Targeted therapies have come into prominence in the ongoing battle against non-small cell lung ca... more Targeted therapies have come into prominence in the ongoing battle against non-small cell lung cancer (NSCLC) because of the shortcomings of traditional chemotherapy. In this context, indole-based small molecules, which were synthesized efficiently, were subjected to an in vitro colorimetric assay to evaluate their cyclooxygenase (COX) inhibitory profiles. Compounds 3b and 4a were found to be the most selective COX-1 inhibitors in this series with IC50 values of 8.90 µM and 10.00 µM, respectively. In vitro and in vivo assays were performed to evaluate their anti-NSCLC and anti-inflammatory action, respectively. 2-(1H-Indol-3-yl)-N′-(4-morpholinobenzylidene)acetohydrazide (3b) showed selective cytotoxic activity against A549 human lung adenocarcinoma cells through apoptosis induction and Akt inhibition. The in vivo experimental data revealed that compound 3b decreased the serum myeloperoxidase and nitric oxide levels, pointing out its anti-inflammatory action. Moreover, compound 3b d...
In an effort to develop potent antimicrobial agents, new thiosemicarbazone derivatives were synth... more In an effort to develop potent antimicrobial agents, new thiosemicarbazone derivatives were synthesizedviathe reaction of 4-[4-(trifluoromethyl)phenyl]thiosemicarbazide with aromatic aldehydes. The compounds were evaluated for their inhibitory effects on pathogenic bacteria and yeasts using the CLSI broth microdilution method. Microplate Alamar Blue Assay was also carried out to determine the antimycobacterial activities of the compounds againstMycobacterium tuberculosisH37Rv. Among these derivatives, compounds5and11were more effective againstEnterococcus faecalis(ATCC 29212) than chloramphenicol, whereas compounds1,2, and12and chloramphenicol showed the same level of antibacterial activity againstE. faecalis. Moreover, compound2and chloramphenicol exhibited the same level of antibacterial activity againstStaphylococcus aureus. On the other hand, the most potent anticandidal derivatives were found as compounds2and5. These derivatives and ketoconazole exhibited the same level of anti...
New bis-thiazole derivatives (1-10) were synthesized via the ring closure of 1,1&... more New bis-thiazole derivatives (1-10) were synthesized via the ring closure of 1,1'-(3,3'-dimethoxybiphenyl-4,4'-diyl)bis(thiourea) with phenacyl bromides and evaluated for their cytotoxic effects on A549 human lung adenocarcinoma, C6 rat glioma, 5RP7 H-ras oncogene transformed rat embryonic fibroblast and NIH/3T3 mouse embryonic fibroblast cell lines using MTT assay. DNA synthesis inhibitory effects of these compounds were investigated. Each derivative was also evaluated for its ability to inhibit AChE and BuChE using a modification of Ellman's spectrophotometric method. Among these compounds, 3,3'-dimethoxy-N(4),N(4)'-bis(4-(4-bromophenyl)thiazol-2-yl)-[1,1'-biphenyl]-4,4'-diamine (5) can be identified as the most promising anticancer agent due to its notable inhibitory effects on A549 and C6 cell lines and low toxicity to NIH/3T3 cell lines. Compound 5 exhibited anticancer activity against A549 and C6 cell lines with IC50 values of 37.3 ± 6.8 μg/mL and 11.3 ± 1.2 μg/mL, whereas mitoxantrone showed anticancer activity against A549 and C6 cell lines with IC50 values of 15.7 ± 4.0 μg/mL and 11.0 ± 1.7 μg/mL, respectively. Furthermore, compound 5 showed DNA synthesis inhibitory activity against A549 cell line.
