The First Total Synthesis of Triprenylquinone and Hydroquinones

First total synthesis of triprenylquinone and hydroquinones, three naturally occurringcompound 1, 2 and （±） 3, have been achieved from readily available 2-bromo-5-methyl-1,4-dimethoxybenzene 4 and geranyl bromide. The triprenylquinone and hydroquinones precursor were readily prepared with use of a Julia reaction.

One-Pot Process of Naphthoquinones Synthesis from Hydroquinone in the Presence of Solutions of Mo-V-P Heteropolyacids as Bifunctional Catalysts

1,4-Naphthoquinones (NQ) is a class of organic compounds with a number of important properties. However, the existing methods of their synthesis either give a low NQ yield or multistage and require a lot of time. In the present work new one-pot process of NQ synthesis from hydroquinone (HQ) and substituted 1,3-dienes at room temperature is proposed. The solution of heteropolyacid H7PMo8V4O40 (HPA-4) is used as a bifunctional (acid and redox) catalyst for this process. The influence of a number of factors on key process parameters has been studied. It is demonstrated that unsubstituted and a number of alkyl substituted NQ with the yields of 50% - 80% and purity of 92% - 99% can be obtained by this method. The results obtained allow to significantly simplify the synthesis of NQ directly from HQ in comparison with the described similar methods.

Synthesis and anticancer activities of porphyrin induced anticancer drugs

In view of the property of porphyrin＇s accumulation selectively in tumor, the ftorafur was modified by binding a porphyrin block to improve its tumor targeting and reduce its side effects. These novel porphyrin derivatives and metal compounds were synthesized under mild conditions with satisfactory yield, and the constructions of all these new compounds were characterized by UV, IR, MS, ^1H NMR spectra and elementary analysis. Their anticancer activities were evaluated by MTT assay; the results indicated that the anticancer activities of compounds 4a-e were twice as high as that of ftorafur.

Synthesis,spectroscopic and electrochemical property of an unsymmetrical porphyrin and its Zn compound

In this article,a new 5-（p-maleicaminophenyl）-10,15,20-triphenylporphyrin（H_2P） and relative zinc compound（ZnP） were synthesized and characterized by means of elemental analyses,UV-vis,IR,MS and 1H NMR spectroscopies.Furthermore,we have investigated the fluorescence spectroscopy of these compounds.The oxidation and reduction properties of the compounds were studied by the cyclic voltarnmetry,the oxidation-reduction potentials were obtained.

Synthesis and Purification of Porphyrin-Schiff Base Using Ethyl Vanillin

A novel porphyrin-Schiff base was synthesized via the condensation of 5-（4-aminophenyl） -10,15,20-triphenylperphyrin and ethyl vanillin. After analyzing the level of purification of the perphyrin-Schiff base, it was successfully separated. This perphyrin-Schiff base was characterized by using UV-Vis, IR,^1H NMR and MS spectroscopy.

Study on the synthesis and antimicrobial activity of novel cationic porphyrins

A novel series of quaternary ammonium cationic derivatives based on tetrapyridyl-porphyrin was synthesized. All the compounds were evaluated for their in vitro antibacterial activities against S. aureus, E. coli and P. aeruginosa, and antifungal activities against C. albicans, where microorganisms were exposed and unexposed to the irradiation. The results revealed that some of these compounds, especially, 3a and 4a displayed satisfactory antibacterial activity against Gram-positive bacteria S. aureus and moderate antifungal activity against C. albicans. Unfortunately, Gram-negative bacteria P aeruginasa was resistant to all compounds. The antimicrobial activity was found to be sensitive to the functional groups attached on the aromatic ring and the complex metal in the porphyrin ring, and decreased with the increase of electron-withdrawing capability of the functional groups. These preliminary results suggested that the remarkable antibacterial efficiency against S. aureus makes these substances promising antimicrobial agents.

