties of novel synthesized nitroimidazole compounds (8a–8o). In this study, nitroimidazole compounds were synthesized via the A3 coupling reaction of sample substrates in the presence of copper-doped silica cuprous sulfate (CDSCS). Fifteen and two carbapenemase producing Escherichia coli and Klebsiella pneumonia (CP-E. coli and CP-K. pneumonia, respectively) and one methicillin-resistant Staphylococcus aureus (MRSA) and one methicillin-susceptible S. aureus (MSSA) plus standard strain of each isolate were included. The antibacterial effects of these compounds demonstrated that the lowest minimum inhibitory and bactericidal concentrations (MIC/MBC, respectively) levels corresponded to compound 8g against S. aureus (1/2 µg/mL) and K. pneumonia (8/32 µg/mL) standard and clinical strains and confirmed by in silico assessment. This was comparable to those of metronidazole being 32–128 µg/mL against K. pneumonia and 32–64 µg/mL against S. aureus. In comparison to metronidazole, against CP-E. coli, compounds 8i and 8m had significantly higher antibacterial effects (p < 0.001) and against CP-K. pneumonia, compounds 8a–8j and 8l–8o had significantly higher (p < 0.0001) antibacterial effects. Compound 8g exhibited significantly higher antibacterial effects against MSSA and compounds 8b (p < 0.001), 8c (p < 0.001), 8d (p < 0.001), 8e (p < 0.001) and 8g (p < 0.0001) exerted significantly higher antibacterial effects than metronidazole against MRSA. Moreover, potential anti-biofilm effects was corresponded to compounds 8a, 8b, 8c, 8e, 8f, 8g, 8i, 8k, 8m and 8n. Considering the antibacterial and anti-biofilm effects of novel synthesized compounds evaluated in this study, further assessments is warranted to verify their properties in vivo and clinical trials in the future.
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spelling doaj-art-ce7a7ecdcad1485d986a237e33b46b3b2024-12-22T12:11:57ZengBMCBMC Chemistry2661-801X2024-12-0118112110.1186/s13065-024-01333-wThe antibacterial and anti-biofilm effects of novel synthetized nitroimidazole compounds against methicillin-resistant Staphylococcus aureus and carbapenem-resistant Escherichia coli and Klebsiella pneumonia in vitro and in silicoElham Zarenezhad0Esmaeil Behmard1Raziyeh Karami2Somayeh Behrouz3Mahrokh Marzi4Abdolmajid Ghasemian5Mohammad Navid Soltani Rad6Noncommunicable Diseases Research Center, Fasa University of Medical SciencesSchool of Advanced Technologies in Medicine, Fasa University of Medical SciencesNoncommunicable Diseases Research Center, Fasa University of Medical SciencesDepartment of Chemistry, Shiraz University of TechnologyNoncommunicable Diseases Research Center, Fasa University of Medical SciencesNoncommunicable Diseases Research Center, Fasa University of Medical SciencesDepartment of Chemistry, Shiraz University of TechnologyAbstract The antibiotic resistance and biofilm formation by bacterial pathogens has led to failure in infections elimination. This study aimed to assess the antibacterial and anti-biofilm properties of novel synthesized nitroimidazole compounds (8a–8o). In this study, nitroimidazole compounds were synthesized via the A3 coupling reaction of sample substrates in the presence of copper-doped silica cuprous sulfate (CDSCS). Fifteen and two carbapenemase producing Escherichia coli and Klebsiella pneumonia (CP-E. coli and CP-K. pneumonia, respectively) and one methicillin-resistant Staphylococcus aureus (MRSA) and one methicillin-susceptible S. aureus (MSSA) plus standard strain of each isolate were included. The antibacterial effects of these compounds demonstrated that the lowest minimum inhibitory and bactericidal concentrations (MIC/MBC, respectively) levels corresponded to compound 8g against S. aureus (1/2 µg/mL) and K. pneumonia (8/32 µg/mL) standard and clinical strains and confirmed by in silico assessment. This was comparable to those of metronidazole being 32–128 µg/mL against K. pneumonia and 32–64 µg/mL against S. aureus. In comparison to metronidazole, against CP-E. coli, compounds 8i and 8m had significantly higher antibacterial effects (p < 0.001) and against CP-K. pneumonia, compounds 8a–8j and 8l–8o had significantly higher (p < 0.0001) antibacterial effects. Compound 8g exhibited significantly higher antibacterial effects against MSSA and compounds 8b (p < 0.001), 8c (p < 0.001), 8d (p < 0.001), 8e (p < 0.001) and 8g (p < 0.0001) exerted significantly higher antibacterial effects than metronidazole against MRSA. Moreover, potential anti-biofilm effects was corresponded to compounds 8a, 8b, 8c, 8e, 8f, 8g, 8i, 8k, 8m and 8n. Considering the antibacterial and anti-biofilm effects of novel synthesized compounds evaluated in this study, further assessments is warranted to verify their properties in vivo and clinical trials in the future.https://doi.org/10.1186/s13065-024-01333-wAntibiotic resistanceBiofilmsMethicillin-resistant Staphylococcus aureusCarbapenem resistanceNitroimidazole compounds
spellingShingle Elham Zarenezhad
Esmaeil Behmard
Raziyeh Karami
Somayeh Behrouz
Mahrokh Marzi
Abdolmajid Ghasemian
Mohammad Navid Soltani Rad
The antibacterial and anti-biofilm effects of novel synthetized nitroimidazole compounds against methicillin-resistant Staphylococcus aureus and carbapenem-resistant Escherichia coli and Klebsiella pneumonia in vitro and in silico
BMC Chemistry
Antibiotic resistance
Biofilms
Methicillin-resistant Staphylococcus aureus
Carbapenem resistance
Nitroimidazole compounds
title The antibacterial and anti-biofilm effects of novel synthetized nitroimidazole compounds against methicillin-resistant Staphylococcus aureus and carbapenem-resistant Escherichia coli and Klebsiella pneumonia in vitro and in silico
title_full The antibacterial and anti-biofilm effects of novel synthetized nitroimidazole compounds against methicillin-resistant Staphylococcus aureus and carbapenem-resistant Escherichia coli and Klebsiella pneumonia in vitro and in silico
title_fullStr The antibacterial and anti-biofilm effects of novel synthetized nitroimidazole compounds against methicillin-resistant Staphylococcus aureus and carbapenem-resistant Escherichia coli and Klebsiella pneumonia in vitro and in silico
title_full_unstemmed The antibacterial and anti-biofilm effects of novel synthetized nitroimidazole compounds against methicillin-resistant Staphylococcus aureus and carbapenem-resistant Escherichia coli and Klebsiella pneumonia in vitro and in silico
title_short The antibacterial and anti-biofilm effects of novel synthetized nitroimidazole compounds against methicillin-resistant Staphylococcus aureus and carbapenem-resistant Escherichia coli and Klebsiella pneumonia in vitro and in silico
title_sort antibacterial and anti biofilm effects of novel synthetized nitroimidazole compounds against methicillin resistant staphylococcus aureus and carbapenem resistant escherichia coli and klebsiella pneumonia in vitro and in silico
topic Antibiotic resistance
Biofilms
Methicillin-resistant Staphylococcus aureus
Carbapenem resistance
Nitroimidazole compounds
url https://doi.org/10.1186/s13065-024-01333-w
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