salicylates and aniline

A series of salicylanilide derivatives (compounds 1-32) were synthesised by reacting substituted salicylic acids and anilines. The chemical structures of these compounds were determined by (1)H-NMR, electrospray ionisation mass spectrometry (ESI-MS) and elemental analysis. The compounds were assayed for their antiproliferative activities against the Hep-G2 cell line by the 3-(4,5-dimethylthylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) method. Among the compounds tested, 22 and 28 showed the most favouable antiproliferative activities with 50% inhibitory concentration (IC(50)) values of 1.7 and 1.3 μM, respectively, which were comparable to the positive control of 5-fluorouracil (IC(50)=1.8 μM). A solid-phase ELISA assay was also performed to evaluate the ability of compounds 1-32 to inhibit the autophosphorylation of the epidermal growth factor receptor tyrosine kinase (EGFR TK). Docking simulations of 22 and 28 were carried out to illustrate the binding mode of the molecule into the EGFR active site, and the result suggested that both compounds 22 and 28 could bind the EGFR kinase well.

Topics: Aniline Compounds; Antineoplastic Agents; ErbB Receptors; Fluorouracil; Hep G2 Cells; Humans; Inhibitory Concentration 50; Molecular Dynamics Simulation; Nuclear Magnetic Resonance, Biomolecular; Phosphorylation; Protein Binding; Salicylanilides; Salicylates; Structure-Activity Relationship; Tetrazolium Salts; Thiazoles

The observation of triplet-triplet absorption and emission spectra of salicylidene-m-bromo-aniline in solution, is complicated by the possible colored isomer formation during the optical pumping for yotta-photonic excitation at room temperature. The short-lived (singlet-singlet) and long-lived (triplet-triplet) absorption spectra were recorded phographically by microsecond flash and nano-second laser flash photolysis techniques. Salicylidene-m-bromo-aniline complexes were purified by repeated recrystallization until further recrystallization produced no further changes for X-ray diffraction pattern and optical absorption, emission properties. For yotta-photon excitation system, light could be faster than usual, because of heat and to many photonic collisions in the cavity, slowed down by the molecule, and stopped or frozen in a molecular orbital for a short time from nano-second to atto-second. The physical properties of the absorbed photons, in a very high photon flux density (i.e. in a photon field) are different in photonic character, and the emitted photons by the excited states behaves differently in photon field, no splitting occurs for the absorbed or emitted lines like in electrical or magnetic fields.

Topics: Aniline Compounds; Cyclohexanes; Photons; Salicylates; Spectrum Analysis; Temperature