Synthesis and Study of Spectroscopic Properties of Imidazole Porphyrin and Its Zn(Ⅱ) Complex

A novel sensitizer with imidazole zinc porphyrin as electron donor has been synthesized. The structure has been characterized by UV-Vis, elemental analyses and 1 H NMR.UV-Vis and fluorescence spectra show that it has good light absorbing properties in the range of visible light and suggests that it has potential applications in dye-sensitized solar cells.

Synthesis of Polymer-Bonded Carbonyl Ruthenium (Ⅱ) and Osmium (Ⅱ) Porphyrins

The reactions of 5- (p-hydroxyphenyl)-10, 15, 20-tris (p-methoxyphenyl) porphyrin(H2Por) 1 respectively with triruthenium dodecacarbonyl [Ru3 (CO)12] and triosmiumdodecacarbonyl [Os3 (CO)12] under N2 gave complexes 2 and 3. Treatment of 2 (and 3) withMerrifield' peptide resin gave 4 (and 5) respectively.

Synthesis of Novel Polymer-Bonded Water-Soluble Metal Porphyrins

The reaction of 5, 10, 15, 20-tetra-(4-pyridyl) porphyrin 1 with triruthenium dodecacarbonyl [Ru3(CO)12], zinc(II) acetate, copper(II) acetate, cobalt(II) acetate afforded complexes 2a?2d respectively. Treatment of 2a?2d with Merrifield’s peptide resin obtained 3a?3d. The compounds 3a?3d reacted with methyl iodide respectively gave 4a?4d. New complexes 4a?4d have been identified by IR, UV-visible spectra, and AES.

Synthesis of Novel Diporphyrins

The novel diporphyrin ligands in which the two porphyrin ring units attached via a rigid aromatic linker were prepared. Their structures have been identified by IR, UV visible, 1 H NMR spectra and elemental analysis.

Synthesis and Study of Spectroscopic Properties of 5-(1-Oxido-3-pyridyl)-10,15,20-triphenyl Porphyrin and Its Zn(Ⅱ) Complex

Two novel sensitizers with pyridine-N-oxide zinc porphyrin and its zinc porphyrin as the anchor group and electron acceptor have been synthesized. The structures have been characterized by UV, elemental analyses and 1H NMR. UV and fluorescence spectra show that they have good light absorbing properties in the range of visible light and suggest that they have potential applications in dye-sensitized solar cells.

Synthesis and characterization of a novel series of unsymmetrical porphyrins

A novel series of unsymmetrical porphyrins with aldehyde group at the terminal of the linkage which connected to meso-phenyl through acylamide bond have been synthesized and structurally characterized by IR, (1)H NMR, MS, UV–vis, fluorescence.

Synthesis of β-Cyclodextrin Bonded Metal Porphyrins

6-Deoxy- 6-iodo-β-cyclodextrin (1) reacted with 5-(p-aminophenyl)-10, 15,20-triphenyl porphyrin(2), 5-(p-aminophenyl)-10,15,20-triphenyl nickel(Ⅱ) porphyrin [NiⅡTPPNH2P](3),5-(p-aminophenyl)-10,15,20-triphenyl manganese(Ⅲ) porphyrin [MnⅢTPPNH2P] (4) and 5-(p-aminophenyl)-10,l5,20-triphenyl carbonyl ruthenium porphyrin [RuⅡ (CO)TPPNH2P] (5) to generate the compounds 6-9, respectively. Those new compound 5-9 have been identified by 1H NMR, IR, MS and UV-visible spectra and elemental analysis.

Study on Synthesis and Deplete Harmful Radical of Cobalt Porphyrins as the Mimic of Enzyme

The four cobalt porphyrins [Co (3, 4, 5 MeO TPP) (1) ; Co (TTP) (2) ; Co (4 CI TPP) (3);Co (4 HSO 3 TPP) (4)] were synthesized and considered as two mimic of superoxide dismutaes (SOD) and catalase (CAT). The catalytic efficiency of them on deplete the harmful radical have been proved using riboflavin methionine photoreduction method in the concentration range of 10 6 ～10 5 mol/L. The catalytic efficiency of them at decomposing H 2O 2 has been performed by spectrophotometer. The percentage of decomposing H 2O 2 while the increasing the concentration of the imitating compounds. The lipid peroxidationproduced in liver homogenatcd of mice was determined by spectrophotometer detecting the content of MDA.

