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...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.展开更多
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 ana...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.展开更多
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...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.展开更多
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...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.展开更多
Four "picket fence" porphyrin atropisomers were respectively synthesized from the four corresponding atropisomers of meso-tetra(o-aminophenyl)porphyrin that had been chromatographed on a column eluted with petrole...Four "picket fence" porphyrin atropisomers were respectively synthesized from the four corresponding atropisomers of meso-tetra(o-aminophenyl)porphyrin that had been chromatographed on a column eluted with petroleum ether and ethyl acetate. Results show that each atropisomer could be successfully synthesized by controlling the acylation temperature at 0 ℃. They were characterized by 1H NMR, HRMS, IR, UV-Vis and Langmuir-Blodgett(LB) film analyses. Although the results of HRMS, IR, UV-Vis analyses indicate there is no remarkable difference among the atropisomers, the results of the 1H NMR and the mean molecular areas obtained by LB film technique imply that the atropisomers are significantly discrepant. The former shows that the chemical shifts of the methyl and amide protons of each atropisomer are distinct, while the later presents that the different atropisomer molecules can occupy the different surface areas at the air/water interface.展开更多
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 ...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.展开更多
The reactions of 5,10,15,20-tetrakis(p-hydroxyphenyl) porphyrin 1 and 5-(p-hydroxyphenyl)-10,15,20-tris(p-methoxyphenyl) porphyrin 2 with 1-bromo-2,3,4,6-O-acetyl-alpha -D- glucoside 3 respectively afforded 5,10,15,20...The reactions of 5,10,15,20-tetrakis(p-hydroxyphenyl) porphyrin 1 and 5-(p-hydroxyphenyl)-10,15,20-tris(p-methoxyphenyl) porphyrin 2 with 1-bromo-2,3,4,6-O-acetyl-alpha -D- glucoside 3 respectively afforded 5,10,15,20-tetrakis[p-(2,3,4,6-O-acetyl-glucoside)-1-O-phenyl]porphyrin 4 and 5,10,15-tris(p-methoxyphenyl)-20-[p-(2,3,4,6-O-acetyl-glucoside)-1-O-phenyl] porphyrin 5. Their metal complexes Co-II(4), Mn-II (4) and Co-II(5), Mn-II'(5) also have been prepared. These new compounds have been identified by IR, UV-visible,H-1 NMR spectra and elemental analysis.展开更多
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 ...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.展开更多
A mono-funtionalised tetraphenylporphyrin (TPP) bearing valine moiety at the phenylring was synthesized for photocytotoxicity examination in four steps, starting from regiospecificmono-nitration of TPP at the phenyl r...A mono-funtionalised tetraphenylporphyrin (TPP) bearing valine moiety at the phenylring was synthesized for photocytotoxicity examination in four steps, starting from regiospecificmono-nitration of TPP at the phenyl ring. The in vitro photocytotoxicitic effect against SPC-Aladenocarcinona cell line was tested.展开更多
A synthetic method of porphyrins tailed with salicylic substituents is described. Reaction of bromoalkoxyphenyl porphyrin 1 with salicylic acid gave porphyrins 2~5. These new compounds were confirmed by 1H NMR, IR, ...A synthetic method of porphyrins tailed with salicylic substituents is described. Reaction of bromoalkoxyphenyl porphyrin 1 with salicylic acid gave porphyrins 2~5. These new compounds were confirmed by 1H NMR, IR, UV-vis, MS and elemental analysis, and observed their interaction with bovine serum albumin (BSA) in fluorescence spectrum.展开更多
The synthesis and characterization of a series of metal porphyrins, MII(Por), {Por=dianionic of 5, 10, 15, 20-tetrakis [4-(4′-bromobutyloxy) phenyl]porphyrinato and 5, 10, 15, 20-tetrakis [4-(4′-butyloxypyridine bro...The synthesis and characterization of a series of metal porphyrins, MII(Por), {Por=dianionic of 5, 10, 15, 20-tetrakis [4-(4′-bromobutyloxy) phenyl]porphyrinato and 5, 10, 15, 20-tetrakis [4-(4′-butyloxypyridine bromide)phenyl]porphyrinato, M=Zn, Cu, Mn, Co, Ni, Ru-CO} were described. The complexes 3a-3e were prepared from the reactions of compound 2 with metal acetates in chloroform, and the treatment of 3a-3f with excess of pyridine gave corresponding complexes 4a-4f. These new compounds were identified by absorption spectroscopies,1H-NMR and elemental analyses. The results of biological activity testing for 4a-4f revealed that 4a and 4c had stronger inhibiting action on the growth metabolism ofEsche richia coli.展开更多
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 1...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.展开更多
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,...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.展开更多
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 mang...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.展开更多
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 ...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.展开更多
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]-pyr...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.展开更多
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...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.展开更多
文摘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.