Tetrazole is a five-membered ring structure composed of four nitrogen atoms and one carbon atom a... more Tetrazole is a five-membered ring structure composed of four nitrogen atoms and one carbon atom and is used as an intermediate in the synthesis of pharmaceuticals, especially cephalosporins. Tetrazole and its derivatives have been reported to possess anti-nociceptive (1), anti-inflammatory (2), antimicrobial (3) and anticonvulsant properties (4, 5). Benzotriazole moiety is a versatile lead molecule in pharmaceutical development 355
The increasing clinical importance of drug-resistant bacterial and fungal pathogens has lent addi... more The increasing clinical importance of drug-resistant bacterial and fungal pathogens has lent additional urgency to microbiological research and novel antimicrobial compounds development. For this aim, a series of N-[(Benzhydryl) / (l-phenylethyl)]-2-pyrazolo[3,4-c]pyridin-l-yl acetamide derivatives (3a-m) were synthesized by reacting 2-chloro-N-(benzhydryl)acetamide (la) / 2-chloro-N-(1-phenylethyl)acetamide (lb) and pyrazolo[3,4-c]pyridine derivatives (2). The chemical structures of the compounds were elucidated by elemental analyses,
Background: Hydrazones, frequently occurring motifs in many bioactive molecules, have attracted a... more Background: Hydrazones, frequently occurring motifs in many bioactive molecules, have attracted a great deal of interest as potent antimicrobial agents. Objective: The aim of this work was to design and synthesize new hydrazone-based antimicrobial agents. Methods: 4-[2-((5-Arylfuran-2-yl)methylene)hydrazinyl]benzonitrile derivatives (1-10) were obtained via the reaction of 4-cyanophenylhydrazine hydrochloride with 5-arylfurfurals. Compounds 1-10 were evaluated for their antimicrobial effects using a broth microdilution method. Their cytotoxic effects on NIH/3T3 mouse embryonic fibroblast cell line were determined using XTT assay. The most effective antimicrobial agents were investigated for their genotoxic effects using Ames MPF assay. In silico docking and Absorption, Distribution, Metabolism and Excretion (ADME) studies were also performed using Schrödinger’s Maestro molecular modeling package. Results: The antifungal effects of the compounds were more significant than their antib...
Objectives In this study, the synthesis of three pyrazoline derivatives and the evaluation of the... more Objectives In this study, the synthesis of three pyrazoline derivatives and the evaluation of their inhibitory effects on dipeptidyl peptidase (DPP-4) were aimed. Materials and methods Pyrazoline-based compounds (1–3) were obtained via the reaction of 1-(2-furyl)-3-(1,3-benzodioxol-5-yl)-2-propen-1-one with 4-substituted phenylhydrazine hydrochloride. The DPP-4 inhibitory effects of compounds 1–3 were determined with a fluorometric assay using Gly-Pro-Aminomethylcoumarin as the fluorogenic substrate. The cytotoxicity of compounds 1–3 on L929 mouse fibroblast (healthy) cell line was evaluated using MTT assay. Results 1-(4-Methylsulfonylphenyl)-3-(2-furyl)-5-(1,3-benzodioxol-5-yl)-2-pyrazoline (2) exhibited the highest DPP-4 inhibitory activity (IC50=5.75 ± 0.35 µM). Moreover, compound 2 exerted no significant cytotoxicity against L929 cells (IC50=34.33 ± 7.09 µM). Conclusions Target compounds exhibited moderate DPP-4 inhibitory activity and compound 2 was identified as the most activ...
Anadolu University Journal of Science and Technology - C. Life Sciences and Biotechnology, 2010
Bu çalışmanın amacı, yeni benzotiyazolil-amid türevlerini sentezlemek ve bunların antimikrobiyal ... more Bu çalışmanın amacı, yeni benzotiyazolil-amid türevlerini sentezlemek ve bunların antimikrobiyal aktivitelerini araştırmaktır. N-(benzotiyazol-2-il)-2-kloroasetamidler ile uygun 4H-[1,2,4]triazol-2tiyonların reaksiyona sokulmasıyla N-(Benzotiyazol-2-il)-2-(4H-[1,2,4]triazol-3-ilsülfanil) asetamid türevleri hazırlanmıştır. Sentezlenen bileşiklerin kimyasal yapıları elemental analiz, IR, 1H-NMR, 13CNMR ve FAB+-MS spektral verileri ile aydınlatılmıştır. Bunların antimikrobiyal aktiviteleri Escherichia coli (NRRL B-3008), Staphylococcus aureus (ATCC 6538), Pseudomonas aeruginosa (ATCC 27853), Proteus vulgaris (NRRL B-123), Salmonella typhimurium (ATCC 13311), Methicillin-resistant Staphylococcus aureus (MRSA) (clinic isolate), Candida albicans (NRRL Y-12983) ve Candida parapsilosis'e (NRRL Y-12696) karşı araştırılmıştır. Sonuçlar test edilen tüm bileşiklerin, test organizmalarına karşı inaktif olduğunu gösterdi
In this study, eight new ethyl {2-[3,4-diaryl-3H-thiazol-2ylidenamino]thiazol-4-yl}acetate were s... more In this study, eight new ethyl {2-[3,4-diaryl-3H-thiazol-2ylidenamino]thiazol-4-yl}acetate were synthesized by reacting ethyl [2-(3-aryl(thiouredio)thiazol-4-yl]acetate and phenacyl bromides in ethanol. The solid was filtered and recrystallized from ethanol. The chemical structures of the synthesized compounds were proven by elemental analysis, IR, 1H-NMR and MS spectral data. The compounds were evaluated for in vitro antituberculosis activity against Mycobacterium tuberculosis H37Rv using the BACTEC 460 radiometric system and BACTEC 12B medium. The preliminary results showed that all of the tested compounds were inactive against the test organism.
