Browsing by Author "Dundar, Abdurrahman"

Now showing 1 - 9 of 9

Design of Novel Binuclear Phthalocyanines Formed by Dioxyphenyl Bridges: Synthesis and Investigation of Thermal and Antioxidant Properties
(Wiley-v C H verlag Gmbh, 2012) Agirtas, M. Salih; Gumus, Ilkay; Okumus, Veysi; Dundar, Abdurrahman
4, 4'-(1, 4-Phenylenebis(oxy)diphthalonitrile was synthesized by reaction of hydroquinone with 4-nitrophthalonitrile. Binuclear metallophthalocyanines 24 were obtained by the reaction between 4, 4'-(1, 4-phenylenebis(oxy)diphthalonitrile and 4-(benzo [d] 1,3 dioxol-5-ylmethoxy)phthalonitrile in the presence of metal salts. These new compounds were characterized by using elemental analysis, FTIR, 1H-NMR and UV/Vis spectroscopic data. Thermal properties of phthalocyanines 2-4 were investigated by TG and DTA. In addition, antioxidant properties of compounds II, 3 and 4 were investigated. Their radical-scavenging capacity and chelating effects was fully studied. The maximum 1, 1-diphenyl-2-picrylhydrazyl radicals (DPPH) were obtained from compound 3. Chelating effects on ferrous ions were 91.6?% at concentration of 100 mg?L1 with compound II.
Metallo and Metal Free Phthalocyanines Bearing (4-(1(4 Substituents: Synthesis, Characterization, Aggregation Behavior, Electronic, Antioxidant and Antibacterial Properties
(Elsevier Science Sa, 2014) Agirtas, M. Salih; Guven, M. Emin; Gumus, Selcuk; Ozdemir, Sadin; Dundar, Abdurrahman
As starting material the phthalonitrile derivative bearing (4-(1(4-phenoxyphenyl)-1-phenylethyl)phenol substituents at peripheral position was prepared by a nucleophilic displacement reaction. Cyclotetramerization of 4-(4-(1-(4-hydroxyyphenyl)-1-phenylethyl)phenoxy)phthalonitrile derivative in the presence of corresponding metal salts gave the new metallophthalocyanines. Metal free phthalocyanine was obtained from the reaction of 4-(4-(1-(4-hydroxyyphenyl)-1-phenylethyl)phenoxy)phthalonitrile units. The novel compounds have been characterized by using various spectroscopic data. The aggregation investigations carried out in different concentrations indicate that 4-(4-(1-(4-hydroxyyphenyl)-1-phenylethyl)phenoxy)phthalocyanine compounds do not have any aggregation behavior for the concentration range of 10(-4)-10(-5) M in tetrahydrofuran. The antioxidant activities of novel compounds were analyzed through radical scavenging ability of 1,1-dipheny1-2-picrylhydrazyl, chelating ability to ferrous ions and reducing power. In addition to these, the antibacterial activities of compounds were investigated. Moreover, the ground-state geometries of the complexes were optimized using B3LYP/6-31G(d,p) level of density functional theory in order to predict the three-dimensional geometries and electronic structure. (C) 2014 Elsevier B.V. All rights reserved.
Metallo Phthalocyanines Bearing 2-Isopropyl Substituents: Synthesis, Characterization, Aggregation Behavior, Antioxidant and Antibacterial Activity, and Electronic Properties
(Wiley-v C H verlag Gmbh, 2014) Agirtas, M. Salih; Dede, Emrah; Gumus, Selcuk; Dundar, Abdurrahman; Okumus, Veysi
A novel phthalonitrile derivative bearing 2-isopropyl-6-methylpyrimidin-4-yloxy substituents at peripheral positions was synthesized by a nucleophilic substitution reaction. Metallophthalocyanines were obtained from the reaction of the novel phthalonitrile with metal Zn, Cu, Co, and Ni salts. The characterization of the compounds was performed using elemental analysis as well as UV/Vis, FT-IR, and H-1-NMR spectroscopy. The aggregation behaviors of phthalocyanine complexes were also investigated. These metallophthalocyanines do not show any aggregation behavior between 10 (4)-10 (6) M concentration range in THF. The antioxidant activities of the synthesized compounds were evaluated using three different tests: 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging, metal chelating activity, and reducing power assays. All the compounds exhibited various antioxidant activities. In addition, antimicrobial activity of the compounds was tested over four gram positive and two gram negative bacteria. Moreover, the ground-state geometries of the complexes were optimized using density functional theory (DFT) methods at B3LYP/6-31G(d,p) level in order to obtain information about the 3D arrangements and electronic structure.
