Synthesis and biological evaluation of substituted phenyl azetidine-2-one sulphonyl derivatives as potential antimicrobial and antiviral agents

[Display omitted] •Novel substituted phenyl azetidine-2-one sulphonyl derivatives were developed as antimicrobial and antiviral agents.•Compounds 5d, 5e, 5f, 5i and 5j showed most potent antibacterial activity.•Compounds 5h, 5i, 5j and 5q showed good activity against fungal strains.•Antiviral study...

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Veröffentlicht in:Bioorganic chemistry 2020-11, Vol.104, p.104320-104320, Article 104320
Hauptverfasser: Mandal, Milan Kumar, Ghosh, Swagatika, Bhat, Hans Raj, Naesens, Lieve, Singh, Udaya Pratap
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Sprache:eng
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Zusammenfassung:[Display omitted] •Novel substituted phenyl azetidine-2-one sulphonyl derivatives were developed as antimicrobial and antiviral agents.•Compounds 5d, 5e, 5f, 5i and 5j showed most potent antibacterial activity.•Compounds 5h, 5i, 5j and 5q showed good activity against fungal strains.•Antiviral study of selected derivatives had shown moderate activity against various DNA and RNA viruses. In the present study, we intend to synthesize a series of novel substituted phenyl azetidine-2-one sulphonyl derivatives. The entire set of derivatives 5 (a-t) were screened for in-vitro antibacterial, and antifungal activity, and among them eleven compounds were further screened for the antiviral activity to predict their efficacy against pathogenic viruses. Interestingly, compound 5d, 5e, 5f, 5h, 5i, and 5j showed similar or better antibacterial activity as compared to ampicillin (standard). Moreover, compounds 5h, 5i, 5j, and 5q showed good inhibitory activity against fungal strains whereas other derivatives had mild or diminished activity in comparison with standard drug clotrimazole. The antimicrobial study indicated that compounds having electron-withdrawing groups showed the highest activity. Interestingly, these tested compounds showed weak antiviral activity against Vaccinia virus, Human Coronavirus (229E), Reovirus-1, Herpes simplex virus, Sindbis virus, Coxsackievirus B4, Yellow Fever virus, and Influenza B virus in HEL cell, Vero cell, and MDCK cell cultures. The findings of the present study might open new avenues to target human disease-causing deadly microbes and viruses.
ISSN:0045-2068
1090-2120
DOI:10.1016/j.bioorg.2020.104320