In the present study, some hydrazone derivatives were synthesized via the reaction of 6-hydrazino... more In the present study, some hydrazone derivatives were synthesized via the reaction of 6-hydrazino-9-(PD-ribofuranosyl)-9H-purine with various benzaldehydes. The structures of the compounds were elucidated by spectroscopic techniques such as 'H-NMR, C-NMR and ES-MS and elemental analyses. Anti-proliferative activity tests were performed on human lung (A549) and breast (MCF-7) cancer cell lines using MTT assay. Some derivatives were found to be effective against A549 and MCF-7 cell lines among these compounds. They exhibited time and dose dependent anti-proliferative activity against A549 and MCF-7 cancer cell lines.
Lung cancer is one of the most diagnosed cancers worldwide and the development of anticancer agen... more Lung cancer is one of the most diagnosed cancers worldwide and the development of anticancer agents for the treatment of lung cancer is an important task for researchers. For this purpose, herein pyrazoline-based compounds 1–18 were investigated for their cytotoxic effects on A549 human lung adenocarcinoma and CCD-19Lu human lung fibroblast cell lines using MTT assay. According to the results, 1-(4-methoxyphenyl)-3-(2-furanyl)-5-(4-methylphenyl)-2-pyrazoline (7) was identified as the most promising anticancer agent due to its selective inhibitory effect on A549 cell line with an IC50 value of 138.63 µg/mL when compared with cyclophosphamide (IC50 = 309.97 µg/mL).
Non-small cell lung cancer (NSCLC) is the leading cause of cancer-related death throughout the wo... more Non-small cell lung cancer (NSCLC) is the leading cause of cancer-related death throughout the world. Due to the shortcomings of traditional chemotherapy, targeted therapies have come into prominence for the management of NSCLC. In particular, epidermal growth factor receptor (EGFR) tyrosine kinase inhibitor (TKI) therapy has emerged as a first-line therapy for NSCLC patients with EGFR-activating mutations. In this context, new indenopyrazoles, which were prepared by an efficient microwave-assisted method, were subjected to in silico and in vitro assays to evaluate their potency as EGFR TK-targeted anti-NSCLC agents. Compound 4 was the most promising antitumor agent towards A549 human lung adenocarcinoma cells, with an IC50 value of 6.13 µM compared to erlotinib (IC50 = 19.67 µM). Based on its low cytotoxicity to peripheral blood mononuclear cells (PBMCs), it can be concluded that compound 4 exerts selective antitumor action. This compound also inhibited EGFR TK with an IC50 value o...
In an effort to identify potent aldose reductase (AR) inhibitors, 5-(arylidene)thiazolidine-2,4-d... more In an effort to identify potent aldose reductase (AR) inhibitors, 5-(arylidene)thiazolidine-2,4-diones (1–8), which were prepared by the solvent-free reaction of 2,4-thiazolidinedione with aromatic aldehydes in the presence of urea, were examined for their in vitro AR inhibitory activities and cytotoxicity. 5-(2-Hydroxy-3-methylbenzylidene)thiazolidine-2,4-dione (3) was the most potent AR inhibitor in this series, exerting uncompetitive inhibition with a K i value of 0.445 ± 0.013 µM. The IC50 value of compound 3 for L929 mouse fibroblast cells was determined as 8.9 ± 0.66 µM, pointing out its safety as an AR inhibitor. Molecular docking studies suggested that compound 3 exhibited good affinity to the binding site of AR (PDB ID: 4JIR). Based upon in silico absorption, distribution, metabolism, and excretion data, the compound is predicted to have favorable pharmacokinetic features. Taking into account the in silico and in vitro data, compound 3 stands out as a potential orally bioav...