Mononuclear Complexes Based on Pyrimidine Ring Azo Schiff-Base Ligand: Synthesis, Characterization, Antioxidant, Antibacterial, and Thermal Investigations
(Wiley-v C H verlag Gmbh, 2014) Gulcan, Mehmet; Ozdemir, Sadin; Dundar, Abdurrahman; Ispir, Esin; Kurtoglu, Mukerrem
Six transition metal(II) complexes with the heterocyclic ligand HL (1), [CuL2]center dot H2O (2), [NiL2]center dot 3H(2)O (3), [CoL2]center dot 3H(2)O (4), [MnL2]center dot 3H(2)O (5), [ZnL2]center dot 2H(2)O (6), [PdLOAc]center dot H2O (7) [HL = 5-benzoyl-1-((E)-(2-hydroxy-5-((E)-phenyldiazenyl)benzylidene)amino)-4-phenylpyrimidin-2(1H)-one] were synthesized. The features of the azo Schiff bases were assigned from microanalytical, spectroscopic (IR, UV/Vis., H-1- and C-13 NMR, API-ES mass), magnetic, and molar conductivity measurements at room temperature as well as thermal analysis. The electronic absorption spectroscopy and magnetic susceptibility measurements of the complexes indicate square pyramidal arrangement for Pd-II and octahedral environment for all the other complexes. The azo Schiff base HL acts as a monobasic tridentate ligand, which commonly coordinates through the oxygen atoms of the phenol OH and the pyrimidine one group, and the nitrogen atom of the azomethine group. The thermal behaviors of the ligand and its metal complexes were studied using thermogravimetric analysis (TGA) and differential thermal analysis (DTA). The metal complexes proved to be more thermally stable than the ligand; they decomposed at 10-30 degrees C higher temperatures. Antioxidant properties of the ligand and its metal complexes (DPPH free radical scavenging, ferrous chelating and reducing power activities) were tested. Antimicrobial activities were studied with gram-positive bacteria, which included Bacillus subtilis and Staphylococcus aureus, whereas Escherichia coli and Pseudomonas aeruginosa represented gram negative bacteria.
Novel Cobalt(Ii), Zinc(Ii) Phthalocyanines Bearing Discrete Substituents: Synthesis, Characterization, Aggregation Behavior, Electrochemical Properties, and Antioxidant Activity
(Taylor & Francis inc, 2014) Agirtas, M. Salih; Cabir, Beyza; Dundar, Abdurrahman; Okumus, Veysi; Ceyhan, Gokhan
A new phthalonitrile derivative bearing 3,4,5-trimethoxy- benzyloxy and chloro-substituents at peripheral position was prepared by a nucleophilic displacement reaction. Cyclotetramerization of phthalonitrile derivative in dimethylsulfoxide (DMSO) gave the metallophthalocyanines. Novel Co(II), Zn(II) phthalocyanines (Pcs) were obtained from the reaction 4-[(3,4,5-trimethoxybenzyloxy]-5-chlorophthalonitrile and metal salts. The novel compounds have been characterized by using elemental analysis, UV-Vis, FTIR, H-1-NMR spectral data. The aggregation behaviors of Co(II), Zn(II) Pcs were also investigated. These metallophthalocyanines do not show any aggregation behavior between 1.2 x 10(-5) and 4.0 x 10(-6) M concentration range in DMF. The antioxidant activities of Pcs were investigated antioxidant assays such as free radical scavenging ability of 1,1-diphenyl-2-picryl-hydrazyl (DPPH) and ferrous ion chelating ability. Furthermore, the redox properties of the Pcs complexes were investigated by using cyclic voltammetry.
