Six novel complexes based on 5-Acetoxy-1-(6-chloro-pyridin-2-yl)-1H-pyrazole-3-carboxylic acid methyl ester derivatives: Syntheses, crystal structures, and anti-cancer activity

A novel 5-Acetoxy-1-(6-chloropyridin-2-yl)-1H-pyrazole-3-carboxylic acid methyl ester derivatives Htcdodtta (1), and it's five complexes, [Cu-2(L-1)(2)]center dot(CH3CN) (2), [Cu-2(L-2)(1.6)3(L-3)(0.3)7]center dot (CH3OH)(0.5) (3), [Cu-2(L-3)(L-4)]center dot(C2H5OH)(0.5)center dot(CH3OH)(0.5) (4), [Cu-2(L-4)(L-5)]center dot(H2O) (5) and [Cu-2(-L-1)(1.18)(L-2)(0.82)] (6) have been synthesized. The Htcdodtta, HL1-HL5 were formed in-situ reaction. HL1-HL5 are homologues which possess two chiral carbons. Compounds 1-6 were characterized using single-crystal X-ray diffraction, IR, and elemental analysis. Compounds 2-6 are dinuclear copper complexes. The in vitro cytotoxicities of compounds 1-4 against a variety of cell lines were evaluated by MTT assays. Hela cancer cell apoptosis assay of 1 and 2 were examined by flow cytometry. The cell apoptosis in NP69, A549, Capan-2, Hela, HepG2, and HUVECs cell lines induced by compound 2 was further affirmed by cellular morphology observations. (c) 2021 The Author(s). Published by Elsevier B.V. on behalf of King Saud University.