Background: Azoles are commonly used in the treatment and prevention of fungal infections. They s... more Background: Azoles are commonly used in the treatment and prevention of fungal infections. They suppress fungal growth by acting on the heme group of lanosterol 14α-demethylase enzyme (CYP51), thus blocking the biosynthesis of ergosterol. Objectives: Due to the importance of pyrazolines in the field of antifungal drug design, we aimed to design and synthesize new pyrazoline-based anticandidal agents. Methods: New pyrazoline derivatives were synthesized via the reaction of 1-(chloroacetyl)-3-(2- thienyl)-5-(1,3-benzodioxol-5-yl)-2-pyrazoline with aryl thiols. These compounds were evaluated for their in vitro antifungal effects on Candida species. Docking studies were performed to predict the affinity of the most effective anticandidal agents to substrate binding site of CYP51. Furthermore, MTT assay was performed to determine the cytotoxic effects of the compounds on NIH/3T3 mouse embryonic fibroblast cell line. A computational study for the prediction of ADME properties of all compo...
1Anadolu University, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, 26470-Eskişehir... more 1Anadolu University, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, 26470-Eskişehir, TURKEY 2Anadolu University, Faculty of Pharmacy, Department of Pharmaceutical Microbiology, 26470-Eskişehir, TURKEY Abstract Triazole derivatives are the major ...
New pyrazoline derivatives were synthesized and evaluated for their cytotoxic effects on AsPC-1 h... more New pyrazoline derivatives were synthesized and evaluated for their cytotoxic effects on AsPC-1 human pancreatic adenocarcinoma, U87 and U251 human glioblastoma cell lines. 1-[((5-(4-Methylphenyl)-1,3,4-oxadiazol-2-yl)thio)acetyl]-3-(2-thienyl)-5-(4-chlorophenyl)-2-pyrazoline (11) was found to be the most effective anticancer agent against AsPC-1 and U251 cell lines, with IC50 values of 16.8 µM and 11.9 µM, respectively. Tumor selectivity of compound 11 was clearly seen between Jurkat human leukemic T-cell line and human peripheral blood mononuclear cells (PBMC). Due to its promising anticancer activity, compound 11 was chosen for apoptosis/necrosis evaluation and DNA-cleavage analysis in U251 cells. Compound 11-treated U251 cells exhibited apoptotic phenotype at low concentration (1.5 µM). DNA-cleaving efficiency of this ligand was more significant than cisplatin and was clearly enhanced by Fe(II)-H2O2-ascorbic acid systems. This result pointed out the relationship between the DNA cleavage and the cell death.
Fourteen new 1-[(N,N-disubstitutedthiocarbamoylthio)acetyl]- 3-(2-thienyl)-5-aryl-2-pyrazoline de... more Fourteen new 1-[(N,N-disubstitutedthiocarbamoylthio)acetyl]- 3-(2-thienyl)-5-aryl-2-pyrazoline derivatives were synthesized by reacting 1-(chloroacetyl)-3-(2-thienyl)-5-aryl-2-pyrazolines and appropriate sodium salts of N,N-disubstituted dithiocarbamoic acids in acetone. The structures of the synthesized compounds were confirmed by UV, IR, 1H-NMR, and FAB+-MS spectral data. The compounds were evaluated for in vitro antimycobacterial activity against Mycobacterium tuberculosis H37Rv using the BACTEC 460 radiometric system and BACTEC 12B medium. The preliminary results showed that all of the tested compounds were inactive against the test organism.
In the present study, vitamin usage habits of five hundred people representing four different soc... more In the present study, vitamin usage habits of five hundred people representing four different sociocultural groups in Eskisehir and the factors affecting these habits were studied. The participants of the research were chosen by random sampling method and were asked to answer the questionary. The data of the investigation were given in percentages and shown in graphs in the view of the evaluation in general and in subgroups. The results of this study indicate that most people use vitamins for wellness and gaining resistance to certain diseases. Nutrition disorder in daily life and distrust of food are other factors affecting vitamin usage of people. At this point, considering their preferences and their knowledge of vitamins, it is clear that there is a visible distinction between the socio-cultural groups.
