分类： 化学 >> 物理化学 提交时间： 2017-11-05 合作期刊: 《结构化学》
摘要： In order to enhance water-solubility and biological utilization rate of tectochrysin, sodium 5-hydroxyl-7-methoxyflavone-6-sulfonate (1) was synthesized and its structure was identified on the basis of 1H NMR, FT-IR and elemental analysis. 5-Hydroxyl-7-methoxyflavone-6-sulfonate was assembled with Ni(II) or Mn(II), hexaquanickel(II) bis(5-hydroxyl-7-methoxyflavone-6-sulfonate) tetrahydrate (2) and hexaquamanganese(II) bis(5-hydroxyl-7-methoxyflavone-6-sulfonate) tetrahydrate (3) were obtained and characterized by IR spectroscopy. The crystal structures of 2 and 3 were determined by X-ray single-crystal diffraction analysis. The results showed that 2 and 3 are isomorphous crystals and crystallize in monoclinic crystal system, space group C2/c. In 2 and 3, the supramolecular structures are organized into hydrophilic and hydrophobic regions. Hydrophilic regions are generated by O–H×××O hydrogen bonds among sulfonate groups, latticed water molecules and coordinated water molecules. The π-π stacking interactions assemble the flavone skeletons into columns and these columns form hydrophobic regions. The sulfonate groups play an important role as a bridge of the hydrophilic and hydrophobic regions as well as the inorganic and organic components. Three-dimensional networks of 2 and 3 are furnished by extensive array of hydrogen bonds, π-π stacking interactions and electrostatic interactions. The anti-proliferative activities of 1～3 in vitro against human leukemia cells K562 and human lung cancer cells A549 were evaluated by the standard MTT assay. The pharmacological activity results showed that the introduction of sulfonic acid groups enhanced the antitumor activity of tectochrysin.
分类： 化学 >> 物理化学 提交时间： 2017-11-05 合作期刊: 《结构化学》
摘要： Using 4΄-methoxy-5-hydroxyisoflavone and 4΄,5-dihydroxy-7-methoxyisoflavone as leding compounds, 6-methoxy-2H-phenanthro[9,10-c]pyrazol-11-ol (1a) and 9-methoxy-2H-phenanthro [9,10-c]pyrazol-6,11-diol (1b) were synthesized by two dehydration processes in the EtOH solution. They were characterized by IR, 1H NMR and 13C NMR. The black prism crystal of 1a was grown by the slow solvent evaporation technique from 40:1 (v/v) CHCl3/MeOH, and it was determined by single-crystal X-ray diffraction. In the crystal structure, 1a was stabilized by intramolecular (O–H···N) and intermolecular (N–H···O, O–H···O, π···π, C–H···π) interactions. In addition, the fluorescence properties of 1a and 1b in the base and neutral media revealed that they possessed excited state intramolecular proton transfer phenomena (ESIPT).
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