Design, synthesis and biological evaluation of novel N1,N8-bis(((4-((5-aryl-1,3,4-oxadiazol-2-yl)methoxy)phenyl)amino)oxy)-1-naphthamide derivatives

ABSTRACT

A new series of 1,8-bis(4-((5-phenyl-1,3,4-oxadiazol-2-yl) methoxy)-substituted aryl) naphthalene-1,8-dicarboxamide derivatives (6a–j) were synthesized in the presence of POCl₃ and obtained good yields. All the synthesized novel compounds were characterized by IR, ¹H NMR, ¹³C NMR, HRMS spectroscopic data and elemental analysis. All the synthesized compounds evaluated for their antibacterial and antifungal activities. The antibacterial activity screened against Gram-positive bacteria Staphylococcus aureus and Gram-negative bacteria Escherichia coli and used standard reference drug ciprofloxacin. The antifungal activity screened against two pathogenic fungal strains Aspergillus niger and Candida albicans used a reference standard drug Voriconazole. All these compounds (6a–j) demonstrate good antibacterial and antifungal activity. Among them, compounds 6h and 6c show highest antibacterial and antifungal activity.

GRAPHICAL ABSTRACT

KEYWORDS:

• 1,8-Naphthalic anhydride
• biological evaluation
• naphthalene-1,8-dicarboxamide derivatives
• phosphoryl chloride

Acknowledgments

The authors are thankful to the Head of the Department of Chemistry, Osmania University for Providing Research facilities. The authors are also thankful to CFRD, OU for characterization of the compounds.

Additional information

Funding

One of the authors (RB S) is thankful to the UGC-BSR, New Delhi, India for the financial support.