Synthesis of covalent bonding MWCNT-oligoethylene linezolid conjugates and their antibacterial activity against bacterial strains

Nowadays, infectious diseases caused by drug-resistant bacteria have become especially important. Linezolid is an antibacterial drug active against clinically important Gram positive strains; however, resistance showed by these bacteria has been reported. Nanotechnology has improved a broad area of...

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Published in:RSC advances 2021-08, Vol.11 (46), p.28912-28924
Main Authors: Alatorre-Barajas, José A, Alcántar-Zavala, Eleazar, Gil-Rivas, M. Graciela, Estrada-Zavala, Edgar, Ochoa-Terán, Adrián, Gochi-Ponce, Y, Montes-Ávila, Julio, Cabrera, Alberto, Trujillo-Navarrete, Balter, Rivera-Lugo, Yazmin Yorely, Alonso-Núñez, Gabriel, Reynoso-Soto, Edgar A, Medina-Franco, J. L
Format: Article
Language:English
Subjects:
Bacteria
Chains
Chemistry
Drug resistance
E coli
Infectious diseases
Molecular docking
Multi wall carbon nanotubes
Nanomaterials
Nanotechnology
Salmonella
Transportation systems
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Summary:Nowadays, infectious diseases caused by drug-resistant bacteria have become especially important. Linezolid is an antibacterial drug active against clinically important Gram positive strains; however, resistance showed by these bacteria has been reported. Nanotechnology has improved a broad area of science, such as medicine, developing new drug delivery and transport systems. In this work, several covalently bounded conjugated nanomaterials were synthesized from multiwalled carbon nanotubes (MWCNTs), a different length oligoethylene chain ( S n ), and two linezolid precursors ( 4 and 7 ), and they were evaluated in antibacterial assays. Interestingly, due to the intrinsic antibacterial activity of the amino-oligoethylene linezolid analogues, these conjugated nanomaterials showed significant antibacterial activity against various tested bacterial strains in a radial diffusion assay and microdilution method, including Gram negative strains as Escherichia coli (11 mm, 6.25 μg mL −1 ) and Salmonella typhi (14 mm, ≤0.78 μg mL −1 ), which are not inhibited by linezolid. The results show a significant effect of the oligoethylene chain length over the antibacterial activity. Molecular docking of amino-oligoethylene linezolid analogs shows a more favorable interaction of the S 2 -7 analog in the PTC of E. coli . New MWCNTs amino-oligoethylene linezolid conjugates having outstanding activity against Gram negative strains.
ISSN:2046-2069
2046-2069
DOI:10.1039/d1ra04691h