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Four new Schiff-bases have been synthesized from the 1:2 M condensation of 4,5,6,7-tetrahydrobenzothiazole-2,6-diamine with 2-hydroxybenzaldehyde (SL3), 5-Bromo-2-hydroxybenzaldehyde (SL2), 2-hydroxy-3-methoxybenzaldehyde (SL3) and 2-hydroxy-1-naphthaldehyde (SL4) and charactrised by UV-Vis, FT-IR, H-1 NMR and mass spectroscopy. The crystal structures of SL1 and SL2 were determined by X-ray diffraction and the validity of gas-phase orT optimisations established by comparison with the diffraction data; by extension SL3 and SL4 were taken from DFT computations. Molecular docking, circular dichroism and fluorescence quenching studies revealed one molecule of our Schiff-bases to bind to Human Serum Albumin (HSA). SL1 - SL4 are shown, by fluorescence quenching and circular dichroism, to present cytotoxic activity against the human breast-cancer (MCF-7) and the human hepatocellular liver-carcinoma (HepG2) cell lines in a concentration dependent manner: SL4 is the best in the series. (C) 2019 Elsevier B.V. All rights reserved.
Paul Joseph Dyson, Farzaneh Fadaei Tirani, Mouna Hadiji
Francesco Stellacci, Stefan Guldin, Ye Yang, Zhi Luo, Huayan Yang