• Journal of Photoscience
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• v.9 no.2
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• pp.174-177
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• 2002

Sugar-linked porphyrin and chlorin compounds have been synthesized. Phototoxicity of these compounds against the HeLa cell line was also examined. For the porphyrin derivatives, the higher activity was observed for a derivative having four OH-protected sugar moieties. For the chlorin derivatives, OH-unprotected free-base derivatives were generally effective. Singlet oxygen producing ability were examined to evaluate the activity on photodynamic therapy of the compounds.

• Rapid Communication in Photoscience
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• v.2 no.2
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• pp.39-41
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• 2013

It is interesting to introduce viologen moiety into photoactive compounds such as porphyrin and anthracene in the study of supramolecular system such as pseudorotaxanes. For the construction of photoactive pseudorotaxane based on porphyrin-viologen-anthracene triad or its zinc derivative threaded with bis-p-phenylene-34-crown-10 macrocycle, porphyrin-viologen-anthracene triad 1 and its zinc derivative zinc porphyrin-viologen-anthracene triad 2 were prepared and their absorption and fluorescence spectral properties were measured.

• Transactions of the Korean hydrogen and new energy society
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• v.2 no.1
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• pp.7-13
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• 1990

We are interested in studying the artificial photolysis of water which mimics the natural plant photosynthesis. In the artificial system there should be a proper photosensitizer, electron donor and electron acceptor. Since Mn-tetramer is known to be the essential part for the oxygten-evolving system in the natural photosynthesis, it is important to know or study the reactivity of Mn-porphyrins. As a model for the Mn-tetramer in the natural photosynthesis, we prepared the lipophilic and hydrophilic Mn-porphyrins. For the lipophilic porphyrin with long hydrocarbon chain, the long hydrocarbon chain was inserted in the porphyrin ring formation step. For the hydrophilic porphyrin, the porphyrin was sulfonated with sulfuric acid. These syntheses of lipophilic and hydrophilic Mn-porphyrins are significant, since the behaviors of these compounds will be different in the microemulsions or vesicles. We also found that the Mn-porphyrins were photoreduced in the microemulsion and water in the presence of amines.

• Journal of the Korean Chemical Society
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• v.35 no.5
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• pp.569-574
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• 1991

Six free base porphyrins were synthesized by reacting pyrrole with benzaldehyde or its derivatives and then reacted with metal chlorides to prepare corresponding metal complexes. In addition, polymer-bonded porphyrins were synthesized by treating chloromethylated styrene-divinyl benzene (1%) copolymer beads with meso-tetra (p-aminophenyl)porphyrin (TNPP) solution and then treated with cupric chloride to obtain Cu(Res-NH-TPP-$NH_2$). The porphyrin compounds were characterized by visible, inffrared and electron spin resonance spectral analyses. The metal contents of metalloporphyrins were determined by atomic adsorption spectrophotometry. The synthesized porphyrin compounds were subsequently examined for their catalytic strength and found the activity to increase in the following order: free base porphyrins; metalloporphyrins; polymer-bonded metalloporphyrin. Among metalloporphyrins, Cu-TNPP showed the greatest catalytic power.

• Proceedings of the Korea Society of Environmental Toocicology Conference
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• 2003.10a
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• pp.175-175
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• 2003

Phthalocyanine, a water soluble porphyrin derivative and dye, is known to inhibit the mutagenic and carcinogenic actions of compounds having polycyclic structures, e.g. heterocyclic amines. There is evidence that this adsorbent effect shows by a complex formation between the porphyrin-like structure of phthalocyanine and the planar molecular surfaces of theses compounds. That phthalocyanine can form an insoluble material when mixed with chitosan, a polyglucosamine, and that the solid chitosan-phthalocyanine, named Eco-Blue, thus prepared can efficiently adsorb polycyclic mutagenic compounds. The adsorption was experimented by UV/VIS spectrometry. The adsorbent effects of mutagens and carcinogens was identified by Gas chromatography (GC) and Ames Test. The adsorbed polycyclic mutagens were elutable with buffer, but only to small extents. Chitosan-phthalocyanine may be expected to be useful as an adsorbent against polycyclic mutagens and carcinogens.

• Applied Chemistry for Engineering
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• v.24 no.3
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• pp.266-273
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• 2013

Phthalocyanine (Pc), porphyrin, subphthalocyanine, and perylene compounds can be applicable to the fields of optical storage media, organic solar cell, LCD, PDP, semiconductor, and counterfeit money detection etc. In this study, phthalocyanine hybrid derivatives were synthesized by cross-linking perylene, subphthalocyanine, or porphyrin to the main frame of Pc. Absorbtion band of two different wavelengths appeared simultaneously in the phthalocyanine hybrid derivatives. Compared to phthalocyanine, the solubility was enhanced and the degree of Q-band shift was changed according to the kind of substitute compounds. The chemical and optical properties of samples were analyzed using FT-IR, $^1H-NMR$, and UV-Vis spectroscopic techniques.