Synthesis and Characterization of Novel Bridged Porphyrins

The reaction of 5-(4-hydroxyphenyl)-10,15,20-triphenyl porphyrin with 2,6-dibromomethylpyridine and 4,4′-dicarboxyl-2,2′-bipyridine respectively gave 2,6-bis-[5,10,15-triphenyl-20-(4-phenoxymethyl)-porphyrin-yl]-pyridine(3) and 4,4′-di-[5,10,15-triphenyl-20-(p-phenoxycarbonyl)-porphyrin-yl]-2,2′-bipyridine (4). 5-[4-(4′- Bromobutoxy) phenyl]-10,15,20-triphenyl porphyrin reacted with 2,6-dihydroxymethylpyridine to give 2,6-bis-[5,10,15-triphenyl-20-(4-(p-phenoxy)-butoxymethyl)-porphyrin-yl]-pyridine(5). Those new compounds have been identified by1H NMR, IR, MS and UV-visible spectra, and elemental analysis. Key words bridged porphyrin - synthesis - structure characterization CLC number O 626.13 Foundation item: Supported by the National Natural Science Foundation of China (29972035)Biography: FU Shi-tao (1979-), male, Ph. D candidate, research direction: porphyrin chemistry.

Synthesis of Polymer-Bonded Quaternary Ammonium Type Metal Porphyrins

The reaction of pyrrole with 4-hydroxybenzaldehyde and 4-pyridinecarboxaldehyde afforded new porphyrin ligand 1. Treatment of 1 with copper( II ) acetate, cobalt ( II ) acetate gave complexes 2-3 respectively. 2 and 3 reacted with Merrifield's peptide resin produced 4 and 5. Complexes 4 and 5 reacted with methyl iodide respectively gave 6-7. The new compounds 1-7 have been identified by H-1 NMR, IR, MS and UV-visible spectra, elemental analysis and AES.

Synthesis of Novel Tailed Porphyrins with Covalently Linked Saccharide

The reaction of 5-(p-hydroxyphenyl)-10, 15, 20- (p-methoxy phenyl) porphyrin with Br(CH2)4 Br produced monobromo substituted porphyrin 1. The tailed porphyrins 2–4 were synthesized by the reactions of 1 with small molecular offering biological activities such as D-glucose, D-glucuronic acid. These new compounds were confirmed by1H NMR, IR, UV-vis and element analyses.

Synthesis,Crystal Structure and Spectroscopic Properties of Novel 5-o-[1-(3-Ethoxymethyl-4-phenyl-5-ethoxycarbonyl-6-methyl-3,4-dihydropyrimidin-2-one)butoxy]phenyl-10,15,20-triphenyl Zinc Porphyrin

A novel compound 5-o-[1-（3-ethoxymethyl-4-phenyl-5-ethoxycarbonyl-6-methyl-3,4-dihydropyrimidin-2-one）butoxy]phenyl-10,15,20-triphenyl zinc porphyrin（C_（65）H_（56）N_6O_5Zn） was synthesized and characterized by NMR,FT-IR and MS. The compound crystallizes out from chloroform and methanol mixture solution,and its crystal structure was measured by single-crystal X-ray diffraction,monoclinic system,space group P2_1/c with a = 17.2741（6）,b = 16.3797（6）,c = 41.0919（16） A,b = 93.810（3）°,V = 11601.0（7） A^3,Z = 4,S = 1.021,F（000） = 5000,R = 0.0749 and wR = 0.1771. Additionally,it has been revealed by X-ray analysis that Zn of porphyrin is coordinated with carbonyl O of dihydropyrimidinone,thus the porphyrin and pyrimidinone rings are distorted by the Zn–O coordination bond.