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Beneficial effects of chrysin on the reproductive system of adult male rats
(Wiley, 2012) Ciftci, O.; Ozdemir, I.; Aydin, M.; Beytur, A.
In this study, the beneficial effect of chrysin, a natural flavonoid currently under investigation due to its important biological activities, on reproductive system of rats was investigated. Rats (n = 16) were divided randomly into two equal groups. Rats in control group were given corn oil as carrier. Chrysin was orally administered at the dose of 50 mg kg-1 per day by gavages, and it was dissolved in corn oil for 60 days. Tissue thiobarbituric acid reactive substances (TBARS) and glutathione (GSH) levels, antioxidant enzyme activity (CAT, SOD and GSH-Px), sperm parameters (motility, concentration and abnormal sperm rate), reproductive organ weight (testes, epididymis, vesicula seminalis, prostate) and serum testosterone levels were determined in the rats. Our results indicated that chrysin significantly increased GSH, CAT, GSH-Px and CuZn-SOD levels, but did not change the formation of TBARS significantly. In addition, sperm motility, sperm concentration and serum testosterone levels significantly increased, whereas abnormal sperm rate significantly decreased with chrysin treatment. In conclusion, it is suggested that treatment with chrysin can positively affect the reproductive system in rats, and it can be used for the treatment of male infertility.
Copper-catalyzed azide-alkyne cycloaddition (CuAAC) under mild condition in water: Synthesis, catalytic application and biological activities
(Elsevier Science Sa, 2017) Touj, N.; Chakchouk-Mtibaa, A.; Mansour, L.; Harrath, A. H.; Al-Tamimi, J. H.; Ozdemir, I.; Mellouli, L.
A series of Cu-N-heterocyclic carbene (Cu-NHC) complexes, 3a-c, were synthesized and characterized by spectroscopic methods such as NMR, HRMS and elemental analysis. The performance of these (Cu-NHC) complexes, 3a-c showed excellent activity in 1,3-dipolar cycloaddition reactions between alkynes and azides to obtain 1,4-disubstituted triazoles 6a-d in 80%-91% isolated yields. All obtained complexes especially compounds 3a and 3c, presented significant inhibitory activity against the tested food-borne pathogens and clinical microorganisms. The compound 3a presents against S. aureus a MIC value of 4.8 mg/ml quite similar to that of ampicillin (4 mg/ml) used as standard. Compounds 3a and 3b, from a concentration of 0.5 mg/ml, present an identical scavenging activity to that of the two used controls butylated hydroxytoluene (BHT) and gallic acid (GA). Concerning acetylcholinesterase inhibition activity (AChEI), compound 6a presents an interesting AChEI activity with 68.3% of inhibition. (C) 2017 Published by Elsevier B.V.
The defensive effects of synthetic organoselenium compounds on the antioxidative system of DMBA induced rat brain
(Blackwell Publishing, 2006) Talas, Z. Selamoglu; Yilmaz, I.; Ozdemir, I.; Gok, Y.; Orun, I.; Cetinkaya, B.
[Abstract Not Available]
Dichlorotriethylphosphine-[N-formyl-N,N'-bis(3,4-dimethoxy)benzyl-trimethylenediamine] platinum(II)
(Pleiades Publishing Inc, 2014) Sahin, O.; Ozcan, E. O.; Gurbuz, N.; Ozdemir, I.; Buyukgungor, O.
By treatment of 1,3-bis(3,4-dimethoxybenzyl)-3,4,5,6-tetrahydropyrimidinium chloride (1) with KOBu (t) and [PtCl2(PEt3)(2)](2) N-coordinated platinum complex (2) is obtained. The Pt atom is coordinated in square planar arrangements by two chloride ions in a trans-configuration, the N-formyl-N,N'-bisaryltrimethylenediamine nitrogen atom, and the phosphine P atom. An extensive three-dimensional network of three C-HaEuro broken vertical bar O hydrogen bonds, two C-HaEuro broken vertical bar pi and one pi aEuro broken vertical bar pi interactions are responsible for the crystal stabilization. Intermolecular hydrogen bonds and C-HaEuro broken vertical bar pi interactions produce R (2) (2) (6), R (2) (2) (22), R (2) (2) (24), R (3) (3) (23), R (4) (4) (26), and R (4) (4) (32) rings.
The effects of selenium on rainbow trout liver treated with heavy metals
(Blackwell Publishing, 2006) Talas, Z. Selamoglu; Orun, I.; Alkan, A.; Ozdemir, I.; Erdogan, K.; Yilmaz, I.