Several Biological Properties and Synthesis of 2-(4 Ethoxy Substitute Zinc Phthalocyanine
(Wiley, 2024) Solgun, Derya Gungordu; Ozdemir, Sadin; Dundar, Abdurrahman; Agirtas, Mehmet Salih
In this study, 4-(2-(4-methylthiazol-5-yl) ethoxy) phthalonitrile (3) and zinc phthalocyanine complex (4) were synthesized and characterized. UV-vis and fluorescence spectra, aggregation, and fluorescence parameters of the zinc phthalocyanine compound were investigated. As biological properties, DPPH radical capture, antidiabetic, DNA cutting, antimicrobial, photodynamic antimicrobial, anti-biofilm activities, and microbial cell viability parameters of the compounds were determined. The highest antioxidant activity was found as 62.80% at 100 mg/L concentration with compound 4, and compound 4 also showed the best antidiabetic activity as 65.17% at 400 mg/L concentration. In DNA cutting activity, it was determined that 3 and 4 cut DNA at all concentrations. For compounds 3-4, the minimum inhibitory concentration (MIC) values were found to be 32 and 16 mg/L for Enterococcus hirae and Enterococcus feacalis, respectively. The strongest MIC value of photodynamic antimicrobial activity was achieved as 4 mg/L for E. feacalis with 4. It was observed that both compounds inhibited the microbial viability activity of Escherichia coli by 100% at concentrations of 100 mg/L. Compound 4 inhibited biofilms of Pseudomonas aureginosa and Staphylococcus aureus as 92.48% and 98.56% at 50 mg/L concentration, respectively. In this study, the synthesis and characterization of the new zinc phthalocyanate complex and the investigation of many biological properties are included.image
Synthesis and Antioxidant, Aggregation, and Electronic Properties of 6-Tert Substituted Phthalocyanines
(Tubitak Scientific & Technological Research Council Turkey, 2018) Agirtas, Mehmet Salih; Cabir, Beyza; Gumus, Selcuk; Ozdemir, Sadin; Dundar, Abdurrahman
As a starting material, 7-tert-butyldibenzo [b,e] [1,4] dioxine-2,3-dicarbonitrile was prepared by the reaction of 4-tert-butylcatechol with 4,5-dichlorophthalonitrile. Metallophthalocyanine complexes (4-7) were obtained by cyclotetramerization of 7-tert-butyldibenzo [b,e] [1,4] dioxine-2,3-dicarbonitrile. All compounds were characterized by elemental analysis and other spectroscopic methods (IR, UV/Vis, and I-H NMR). Phthalocyanine compounds remained nonaggregated in tetrahydrofuran at the studied concentration ranges. Metallophthalocyanines (4-7) were tested for their antioxidant activities. The antioxidant activity processes included evaluation of radical-scavenging activity, chelating activity, and reducing power. These compounds were compared to standard antioxidant ascorbic acid. The electronic data of the new compounds were obtained by computational calculations at the B3LYP/6-31G (d,p) level of theory.
Synthesis and Biological Properties of Axially Bis(3,4,5-Trimethoxybenzyloxy) Phthalocyaninato Silicon (Iv)
(Elsevier Science Sa, 2024) Solgun, Derya Gungordu; Ozdemir, Sadin; Dundar, Abdurrahman; Agirtas, Mehmet Salih
In this study, bis(3,4,5-trimethoxybenzyloxy) phthalocyaninato silicon (IV) was obtained from the reaction of 3,4,5-trimethoxybenzyl alcohol with SiPcCl 2 . This phthalocyanine was characterized using 1 H NMR, FTIR, UV - vis and mass spectra. 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging, antidiabetic, deoxyribonucleic acid (DNA) cutting, biofilm inhibition, anti -microbial and antimicrobial photodynamic therapy (aPDT) activities of newly synthesized bis(3,4,5-trimethoxybenzyloxy) phthalocyaninato silicon (IV) molecule were studied. The best activities were 41.58 % at 100 mg/L for antioxidant and 41.66 % for antidiabetic at 400 mg/L concentration. The molecule degraded the biofilm matrix formed by Pseudomonas aeruginosa and Staphylococcus aureus as 78.61 % and 89.26 %, at 50 mg/L concentration, respectively. It was observed that E. coli , which was used as a model microorganism, was inhibited at a level close to 100 % even at the lowest concentration of 50 mg/L. While double strand break was observed at 50 mg/L DNA cutting activity, it was determined that DNA was reduced to nucleotides at 100 and 200 mg/L. The Pc also displayed effective antimicrobial and aPDT abilities against pathogens. With the application of aPDT, the effectiveness of antimicrobial activity increased 2 to 4 times. These increase rates are very important. The main conclusion of the study was that the newly synthesized compound exhibited various effective biological activities such as effective antioxidant, antidiabetic, DNA cleavage, antimicrobial, aPDT, biofilm inhibition and microbial cell viability inhibition.
Synthesis, Characterization, Aggregation Behavior, Antioxidant Activity, and Antibacterial Activity of Metallophthalocyanines Carrying Four Phthalonitriles Group
(Editura Acad Romane, 2016) Guven, M. Emin; Agirtas, M. Salih; Ozdemir, Sadin; Dundar, Abdurrahman
A novel phthalonitrile derivative and zinc (II), cobalt (II), and cupper (II) phthalocyanines complexes were synthesis and characterized. The novel compounds have been characterized by using various spectroscopic data FTIR, UV/vis, NMR, elemental analysis etc. The aggregation investigations carried out in different concentrations indicate that 4- (4-(1-(4-phenoxypheny1)-1-phenylethyl)phenoxy)phthalonitrile substituted phthalocyanine compounds do not have any aggregation behavior for the concentration range of 10(-4)-10(-5) M in tetrahydrofuran. The antioxidant properties of the phthalonitrile and its phthalocyanine compounds were evaluated in three series of in vitro tests: DPPH free radical scavenging, ferrous ion chelating activity and reducing power. Antimicrobial activities of compounds were investigated.