文摘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.
基金the National Natural Science Foundation of China(No 59783001)
文摘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.
基金We are gratefully acknowledged financial support of this work by the National Natural ScienceFoundation of China (2007 1034) the N.S.F of Guangdong Province of China.
基金the School of Pharmacy of Southwest University for their partial support to this work.
文摘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.
基金Supported by the National Natural Science Foundation of China(No.20806025)
文摘Four "picket fence" porphyrin atropisomers were respectively synthesized from the four corresponding atropisomers of meso-tetra(o-aminophenyl)porphyrin that had been chromatographed on a column eluted with petroleum ether and ethyl acetate. Results show that each atropisomer could be successfully synthesized by controlling the acylation temperature at 0 ℃. They were characterized by 1H NMR, HRMS, IR, UV-Vis and Langmuir-Blodgett(LB) film analyses. Although the results of HRMS, IR, UV-Vis analyses indicate there is no remarkable difference among the atropisomers, the results of the 1H NMR and the mean molecular areas obtained by LB film technique imply that the atropisomers are significantly discrepant. The former shows that the chemical shifts of the methyl and amide protons of each atropisomer are distinct, while the later presents that the different atropisomer molecules can occupy the different surface areas at the air/water interface.
基金supported by the University Project of Gansu Province(2017A-095)13th Five-Year Period Education Plan of Gansu Province(GS[2017]GHB0360)the National Natural Science Foundation of China(21702089)
文摘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.
基金This work was supported by the National Natural Science Foundation of China(projects No.29972035).
文摘The reactions of 5,10,15,20-tetrakis(p-hydroxyphenyl) porphyrin 1 and 5-(p-hydroxyphenyl)-10,15,20-tris(p-methoxyphenyl) porphyrin 2 with 1-bromo-2,3,4,6-O-acetyl-alpha -D- glucoside 3 respectively afforded 5,10,15,20-tetrakis[p-(2,3,4,6-O-acetyl-glucoside)-1-O-phenyl]porphyrin 4 and 5,10,15-tris(p-methoxyphenyl)-20-[p-(2,3,4,6-O-acetyl-glucoside)-1-O-phenyl] porphyrin 5. Their metal complexes Co-II(4), Mn-II (4) and Co-II(5), Mn-II'(5) also have been prepared. These new compounds have been identified by IR, UV-visible,H-1 NMR spectra and elemental analysis.
文摘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.
文摘A mono-funtionalised tetraphenylporphyrin (TPP) bearing valine moiety at the phenylring was synthesized for photocytotoxicity examination in four steps, starting from regiospecificmono-nitration of TPP at the phenyl ring. The in vitro photocytotoxicitic effect against SPC-Aladenocarcinona cell line was tested.
文摘A synthetic method of porphyrins tailed with salicylic substituents is described. Reaction of bromoalkoxyphenyl porphyrin 1 with salicylic acid gave porphyrins 2~5. These new compounds were confirmed by 1H NMR, IR, UV-vis, MS and elemental analysis, and observed their interaction with bovine serum albumin (BSA) in fluorescence spectrum.
基金Supported by the National Natural Science Foundation of China( No:2 9972 0 35 ) and the Zi-Qiang Science Foundationof Wuhan University2 0 0 0
文摘The synthesis and characterization of a series of metal porphyrins, MII(Por), {Por=dianionic of 5, 10, 15, 20-tetrakis [4-(4′-bromobutyloxy) phenyl]porphyrinato and 5, 10, 15, 20-tetrakis [4-(4′-butyloxypyridine bromide)phenyl]porphyrinato, M=Zn, Cu, Mn, Co, Ni, Ru-CO} were described. The complexes 3a-3e were prepared from the reactions of compound 2 with metal acetates in chloroform, and the treatment of 3a-3f with excess of pyridine gave corresponding complexes 4a-4f. These new compounds were identified by absorption spectroscopies,1H-NMR and elemental analyses. The results of biological activity testing for 4a-4f revealed that 4a and 4c had stronger inhibiting action on the growth metabolism ofEsche richia coli.
基金supported by the University Project of Gansu Province(2017A-095)the 13th Five-Year Period Education Plan of Gansu Province(GS[2017]GHB0360)
文摘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.
文摘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.
文摘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.
文摘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.
文摘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.
文摘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.