• Journal of Photoscience
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• v.3 no.1
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• pp.1-7
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• 1996

When cucumber (Cucumis sativus L.) cotyledon discs were floated on $\delta$-aminolevulinic acid, oxyfluorfen, or rose bengal solution under light condition following 20 h dark incubation, rapid electrolyte leakage from the tissues occurred. The electrolyte leakage from the tissues was dependent on the compounds treated, their concentrations, and the duration of light exposure to the tissues. Dark incubation before exposure to continuous white light enhanced electrolyte leakage from the tissues treated with the compounds and reduced lag period for the activity of the compounds. Electrolyte leakage from the treated tissues was greatly influenced by the light intensity to which they were exposed. Higher light intensities stimulated electrolyte leakage and reduced lag period. Porphyrin biosynthesis inhibitors, gabaculine and 4,6-dioxoheptanoic acid, completely inhibited electrolyte leakage from the oxyfluorfen-treated tissues. Protection against the activity of $\delta$-aminolevulinic acid from electrolyte leakage was complete with 4,6-dioxoheptanoic acid, but not with gabaculine. However, gabaculine and 4,6-dioxoheptanoic acid gave no such protection against rose bengal activity. In summary, our results indicate that $\delta$--aminolevulinic acid, oxyfluorfen, and rose bengal exert their effects by causing electrolyte leakage from the treated tissues in a similar manner, except that oxyfluorfen has an apparent lag period for its action on electrolyte leakage increase. All above compounds require preincubation of treated tissues in darkness and subsequent light exposure with a high intensity for their maximal activities. Our results also support that in the presence of light, $\delta$-aminolevulinic acid and oxyfluorfen cause cellular damage through the indirect generation of singlet oxygen from accumulated tetrapyrroles of porphyrin pathway, whereas rose bengal causes cellular damage through the direct generation of singlet oxygen.

• Bulletin of the Korean Chemical Society
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• v.27 no.1
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• pp.77-81
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• 2006

The commercially available Amberlite XAD-2 and XAD-4 resins were modified with macrocyclic protoporphyrin IX (PPIX) or tetrakis(p-carboxyphenyl) porphyrin (TCPP) to enhance the adsorption capacity for phenol and chlorophenols. The chemically modified polymeric adsorbents (XAD-2+PPIX, XAD-2+TCPP, XAD-4+PPIX, and XAD-4+TCPP) were applied to the solid phase extraction as an adsorbent material for the preconcentration of phenol and chlorophenols in environmental waters. Generally, the synthesized adsorbents showed higher recoveries than underivatized adsorbents, XAD-2 and XAD-4, without matrix interferences. Especially, XAD-4+PPIX showed more than 90% recoveries for all compounds used in this study including hydrophilic phenol. The major factor for the increase of the adsorption capacity was the increase of $\pi$-$\pi$ interaction between adsorbents and samples due to the introduction of the porphyrin molecule. However, the breakthrough volumes and recovery values of the XADs+TCPP columns were slightly decreased for the bulky chlorophenols such as TCP and PCP. Using molecular mechanics methods, the structures of TCPP and PPIX were compared with that of porphine, the parent molecule of porphyrin. Four bulky p-carboxyphenyl groups of TCPP were torsional each other, thus the molecular plane of TCPP were not on the same level. In conclusion, the decrease of breakthrough volumes and recovery values of XADs+TCPP columns for bulky phenols can be explained by the steric hindrance of the $\pi$-$\pi$ interaction between porphyrin plane and the phenols.

• Bulletin of the Korean Chemical Society
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• v.26 no.7
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• pp.1031-1032
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• 2005

• Journal of Photoscience
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• v.9 no.2
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• pp.178-181
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• 2002

Pyropheophorbide and pheophorbide-photosensitizers as chlorin analogues are promising new compounds for PDT because the chlorin analogues are activated with much longer red light at > 670nm and produce less long-term normal tissue phototoxicity than Photofrin. The various chlorin derivatives can be obtained by moditying peripheral substituted group among which meso-H, vinyl group and exocyclic ring are the most active positions. These characteristics prompted us to introduce various groups for constructing modified pyropheophorbide and pheophorbide a compounds. A stereospecific introduction of various double bonds at 3-position was performed to methylpheophorbide a to give a long hydrophobic moiety and cyclic derivatives. Chlorin-C$_{60}$ dyad and chlorin- $C_{60}$-porphyrin triad also were easily prepared by the reaction of terminal aldehyde of methyl pyropheophorbide a. For the reaction on meso $\delta$-position bromination and Vismeier formylation can occur. N,N-dimethylaminoacrolein also reacted on $\delta$-position and was cyclized to isobacteriochlorin, but other modification has not been succeeded. Exocyclic keto function was also modified to give purpurin derivatives, bicyclic and spiro compounds. In this presentation we report a series of modified pyropheophorbide and pheophorbide a derivatives.s.