Characterisation, structural investigations and biological activity of substitute d salicylidene-base d compounds

Seven salicylidene base compounds ( 1 - 7 ), p-NO2-SalH-R, (R=halogen, hydroxyl, or nitro group on ei- ther the para (p-) or ortho (o-) position); were prepared by condensing 2-hydroxy-5-nitrobenzaldehyde with p-hydroxyaniline ( 1 ), p-nitroaniline ( 2 ), p-fluoroaniline ( 3 ), p-chloroaniline ( 4 ), p-bromoaniline ( 5 ) o-fluoroaniline ( 6 ) and o-hydroxyaniline ( 7 ), to form the respective ligands ( 1 - 7 ). The compounds were fully characterised via1 H and 13 C NMR, IR, UV/Vis, and elemental analysis. Luminescence studies were performed and single crystals, suitable for X-ray diffraction, were obtained for four of the compounds. The compounds were assayed for cytotoxicity against human breast adenocarcinoma (MCF-7), human cervical cancer (HeLa), human lung adenocarcinoma (A549), liver hepatocellular carcinoma (HepG2), human col- orectal adenocarcinoma (Caco-2) and African green monkey kidney (Vero) cell lines and for antibacterial activity against 3 nosocomial pathogenic bacteria ( E. coli, E. faecalis, and S. aureus) to correlate between structural variations and bioactivity. Compound 2 showed anticancer activity against MCF-7 and HepG2 cell lines with LC50 values of 48.78 mu M and 59.26 mu M, respectively. Compound 7 exhibited anticancer activity against HeLa and A549 cell lines with LC50 values of 50.27 mu M and 37.88 mu M, respectively. Com- pounds 4 and 5 demonstrated anticancer activity against the MCF-7 cell line with LC50 values of 48.04 mu M and 56.58 mu M, respectively. The compounds showed no antibacterial activity against the three tested nosocomial pathogenic bacterial strains.(c) 2022 Elsevier B.V. All rights reserved.

Automated summary

Seven salicylidene base compounds were synthesized and characterized. They were tested for fluorescence and bioactivity. Compound 2 exhibited anticancer activity against MCF-7 and HepG2 cells, while compound 7 showed anticancer activity against HeLa and A549 cells. Compounds 4 and 5 demonstrated anticancer activity against MCF-7 cells. None of the compounds showed antibacterial activity.