- Synthesis and characterization of novel porphyrin-cinnamic acid conjugates
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A series of novel porphyrin-cinnamic acid (porphyrin/CA) conjugates (4a-4c) have been synthesized by condensation of 5-(4-Hydroxyphenyl)-10,15,20-triphenyl- porphyrin (1) with different substituted cinnamic acids (CAs) through an alkyl linker due to the biological activities of CAs and the application of porphyrins in photodynamic therapy (PDT) of cancer. Their related zinc (II) complexes (5a-5c) were also prepared. These novel compounds have been fully characterized by 1H NMR, Infrared (IR), Mass spectra (Ms) and Elemental analysis. The photophysical properties of these target molecules were studied by absorption and Fluorescence spectroscopy. In solution, the effect of pH, ionic strength in acid media and concentration on the aggregation behaviors of 4a has also been investigated by UV–Vis spectra. The broadened and red shifted Soret band indicated the formation of J-aggregates when the pH value was up to 2.0 in THF-aqueous solution. Furthermore, the higher ionic strength of 0.3 M NaCl in acid media resulted in the generation of J-aggregates in THF-aqueous solution. And the significant blue shift of Soret band also demonstrated the formation of H-aggregates of 4a at 1.1 × 10?4 M in THF.
- Zhao, Baojuan,Wang, Minzhen,Wang,Yu, Pengfei,Wang, Na,Li, Fengjuan
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- Dual investigation of lanthanide complexes with cinnamate and phenylacetate ligands: Study of the cytotoxic properties and the catalytic oxidation of styrene
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Eleven lanthanide compounds [Y(cinn)3] (1), [La(cinn) 3] (2), [La(4-OMecinn)3]·2H2O (3), [La(4-Clcinn)3]·2H2O (4), [La(4-OMephac) 3]·4H2O (5), [La(4-Clphac)3] ·3H2O (6), [Ce(cinn)3] (7), [Nd(cinn)3] (8), [Sm(cinn)3]·H2O (9), [Yb(cinn)3] (10) and [Sm(4-OMephac)3]·H2O (11) containing carboxylato ligands (cinn = cinnamate; 4-OMecinn = 4-methoxicinnamate; Clcinn = 4-chlorocinnamate; 4-OMephac = 4-methoxyphenylacetate; 4-Clphac = 4-chlorophenylacetate) have been synthesized and characterized by elemental analysis, IR, 1H and 13C NMR spectroscopy, thermal analysis and X-ray diffraction powder patterns. In addition, compound 11 was characterized by single crystal X-ray diffraction studies. The cytotoxic activity of these complexes has been tested against three different human tumour cell lines HL60 (human promyelocytic leukemia), K562 (human erythromyeloblastoid leukemia) and MCF7 (breast cancer), observing a very modest cytotoxic activity for all tested compounds. In addition, toxicity tests to macrophages and erythrocytes have also been carried out, observing that none of the compounds is toxic against these immunocompetent cells. Finally, all the synthesized compounds have been tested as catalysts for styrene oxidation observing conversions higher than 50% after 19 h of reaction as well as a relatively high selectivity to two main products benzaldehyde (BzA) and 1-phenylethane-1,2-diol (PhED). Complex 7 presents the higher conversion (99.56%) with a relatively high selectivity towards PhED of 72.07%.
- Aragón-Muriel, Alberto,Camprubí-Robles, María,González-Rey, Elena,Salinas-Castillo, Alfonso,Rodríguez-Diéguez, Antonio,Gómez-Ruiz, Santiago,Polo-Cerón, Dorian
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p. 117 - 128
(2014/08/18)
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