[Abstract Not Available]
EXPERIMENTAL AND THEORETICAL CHARACTERIZATION OF 3-(3,5-DIMETHYLBENZYL)-1-METHYL-3,4,5,6-TETRAHYDROPYRIMIDINIUM TRICHLORIDO(?6-p-CYMENE)RUTHENATE(II)
(Pleiades Publishing Inc, 2023) Ozdemir, N.; Karaca, E. O.; Gurbuz, N.; Ozdemir, I.
In this study, the title compound was synthesized, and its structure was illuminated by X-ray diffraction, H-1 and C-13 NMR spectroscopy methods. X-ray study shows that the crystal structure is stabilized by intermolecular C-H & ctdot;Cl hydrogen bonds. Quantum mechanical approach was carried out to study the molecular structure, NMR spectra and stability of the compound by using Density Functional Theory (DFT) with HSEH1PBE functional and LanL2DZ basis set. Hirshfeld surface analysis was used as theoretical approach to assess driving force for crystal structure formation via the intermolecular interactions in the crystal lattice. In addition, chemical reactivity and kinetic stability of the molecule based on frontier molecular orbital analysis were investigated.
Five complexes containing N,N-bis(2-hydroxyethyl)-ethylenediamine with tetracyanidopalladate(II): synthesis, crystal structures, thermal, magnetic, and catalytic properties
(Taylor & Francis Ltd, 2013) Korkmaz, S. Aslan; Karadag, A.; Korkmaz, N.; Andac, O.; Gurbuz, N.; Ozdemir, I.; Topkaya, R.
Five cyanide complexes, [Ni(N-bishydeten)Pd(CN)(4)] (1), [Cu(N-bishydeten)Pd(-CN)(2)(CN)(2)](n) (2), [Cu(N-bishydeten)(2)][Pd(CN)(4)] (3), [Zn(N-bishydeten)Pd(CN)(4)] (4), and [Cd(N-bishydeten)(2)][Pd(CN)(4)] (5) (N-bishydeten = N,N-bis(2-hydroxyethyl)-ethylenediamine), have been synthesized and characterized using various techniques. Different structures were formed when the M:L ratio was varied in copper complexes. The single-crystal X-ray diffraction analysis reveals that 2, a 1-D cyanide-bridged complex with 2,2-CT-type zigzag chain, was obtained by using 1:1M:L ratio whereas 3 was formed as a complex salt in a molar ratio of 1:2. The thermal stabilities determined from DTG(max) values of the first decomposition stages change in the order 1>5>4>3>2. Although an EPR signal was not observed for 1, the g parameters obtained from the EPR spectra of 2 and 3 indicate that Cu-II ions are located in tetragonally distorted octahedral sites (D-4h), and the ground state of the unpaired electron is (B-2(1g)). The magnetic behavior indicates a very small antiferromagnetic interaction below 10K for 1-3. In 3, there is a temperature-independent paramagnetism () due to the orbital moments of the d electrons. 1-3 were tested as catalysts in Suzuki and Heck coupling reactions.
AN IMIDAZOLIDIN-2-YLIDENE-BASED Pd-PEPPSI COMPLEX: AN EXPERIMENTAL AND THEORETICAL APPROACH
(Pleiades Publishing Inc, 2023) Ozdemir, N.; Kaloglu, M.; Ozdemir, I.
A PEPPSI-type imidazolidin-2-ylidene-based palladium(II) complex was prepared according to literature. Detail molecular structure of this complex has been confirmed by X-ray diffraction analysis and supplemented by theoretical calculations. Also, electronic properties of the complex were investigated by UV-Vis spectroscopy. The complex under scrutiny was found to adopt a trans arrangement with square-planar geometry. Furthermore, theoretical structure and spectroscopic data were obtained using density functional theory (DFT/HSEH1PBE) method and SDD basis set, and compared with the experimental data. In general, the theoretical findings were in line with the experimental outcomes.
In situ palladium/N-heterocyclic carbene complex catalyzed carbonylative cross-coupling reactions of arylboronic acids with 2-bromopyridine under CO pressure: efficient synthesis of unsymmetrical arylpyridine ketones and their antimicrobial activities
(Springer, 2019) Boubakri, L.; Al-Ayed, Abdullah S.; Mansour, L.; Harrath, A. A.; Al-Tamimi, J.; Ozdemir, I.; Yasar, S.
