African Journal of Immunology Research

ISSN 2756-3375

African Journal of Immunology Research ISSN 2756-3375 Vol. 9 (5), pp. 001-013, May, 2022. © International Scholars Journals

Full Length Research Paper

Synthesis, characterization and biological activity of vic-dioxime derivatives containing benzaldehydehydrazone groups and their metal complexes

Ilknur Babahan1*, Esin Poyrazo lu2 Çoban, Ali Özmen2, Halil Biyik2 and Burcu I man2

1Department of Chemistry, Adnan Menderes University, 09010, Aydin, Turkey.

2Department of Biology, Adnan Menderes University, 09010, Aydin- zmir, Turkey.

Accepted 13 October, 2021

Abstract

In this study, three new vic-dioxime derivatives containing benzaldehydehydrazone groups (L1H2: 4-methoxybenzaldehydehydrazone glyoxime, L2H2: 4-methylbenzaldehydehydrazone glyoxime and L3H2: 3-methylbenzaldehydehydrazone glyoxime) and their Ni(II), Cu(II) and Co(II) complexes are used. The biological activity of these aromatic hydrazone- oxime derivatives has been determined in both prokaryotic and eukaryotic systems. For evaluating the antimicrobial activity disc diffusion method has been used and for determining the antiproliferative effect on neoplastic cells, HL 60 (Human promyelocytic leukemia cells) cell line was cultured. The antimicrobial activities of compounds (L1H2, L2H2, L3H2 and their Ni(II), Cu(II) and Co(II) complexes) were evaluated against 13 bacteria and 5 yeasts. Besides they were evaluated using the minimal inhibitory concentration (MIC) dilution method against 1 bacterium and 5 yeasts. The obtained results from disc diffusion method are assessed in sideby-side comparison with those of Chloramphenicol, Gentamycin, Tetracycline, Erytromycine, Ampicillin well-known antibacterial agents and Nystatine antifungal agent. The results from dilution procedure are compared with Streptomycine as antibacterial and Nystatine as antifungal. The antifungal activities are reported on five yeast cultures namely, Candida utilis, C. albicans, C. glabata, C. trophicalis and Saccharomyces cerevisiae ATCC 9763 and the results are referenced with Nystatine, a commercial antifungal agent. As a result of this study, among the test compounds attempted 1, 2, 7 and 9 showed slightly higher activities against B. thrungiensis and some of yeasts that are comparatively higher or equipotent to the antibiotic and antifungal agents in the comparison tests. Furthermore Co(II) complexes of these derivatives can be described as potent anti-cancer agents due to their antiproliferative effects with an IpC 50 between 5 to 40 µM concentrations. The strongest antiproliferative activity was determined with the Co(II) complex of L3H2 at 5 µM.

Key words: Vic-dioximes, hydrazone, transition metal complexes, antimicrobial activity, antiproliferative, leukemia.