Background: In medicinal chemistry, thiazoles have gained great importance in antifungal and anti... more Background: In medicinal chemistry, thiazoles have gained great importance in antifungal and anticancer drug design and development. Objectives: The aim of this study was to synthesize new quinoline-based thiazolyl hydrazone derivatives and evaluate their anticandidal and anticancer effects. Methods: New thiazolyl hydrazone derivatives were evaluated for their anticandidal effects using disc diffusion method. Ames MPF assay was carried out to determine the genotoxicity of the most effective antifungal derivative. MTT assay was also performed to assess the cytotoxic effects of the compounds on A549 human lung adenocarcinoma, HepG2 human hepatocellular carcinoma, MCF- 7 human breast adenocarcinoma and NIH/3T3 mouse embryonic fibroblast (healthy) cell lines. Methods: Results: 4-(4-Fluorophenyl)-2-(2-((quinolin-4-yl)methylene)hydrazinyl)thiazole (4) showed antifungal activity against Candida albicans and Candida krusei in the concentration of 1 mg/mL. In MTT and Ames MPF tests, it was d...
Targeted therapies have come into prominence in the ongoing battle against non-small cell lung ca... more Targeted therapies have come into prominence in the ongoing battle against non-small cell lung cancer (NSCLC) because of the shortcomings of traditional chemotherapy. In this context, indole-based small molecules, which were synthesized efficiently, were subjected to an in vitro colorimetric assay to evaluate their cyclooxygenase (COX) inhibitory profiles. Compounds 3b and 4a were found to be the most selective COX-1 inhibitors in this series with IC50 values of 8.90 µM and 10.00 µM, respectively. In vitro and in vivo assays were performed to evaluate their anti-NSCLC and anti-inflammatory action, respectively. 2-(1H-Indol-3-yl)-N′-(4-morpholinobenzylidene)acetohydrazide (3b) showed selective cytotoxic activity against A549 human lung adenocarcinoma cells through apoptosis induction and Akt inhibition. The in vivo experimental data revealed that compound 3b decreased the serum myeloperoxidase and nitric oxide levels, pointing out its anti-inflammatory action. Moreover, compound 3b d...
In an effort to develop potent antimicrobial agents, new thiosemicarbazone derivatives were synth... more In an effort to develop potent antimicrobial agents, new thiosemicarbazone derivatives were synthesizedviathe reaction of 4-[4-(trifluoromethyl)phenyl]thiosemicarbazide with aromatic aldehydes. The compounds were evaluated for their inhibitory effects on pathogenic bacteria and yeasts using the CLSI broth microdilution method. Microplate Alamar Blue Assay was also carried out to determine the antimycobacterial activities of the compounds againstMycobacterium tuberculosisH37Rv. Among these derivatives, compounds5and11were more effective againstEnterococcus faecalis(ATCC 29212) than chloramphenicol, whereas compounds1,2, and12and chloramphenicol showed the same level of antibacterial activity againstE. faecalis. Moreover, compound2and chloramphenicol exhibited the same level of antibacterial activity againstStaphylococcus aureus. On the other hand, the most potent anticandidal derivatives were found as compounds2and5. These derivatives and ketoconazole exhibited the same level of anti...
New bis-thiazole derivatives (1-10) were synthesized via the ring closure of 1,1&... more New bis-thiazole derivatives (1-10) were synthesized via the ring closure of 1,1'-(3,3'-dimethoxybiphenyl-4,4'-diyl)bis(thiourea) with phenacyl bromides and evaluated for their cytotoxic effects on A549 human lung adenocarcinoma, C6 rat glioma, 5RP7 H-ras oncogene transformed rat embryonic fibroblast and NIH/3T3 mouse embryonic fibroblast cell lines using MTT assay. DNA synthesis inhibitory effects of these compounds were investigated. Each derivative was also evaluated for its ability to inhibit AChE and BuChE using a modification of Ellman's spectrophotometric method. Among these compounds, 3,3'-dimethoxy-N(4),N(4)'-bis(4-(4-bromophenyl)thiazol-2-yl)-[1,1'-biphenyl]-4,4'-diamine (5) can be identified as the most promising anticancer agent due to its notable inhibitory effects on A549 and C6 cell lines and low toxicity to NIH/3T3 cell lines. Compound 5 exhibited anticancer activity against A549 and C6 cell lines with IC50 values of 37.3 ± 6.8 μg/mL and 11.3 ± 1.2 μg/mL, whereas mitoxantrone showed anticancer activity against A549 and C6 cell lines with IC50 values of 15.7 ± 4.0 μg/mL and 11.0 ± 1.7 μg/mL, respectively. Furthermore, compound 5 showed DNA synthesis inhibitory activity against A549 cell line.