The carbonylative Suzuki cross-coupling of 2-bromopyridine with various boronic acids to prepare unsymmetrical arylpyridine ketones has been carried out using palladium/N-heterocyclic carbene complexes as catalysts prepared in situ. The selectivity and the rate of these reactions are highly dependent on the conditions, i.e., nature of the palladium catalyst precursor, solvent, temperature and CO pressure. The main side-products arise from direct, non-carbonylative cross-coupling. Under the optimum conditions, arylpyridine ketones are recovered in high yields (60-88%). The antibacterial activities of the corresponding benzimidazole salts 2 were tested against Gram positive and negative bacteria using the agar dilution procedure, and their IC50 values have been determined.
[Mn(CO)3(bpy)(N-2-chlorobenzylbenzimidazole)] OTf complex as a new photoactivatable CO-releasing molecule
(Bulgarian Acad Science, 2017) Ustun, E.; Dusunceli, S. Demir; Ozdemir, I.
Metal carbonyl complexes have been accepted major for storage and transportation of carbon monoxide which is an important gasotransmitter. We synthesized novel manganese(I) carbonyl complex with general formula [Mn(CO)(3)(bpy)L] OTf (bpy = 2,2'-bipyridyl, L= N-(2-chlorobenzyl) benzimidazole, OTf = SO3CF3). The complex was characterized by LC-MS, H-1 NMR, 2D-COSY NMR, C-13 NMR, IR and elemental analysis. The CO-releasing properties of the complex were investigated. The DFT/TDDFT analyses were also made by ORCA package program.
Modulation of DMBA-induced biochemical changes by organoselenium compounds in. blood of rats
(Natl Inst Science Communication-Niscair, 2007) Ozdemir, I.; Selamoglu, Z.; Ates, B.; Gok, Y.; Yilmaz, I.
The protective role of two synthetic organoselenium compounds 1-isopropyl-3-methylbenzimidazole-2-selenone (SeI) and 1, 3-di-p-methoxybenzylpyrimidine-2-selenone (Sell) was examined against the 7,12-dimethylbenz[a]anthracene (DMBA)-induced changes in biochemical parameters in blood of rats. Albino Winstar rats (150-200 g body wt) were treated with single dose of DMBA (50 mg/kg body wt) and organoselenium compounds (25 mu mol/kg) for 4 weeks at two days internal. Blood was taken from the anaesthetized rats ventricle from their hearts for biochemical analysis. Administration of DMBA resulted in elevation of urea, uric acid and creatinine levels as well as AST, ALT and LDH activities and decrease in levels of total proteins, albumin and globulin. Set and Sell caused I significant (p<0.05) decrease ill Urea, uric acid and creatinine levels and alanine aminotransferase (ALT); aspartate aminotransferase; (AST) and lactate dehydrogenase (LDH) activities and significantly increased the levels of total protein and albumin (p<0.05). These organoselenium compounds are likely to be beneficial in human health.
Mono- and dinuclear Pd(II) complexes of different salicylaldimine ligands as catalysts of transfer hydrogenation of nitrobenzene with cyclohexene and Suzuki-Miyaura coupling reactions
(Elsevier Science Sa, 2009) Tas, E.; Kilic, A.; Durgun, M.; Yilmaz, I.; Ozdemir, I.; Gurbuz, N.
In this study, the synthesis, spectroscopic, catalytic, and electrochemical properties of salicylaldimine Schiff-base ligands (L-n) and their dinuclear Pd(II) complexes for L-1 and L-2 ligands with mononuclear Pd(II) complexes for L-3 and L-4 ligands were investigated. The ligands and their mono- or dinuclear Pd(II) complexes were characterized by FT-IR, UV-Vis, H-1 NMR and elemental analysis, as well as through magnetic susceptibility and spectroelectrochemical techniques. The catalytic studies showed that the introduction of tert butyl groups on the salicyl ring of the molecules increased the catalytic activity towards hydrogenation of nitrobenzene and cyclohexene in DMF at 25 and 45 degrees C. It was also observed that the steric hindered mono- and dinuclear Pd( II) complexes were thermally stable complexes and were not sensitive to air or the moisture. The complexes were easily prepared from cheap materials that could be used as versatile and efficient catalysts for different C-C coupling reactions (Suzuki-Miyaura reactions). (C) 2008 Elsevier B.V. All rights reserved.
N-Heterocyclic carbene-palladium-PEPPSI complexes and their catalytic activity in the direct C-H bond activation of heteroarene derivatives with aryl bromides: synthesis, and antimicrobial and antioxidant activities
(Royal Soc Chemistry, 2021) Hamdi, N.; Slimani, I.; Mansour, L.; Alresheedi, Faisal; Gurbuz, N.; Ozdemir, I.
