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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

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Abstract A novel 5-Acetoxy-1-(6-chloropyridin-2-yl)-1H-pyrazole-3-carboxylic acid methyl ester derivatives Htcdodtta (1), and it’s five complexes, [Cu2(L1)2]·(CH3CN) (2), [Cu2(L2)1.63(L3)0.37]·(CH3OH)0.5 (3), [Cu2(L3)(L4)]·(C2H5OH)0.5·(CH3OH)0.5 (4), [Cu2(L4)(L5)]·(H2O) (5) and [Cu2(L1)1.18(L2)0.82] (6) have been synthesized. The Htcdodtta,… Click to show full abstract

Abstract A novel 5-Acetoxy-1-(6-chloropyridin-2-yl)-1H-pyrazole-3-carboxylic acid methyl ester derivatives Htcdodtta (1), and it’s five complexes, [Cu2(L1)2]·(CH3CN) (2), [Cu2(L2)1.63(L3)0.37]·(CH3OH)0.5 (3), [Cu2(L3)(L4)]·(C2H5OH)0.5·(CH3OH)0.5 (4), [Cu2(L4)(L5)]·(H2O) (5) and [Cu2(L1)1.18(L2)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.

Keywords: carboxylic acid; acid methyl; ester derivatives; methyl ester; pyrazole carboxylic; cu2

Journal Title: Arabian Journal of Chemistry
Year Published: 2021

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