Tetrazole is a five-membered ring structure composed of four nitrogen atoms and one carbon atom a... more Tetrazole is a five-membered ring structure composed of four nitrogen atoms and one carbon atom and is used as an intermediate in the synthesis of pharmaceuticals, especially cephalosporins. Tetrazole and its derivatives have been reported to possess anti-nociceptive (1), anti-inflammatory (2), antimicrobial (3) and anticonvulsant properties (4, 5). Benzotriazole moiety is a versatile lead molecule in pharmaceutical development 355
The increasing clinical importance of drug-resistant bacterial and fungal pathogens has lent addi... more The increasing clinical importance of drug-resistant bacterial and fungal pathogens has lent additional urgency to microbiological research and novel antimicrobial compounds development. For this aim, a series of N-[(Benzhydryl) / (l-phenylethyl)]-2-pyrazolo[3,4-c]pyridin-l-yl acetamide derivatives (3a-m) were synthesized by reacting 2-chloro-N-(benzhydryl)acetamide (la) / 2-chloro-N-(1-phenylethyl)acetamide (lb) and pyrazolo[3,4-c]pyridine derivatives (2). The chemical structures of the compounds were elucidated by elemental analyses,
Background: Hydrazones, frequently occurring motifs in many bioactive molecules, have attracted a... more Background: Hydrazones, frequently occurring motifs in many bioactive molecules, have attracted a great deal of interest as potent antimicrobial agents. Objective: The aim of this work was to design and synthesize new hydrazone-based antimicrobial agents. Methods: 4-[2-((5-Arylfuran-2-yl)methylene)hydrazinyl]benzonitrile derivatives (1-10) were obtained via the reaction of 4-cyanophenylhydrazine hydrochloride with 5-arylfurfurals. Compounds 1-10 were evaluated for their antimicrobial effects using a broth microdilution method. Their cytotoxic effects on NIH/3T3 mouse embryonic fibroblast cell line were determined using XTT assay. The most effective antimicrobial agents were investigated for their genotoxic effects using Ames MPF assay. In silico docking and Absorption, Distribution, Metabolism and Excretion (ADME) studies were also performed using Schrödinger’s Maestro molecular modeling package. Results: The antifungal effects of the compounds were more significant than their antib...
Objectives In this study, the synthesis of three pyrazoline derivatives and the evaluation of the... more Objectives In this study, the synthesis of three pyrazoline derivatives and the evaluation of their inhibitory effects on dipeptidyl peptidase (DPP-4) were aimed. Materials and methods Pyrazoline-based compounds (1–3) were obtained via the reaction of 1-(2-furyl)-3-(1,3-benzodioxol-5-yl)-2-propen-1-one with 4-substituted phenylhydrazine hydrochloride. The DPP-4 inhibitory effects of compounds 1–3 were determined with a fluorometric assay using Gly-Pro-Aminomethylcoumarin as the fluorogenic substrate. The cytotoxicity of compounds 1–3 on L929 mouse fibroblast (healthy) cell line was evaluated using MTT assay. Results 1-(4-Methylsulfonylphenyl)-3-(2-furyl)-5-(1,3-benzodioxol-5-yl)-2-pyrazoline (2) exhibited the highest DPP-4 inhibitory activity (IC50=5.75 ± 0.35 µM). Moreover, compound 2 exerted no significant cytotoxicity against L929 cells (IC50=34.33 ± 7.09 µM). Conclusions Target compounds exhibited moderate DPP-4 inhibitory activity and compound 2 was identified as the most activ...