In this study, a series of unsymmetrical 1,3-disubstituted benzimidazolium chlorides 2a-g with two nitrogen atoms substituted by different alkyl groups were synthesized in high yields as N-heterocyclic carbene (NHC) precursors. These benzimidazolium salts were then converted into the corresponding Pd-NHC complexes of the PEPPSI family (PEPPSI = pyridine-enhanced precatalyst preparation, stabilization, and initiation) 3a-g. The structures of all compounds were characterized by H-1 nuclear magnetic resonance (NMR) spectroscopy, C-13 NMR spectroscopy, infrared spectroscopy, and elemental analysis, which support the proposed structures. The structure of the 3c complex was determined by X-ray crystallography. More detailed structural characterization of the 3c complex was performed through single-crystal X-ray diffraction, which supports the proposed structures. The Pd-NHC-PEPPSI complexes were used as catalysts in the direct C-5-arylation of 2-acetyl furan, 2-acetylthiophene, and 2n-propylthiazole with different aryl bromides. These complexes exhibited moderate-to-high catalytic activities and selectively at the C-5 position. Furthermore, the Pd-NHC-PEPPSI complexes were evaluated for their potential antibacterial properties against a panel of bacterial strains, such as Micrococcus luteus, Listeria monocytogenes, Salmonella typhimurium, Staphylococcus aureus, Candida albicans, and Pseudomonas aeruginosa. The Pd-NHC-PEPPSI complex 3f showed better activity than ampicillin against Micrococcus luteus, with an MIC of 0.035 mg mL(-1). In addition, the antioxidant activities of the complexes 3d and 3f showed considerable free radical scavenging activity.
N-Heterocyclic carbene-Pd(II)-PPh3 complexes as a new highly efficient catalyst system for the Sonogashira cross-coupling reaction: Synthesis, characterization and biological activities
(Taylor & Francis Ltd, 2018) Boubakri, L.; Mansour, L.; Harrath, A. H.; Ozdemir, I.; Yasar, S.; Hamdi, N.
A novel series of N-heterocyclic carbene-phosphine palladium(II) complexes has been synthesized and fully characterized by IR, H-1 NMR, C-13 NMR, and P-31 NMR spectroscopies, and elemental analysis. The new N-heterocyclic carbene (NHC)-phosphine palladium(II) complexes 3a-h have been easily prepared by the reaction of the corresponding PEPPSI (pyridine-enhanced precatalyst preparation stabilization and initiation) complexes 2a-h and triphenylphosphine in dichloromethane in high yields. These complexes were applied as catalyst precursors which efficiently catalyzed Sonogashira reactions between aryl bromides and phenylacetylene to afford the corresponding products in good yields. The bulky NHC-Pd-PPh3 complexes 3 were tested against Gram-positive and Gram-negative bacteria to study their biological activity. All the complexes exhibit antibacterial against these organisms. Investigation of the antiacetylcholinesterase activity of the studied complexes showed that compounds 3a and 3b exhibited moderate activity at 100 mu g mL-1 and product 3b is the most active.
Quercetin prevents 2,3,7,8-tetrachlorodibenzo-p-dioxin-induced testicular damage in rats
(Wiley, 2012) Ciftci, O.; Aydin, M.; Ozdemir, I.; Vardi, N.
The protective effect of quercetin on 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD)-induced testicular damage in rats was investigated. Twenty-two rats were equally divided into four groups; first group was kept as control and given corn oil as carrier. In second group, TCDD was orally administered at the dose of 2 mu (kg week)-1 for 60 days. In third group, quercetin was orally administered at the dose of 20 mg (kg day)-1 by gavages, and in fourth group TCDD and quercetin were given together at the same doses. Although TCDD increased the formation of thiobarbituric acid reactive substances (TBARS) significantly, it caused a significant decline in the levels of glutathione (GSH), catalase (CAT), GSH-Px and CuZn-Superoxide Dismutase (CuZn-SOD) in rats. In contrast, quercetin significantly increased the GSH, CAT, GSH-Px and CuZn-SOD levels but decreased the formation of TBARS. In addition, sperm motility, sperm concentration and serum testosterone levels were significantly decreased but abnormal sperm rate and testicular damage were increased with TCDD treatment. However, these effects of TCDD on sperm parameters, histological changes and hormone levels were eliminated by quercetin treatment. Our results show that administration of TCDD induces testicular damage (oxidative stress, testes tissue damage, serum hormone level and sperm parameters), and quercetin prevents TCDD-induced testicular damage in rats. Thus, quercetin may be useful for the prevention and treatment of TCDD-induced testicular damage.
Role of exogenous melatonin on adriamycin-induced changes in the rat heart
(Verduci Publisher, 2010) Aydemir, S.; Ozdemir, I.; Kart, A.
