Construction, petro-collecting/dispersing capacities, antimicrobial activity, and molecular docking study of new cationic surfactant-sulfonamide conjugates

[Display omitted] •Novel surfactant-sulfonamide conjugates were synthesized based on hybrids approach.•3g exhibited the highest petro-dispersing capacity and strong anti-SRB activity.•Compounds 3b and 3f emphasized potential biocidal activity against bacteria.•Docking proved the correlation of antib...

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Veröffentlicht in:Journal of molecular liquids 2021-07, Vol.334, p.116068-116068, Article 116068
Hauptverfasser: Tantawy, Ahmed H., Shaban, Mahmoud M., Jiang, Hong, Wang, Man-Qun, Mohamed, Hany I.
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Sprache:eng
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Zusammenfassung:[Display omitted] •Novel surfactant-sulfonamide conjugates were synthesized based on hybrids approach.•3g exhibited the highest petro-dispersing capacity and strong anti-SRB activity.•Compounds 3b and 3f emphasized potential biocidal activity against bacteria.•Docking proved the correlation of antibacterial activity with polymerase binding. Surfactants with their diverse activities have been recently involved in controlling the spread of new coronavirus (COVID-19) pandemic as they are capable of disrupting the membrane surrounding the virus. Using hybrids approach, we constructed a novel series of cationic surfactant-sulfonamide conjugates (3a-g) through quaternization of the as-prepared sulfonamide derivatives (2a-g) with n-hexadecyl iodide followed by structural characterization by spectroscopy (IR and NMR). Being collective properties required in petroleum-processing environment, the petro-collecting/dispersing capacities on the surface of waters with different degrees of mineralization, and the antimicrobial performance against microbes and sulfate-reducing bacteria (SRB) that mitigate microbiological corrosion were investigated for the synthesized conjugates. Among these conjugates, 3g (2.5% aq. solution) exhibited the strongest ability to disperse the thin petroleum film on the seawater surface, whereas KD is 95.33% after 96 h. In diluted form, 3f collected the petroleum layer on distilled water surface (Kmax = 32.01) for duration exceeds 4 days. Additionally, almost all compounds revealed high potency and comparable action with standard antimicrobials, especially 3b and 3f, which emphasize their role as potential biocides. Regarding biocidal activity against SRB, 3g causes a significant reduction in the bacterial count from 2.8 × 106 cells/mL to Nil. Moreover, the conducted molecular docking study confirms the strong correlation between RNA polymerase binding with bioactivity against microbes over other studied proteins (threonine synthase and cyclooxygenase-2).
ISSN:0167-7322
1873-3166
DOI:10.1016/j.molliq.2021.116068