A new series of cationic Schiff bases was synthesized and their chemical structures were confirmed using elemental analysis, infrared spectra and nuclear magnetic resonance. The surface properties of the surfactant solutions including surface tension, effectiveness, efficiency, critical micelle concentration, maximum surface excess and minimum surface area were calculated using surface tension-log concentration profiles. The surface parameters were strongly dependent on the hydrophobic chain length. The thermodynamic properties of the surfactants in their solutions showed the spontaneous behavior of both adsorption and micellization processes. The thermodynamic data revealed that the adsorption of the surfactant molecules at the air/water interface was more favorable than the micellization in the bulk of their solutions. The synthesized surfactants were evaluated with regard to their preventing the corrosion reaction of carbon steel in acidic media and also their acting as antibacterial biocides to inhibit bacterial growth. The data of corrosion and antibacterial evaluations showed the high efficiency and applicability of these compounds in these uses.
in Wiley Online Library (wileyonlinelibrary.com).4-(4-Chlorobenzylidene)-2,5-diphenyl-2,3-dihydro-3H-pyrazol-3-one 3a and 4-(3,4-dimethoxybenzylidene)-5-phenyl-2,3-dihydro-3H-pyrazol-3-one 3b were prepared and were reacted with phenylhydrazine, thiosemicarbazide, hydroxylamine hydrochloride, ethyl acetoacetate, diethylmalonate, malononitrile, ethyl cyanoacetate, and thiourea yielding fused pyrazole derivatives. Some of the new compounds were reacted with cyclic and acyclic sugars to produce new S-, O-, and N-glycoside derivatives. The antitumor activity against the human breast cancer cells (MCF-7) was assessed. Four of the new compounds showed IC 50 values less than those of the positive control, indicating that these four compounds are better anticancer agents than doxorubicin.
The chalcone derivatives 3a,b were cyclized upon reaction with thiourea to give the pyrazolo[3,4-d]pyrimidine derivatives 5a,b. Condensation of 5a,b and their hydrazide derivatives 8a,b with cyclic and acyclic glucose gave the condensed S- and N-glycosides 7a,b and 9a,b, respectively. Reaction of 3b with ethyl cyanoacetate followed by reaction with cyclic glucose afforded a mixture of the O- and/or N-glycoside isomers 12 and 13, respectively. The pyrazolo[3,4-c]pyrazole derivative 14 was also obtained from the reaction of 3b with hydrazine hydrate. A number of the synthesized compounds were screened for their antitumor activity against three different tumor cell lines HEPG2 (liver), HCT116 (colon) and MCF-7 (breast) with a docking study against CDK2.
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