Aim: The protective effect of melatonin on adriamycin (ADM)-induced cardiotoxicity was investigated in the rat heart. Melatonin is a pineal hormone with free radical scavenging activity on oxidants; therefore it may decrease the ADM-induced oxidative stress and cardiotoxicity so that therapeutic efficacy might be enhanced. Materials and Methods: Wistar rats in 4 groups were treated with saline (control), melatonin (MEL), adriamycin (ADM) and melatonin plus adriamycin (MEL+ADM). Results: Adriamycin given at a single dose of 15 mg/kg significantly increased lipid peroxidation products as measured by thiobarbituric acid reactive substances (TBARS). Melatonin (5 mg/kg bw) given 2 days before and 7 days after ADM treatment reduced TBARS level. Adriamycin significantly reduced superoxide dismutase activity which was elevated by melatonin treatment. Additionally, ADM significantly increased catalase enzyme activity while melatonin normalized the ADM induced alteration in activity of catalase. Conclusions: The combined use of ADM and melatonin reduces the threat of cardiomyopathy. Melatonin seems to hold promise as a therapeutic treatment and can be recommended as an adjunct in antitumor therapy as a safe and effective protection against acute ADM-induced cardiotoxicity.
Synthesis and catalytic applications of palladium N-heterocyclic carbene complexes as efficient pre-catalysts for Suzuki-Miyaura and Sonogashira coupling reactions
(Royal Soc Chemistry, 2017) Boubakri, L.; Yasar, S.; Dorcet, V.; Roisnel, T.; Bruneau, C.; Hamdi, N.; Ozdemir, I.
A new palladium complex series with N-heterocyclic carbene (NHC), pyridine and phosphine ligands, PdCl2(L)NHC (2a-c)(L = NHC), PdCl2(L-1)NHC(3a-c)(L-1 = pyridine), PdCl2(L-2)NHC(4a-c)(L-2 = triphenyl-phosphine) was synthesised and fully characterized. The catalytic activities of these complexes were screened for the Sonogashira and Suzuki-Miyaura reactions between arylhalides and phenylacetylene, and phenylboronic acid, respectively. The results pointed out that the carbene/phosphine complexes 4a-c exhibited excellent catalytic activities as compared to 2a-c, 3a-c, and the well-known systems for the palladium-catalysed Sonogashira reaction. The reactivity of 4a-c in these preliminary Sonogashira coupling tests seems to be higher than that of previously reported catalytic systems based on Pd(NHC) moieties. These new palladium NHC complexes are among the first reported palladium catalysts that are efficient for catalysing the Sonogashira reaction from arylchloride substrates.
Synthesis of novel Ag(I)-N-heterocyclic carbene complexes soluble in both water and dichloromethane and their antimicrobial studies
(Taylor & Francis Ltd, 2019) Boubakri, Lamia; Dridi, Khaireddine; Al-Ayed, Abdullah Sulaiman; Ozdemir, I.; Yasar, S.; Hamdi, Naceur
The interaction of the benzimidazolium salt with Ag2O in dichloromethane to prepare novel Ag(I)-N-heterocyclic carbene complexes has been carried out at room temperature for 48 h in the absence of light. The obtained complexes were identified and characterized by H-1 and C-13 NMR, FT-IR and elemental analysis techniques. In addition, it has been found that some of the complexes are antimicrobially active and show higher activity than the free ligand. Probably metal chelation affects significantly the antimicrobial behavior of the ligands. The minimum inhibitory concentration of the complexes was determined. The results indicated that these complexes exhibit antimicrobial activity.
Synthesis, characterization, and transfer hydrogenation of Ru(II)-N-heterocyclic carbene complexes
(Taylor & Francis Ltd, 2014) Yasar, S.; Cekirdek, S.; Ozdemir, I.
A new series of ruthenium(II) N-heterocyclic carbene complexes [RuL1,2,3(p-cymene)Cl-2] (3a-c) (where L is a N-heterocyclic carbene), have been synthesized via transmetalation. The new ruthenium( II)-NHC complexes were applied to transfer hydrogenation of acetophenone derivatives and aldehydes using 2-propanol as a hydrogen source and KOH as a co-catalyst. The results show that the corresponding alcohols could be obtained in good yield with high catalyst activity (up to 100%) under mild conditions. [RuL1(p-cymene)Cl-2] (3a) is much more active than the other complexes in transfer hydrogenation. Reactions, catalyzed by 3a-c, showed the highest reaction rates and yields of alcohol when the substrates bear more electron-withdrawing substituents. All new compounds were characterized by IR, elemental analysis, LC-MS (ESI), and NMR spectroscopy.

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