Copper (II) and zinc (ii) metal-based salicyl-, furanyl-, thienyl- and pyrrolyl-derived ONNO, NNNO, ONNS & NNNS donor asymmetrically mixed schiff-bases with antibacterial and antifungal potentials

Abstract

A new series of asymmetric salicyl-, furanyl-, thienyl- and pyrrolyl-derived ONNO, NNNO, ONNS & NNNS donor antibacterial and antifungal Schiff-bases and their copper(II) and zinc(II) metal complexes have been synthesized and characterized. IR spectra indicated the ligands to act as quartdentate towards divalent metal ions via two azomethine-N, deprotonated-O of salicyl, furanyl-O, thienyl-S and/or pyrrolyl-N. The magnetic moments and electronic spectral data suggest octahedral geometry for Cu(II) and Zn(II) complexes. NMR spectral data of the ligands and their diamagnetic zinc(II) complexes well-define their proposed structures/geometries. Elemental analyses data of the ligands and metal complexes agree with their proposed structures/geometries. The synthesized ligands, along with their metal complexes were screened for their antibacterial activity against B. cereus, C. diphtheriae, E. coli, K. pneumoniae, P. mirabilis, P. aeruginosa, S. typhi, S. dysenteriae and S. aureus strains and for in-vitro antifungal activity against T. schoenleinii, C. glabrata, P. boydii, C. albicans, A. niger, M. canis and T. mentagrophytes. The results of these studies show the metal complexes to be more antibacterial/antifungal against one or more species as compared to the uncomplexed ligands. The brine shrimp bioassay was also carried out to study their in-vitro cytotoxic properties. Eight compounds, L₄, (1), (7), (8), (11), (17), (19) and (23) displayed potent cytotoxic activity with LD₅₀ = 1.445 × 10^{− 3}, 1.021 × 10^{− 3}, 7.478 × 10^{− 4}, 8.566 × 10^{− 4}, 1.028 × 10^{− 3}, 9.943 × 10^{− 4}, 8.730 × 10^{− 4} and 1.124 × 10^{− 3} M respectively, against Artemia salina.

Keywords::

• Metal-Based
• asymmetrically
• schiff's-bases
• antibacterial
• antifungal

Acknowledgements

We are grateful to HEJ research Institute of Chemistry, University of Karachi, Pakistan, for providing us with the NMR spectra and also doing the antibacterial and antifungal assays.