Anadolu University Journal of Science and Technology - C. Life Sciences and Biotechnology, 2010
Bu çalışmanın amacı, yeni benzotiyazolil-amid türevlerini sentezlemek ve bunların antimikrobiyal ... more Bu çalışmanın amacı, yeni benzotiyazolil-amid türevlerini sentezlemek ve bunların antimikrobiyal aktivitelerini araştırmaktır. N-(benzotiyazol-2-il)-2-kloroasetamidler ile uygun 4H-[1,2,4]triazol-2tiyonların reaksiyona sokulmasıyla N-(Benzotiyazol-2-il)-2-(4H-[1,2,4]triazol-3-ilsülfanil) asetamid türevleri hazırlanmıştır. Sentezlenen bileşiklerin kimyasal yapıları elemental analiz, IR, 1H-NMR, 13CNMR ve FAB+-MS spektral verileri ile aydınlatılmıştır. Bunların antimikrobiyal aktiviteleri Escherichia coli (NRRL B-3008), Staphylococcus aureus (ATCC 6538), Pseudomonas aeruginosa (ATCC 27853), Proteus vulgaris (NRRL B-123), Salmonella typhimurium (ATCC 13311), Methicillin-resistant Staphylococcus aureus (MRSA) (clinic isolate), Candida albicans (NRRL Y-12983) ve Candida parapsilosis'e (NRRL Y-12696) karşı araştırılmıştır. Sonuçlar test edilen tüm bileşiklerin, test organizmalarına karşı inaktif olduğunu gösterdi
In this study, eight new ethyl {2-[3,4-diaryl-3H-thiazol-2ylidenamino]thiazol-4-yl}acetate were s... more In this study, eight new ethyl {2-[3,4-diaryl-3H-thiazol-2ylidenamino]thiazol-4-yl}acetate were synthesized by reacting ethyl [2-(3-aryl(thiouredio)thiazol-4-yl]acetate and phenacyl bromides in ethanol. The solid was filtered and recrystallized from ethanol. The chemical structures of the synthesized compounds were proven by elemental analysis, IR, 1H-NMR and MS spectral data. The compounds were evaluated for in vitro antituberculosis activity against Mycobacterium tuberculosis H37Rv using the BACTEC 460 radiometric system and BACTEC 12B medium. The preliminary results showed that all of the tested compounds were inactive against the test organism.
In the present study, some hydrazone derivatives were synthesized via the reaction of 6-hydrazino... more In the present study, some hydrazone derivatives were synthesized via the reaction of 6-hydrazino-9-(PD-ribofuranosyl)-9H-purine with various benzaldehydes. The structures of the compounds were elucidated by spectroscopic techniques such as 'H-NMR, C-NMR and ES-MS and elemental analyses. Anti-proliferative activity tests were performed on human lung (A549) and breast (MCF-7) cancer cell lines using MTT assay. Some derivatives were found to be effective against A549 and MCF-7 cell lines among these compounds. They exhibited time and dose dependent anti-proliferative activity against A549 and MCF-7 cancer cell lines.
Lung cancer is one of the most diagnosed cancers worldwide and the development of anticancer agen... more Lung cancer is one of the most diagnosed cancers worldwide and the development of anticancer agents for the treatment of lung cancer is an important task for researchers. For this purpose, herein pyrazoline-based compounds 1–18 were investigated for their cytotoxic effects on A549 human lung adenocarcinoma and CCD-19Lu human lung fibroblast cell lines using MTT assay. According to the results, 1-(4-methoxyphenyl)-3-(2-furanyl)-5-(4-methylphenyl)-2-pyrazoline (7) was identified as the most promising anticancer agent due to its selective inhibitory effect on A549 cell line with an IC50 value of 138.63 µg/mL when compared with cyclophosphamide (IC50 = 309.97 µg/mL).
