Promising anti-cancer potency of 4,5,6,7-tetrahydrobenzo[d]thiazole-based Schiff-bases

Publication date: Available online 6 December 2019Source: Journal of Molecular LiquidsAuthor(s): Sudabeh Shokrollahi, Ahmad Amiri, Farzaneh Fadaei Tirani, Kurt Schenk-JoßAbstractFour new Schiff-bases have been synthesized from the 1:2 M condensation of 4,5,6,7-tetrahydrobenzothiazole-2,6-diamine with 2-hydroxybenzaldehyde (SL1), 5-Bromo-2-hydroxybenzaldehyde (SL2), 2-hydroxy-3-methoxybenzaldehyde (SL3) and 2-hydroxy-1-naphthaldehyde (SL4) and charactrised by UV–Vis, FT-IR, 1H NMR and mass spectroscopy. The crystal structures of SL1 and SL2 were determined by X-ray diffraction and the validity of gas-phase dft 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.Graphical abstract
Source: Journal of Molecular Liquids - Category: Molecular Biology Source Type: research