- Design, synthesis, molecular docking, biological evaluations and QSAR studies of novel dichloroacetate analogues as anticancer agent
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Dichloroacetate (DCA) as a mitochondria-targeting small molecule, through inhibition of pyruvate dehydrogenase kinases (PDK1-4), promotes mitochondria-regulated apoptosis and hence, inhibits tumour growth and reduces its proliferation. In this study, a series of novel N-aryl-2,2-dichloroacetamide and aryl-2,2-dichloroacetate derivatives were designed and synthesized. Their cytotoxic activities against various human cancer cell lines including A549, HCA-7, MCF-7, MDA-MB-231, KB and SKOV3 were evaluated. These compounds showed satisfactory potencies with much higher anticancer activity than the parent compound DCA, against the studied cancer cell lines. Molecular docking studies were also done to find their binding site and types of their interactions with PDKs isoenzymes. Among the synthesized compounds, 2,2-dichloro-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)acetamide (f1) can also induce A549 cells apoptosis. Therefore, compound f1 might have a potential value for further study in drug development. QSAR studies of this class of compounds were also explored using a collection of chemometrics methods.
- Faghih, Zahra,Faghih, Zeinab,Fereidoonnezhad, Masood,Mojaddami, Ayyub,Rezaei, Zahra,Sadeghian, Batool,Sakhteman, Amirhossein,Seradj, Hassan,Tabaei, S. Mohammad Hossein
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- Reaction of trichlorides of phosphono carboxylic acids with acetylacetone, acetoacetic ester, and phenols
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Reactions of trichloride of phosphono carboxylic acid with β-dicarbonyl compounds proceed at the active methylene group with the formation of the С-acylation product with a small admixture of the product of O-acylation. The C-acylation products undergo in
- Ismailov,Yusubov,Sadykhova,Mamedov,Mamedbekova
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p. 1630 - 1632
(2016/08/26)
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- Effect of the acyl group in the reaction of imidazole with acyl-substituted 4-nitrophenyl acetates in acetonitrile and in aqueous acetonitrile with a low water content
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Reactions of imidazole with 4-nitrophenyl chloroacetate and dichloroacetate have been studied in acetonitrile and in 0.56 mol dm-3 water in acetonitrile.The second-order dependence, beside the first-order term in imidazole, is observed for all
- Neuvonen, Helmi
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p. 951 - 954
(2007/10/02)
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- General Base Catalysis in the Methanolysis of 4-Nitrophenyl Acetates
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The rates of methanolysis of 4-nitrophenyl acetate, chloroacetate, and dichloroacetate have been measured in the presence of pyridines and imidazoles.Methyl substitution at the 2- and 6-positions in pyridine causes only a slight reduction in reactivity.A
- Neuvonen, Helmi
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p. 669 - 673
(2007/10/02)
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