Non-small cell lung cancer (NSCLC) is the leading cause of cancer-related death throughout the wo... more Non-small cell lung cancer (NSCLC) is the leading cause of cancer-related death throughout the world. Due to the shortcomings of traditional chemotherapy, targeted therapies have come into prominence for the management of NSCLC. In particular, epidermal growth factor receptor (EGFR) tyrosine kinase inhibitor (TKI) therapy has emerged as a first-line therapy for NSCLC patients with EGFR-activating mutations. In this context, new indenopyrazoles, which were prepared by an efficient microwave-assisted method, were subjected to in silico and in vitro assays to evaluate their potency as EGFR TK-targeted anti-NSCLC agents. Compound 4 was the most promising antitumor agent towards A549 human lung adenocarcinoma cells, with an IC50 value of 6.13 µM compared to erlotinib (IC50 = 19.67 µM). Based on its low cytotoxicity to peripheral blood mononuclear cells (PBMCs), it can be concluded that compound 4 exerts selective antitumor action. This compound also inhibited EGFR TK with an IC50 value o...
In an effort to identify potent aldose reductase (AR) inhibitors, 5-(arylidene)thiazolidine-2,4-d... more In an effort to identify potent aldose reductase (AR) inhibitors, 5-(arylidene)thiazolidine-2,4-diones (1–8), which were prepared by the solvent-free reaction of 2,4-thiazolidinedione with aromatic aldehydes in the presence of urea, were examined for their in vitro AR inhibitory activities and cytotoxicity. 5-(2-Hydroxy-3-methylbenzylidene)thiazolidine-2,4-dione (3) was the most potent AR inhibitor in this series, exerting uncompetitive inhibition with a K i value of 0.445 ± 0.013 µM. The IC50 value of compound 3 for L929 mouse fibroblast cells was determined as 8.9 ± 0.66 µM, pointing out its safety as an AR inhibitor. Molecular docking studies suggested that compound 3 exhibited good affinity to the binding site of AR (PDB ID: 4JIR). Based upon in silico absorption, distribution, metabolism, and excretion data, the compound is predicted to have favorable pharmacokinetic features. Taking into account the in silico and in vitro data, compound 3 stands out as a potential orally bioav...
Background: Azoles are commonly used in the treatment and prevention of fungal infections. They s... more Background: Azoles are commonly used in the treatment and prevention of fungal infections. They suppress fungal growth by acting on the heme group of lanosterol 14α-demethylase enzyme (CYP51), thus blocking the biosynthesis of ergosterol. Objectives: Due to the importance of pyrazolines in the field of antifungal drug design, we aimed to design and synthesize new pyrazoline-based anticandidal agents. Methods: New pyrazoline derivatives were synthesized via the reaction of 1-(chloroacetyl)-3-(2- thienyl)-5-(1,3-benzodioxol-5-yl)-2-pyrazoline with aryl thiols. These compounds were evaluated for their in vitro antifungal effects on Candida species. Docking studies were performed to predict the affinity of the most effective anticandidal agents to substrate binding site of CYP51. Furthermore, MTT assay was performed to determine the cytotoxic effects of the compounds on NIH/3T3 mouse embryonic fibroblast cell line. A computational study for the prediction of ADME properties of all compo...
1Anadolu University, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, 26470-Eskişehir... more 1Anadolu University, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, 26470-Eskişehir, TURKEY 2Anadolu University, Faculty of Pharmacy, Department of Pharmaceutical Microbiology, 26470-Eskişehir, TURKEY Abstract Triazole derivatives are the major ...
New pyrazoline derivatives were synthesized and evaluated for their cytotoxic effects on AsPC-1 h... more New pyrazoline derivatives were synthesized and evaluated for their cytotoxic effects on AsPC-1 human pancreatic adenocarcinoma, U87 and U251 human glioblastoma cell lines. 1-[((5-(4-Methylphenyl)-1,3,4-oxadiazol-2-yl)thio)acetyl]-3-(2-thienyl)-5-(4-chlorophenyl)-2-pyrazoline (11) was found to be the most effective anticancer agent against AsPC-1 and U251 cell lines, with IC50 values of 16.8 µM and 11.9 µM, respectively. Tumor selectivity of compound 11 was clearly seen between Jurkat human leukemic T-cell line and human peripheral blood mononuclear cells (PBMC). Due to its promising anticancer activity, compound 11 was chosen for apoptosis/necrosis evaluation and DNA-cleavage analysis in U251 cells. Compound 11-treated U251 cells exhibited apoptotic phenotype at low concentration (1.5 µM). DNA-cleaving efficiency of this ligand was more significant than cisplatin and was clearly enhanced by Fe(II)-H2O2-ascorbic acid systems. This result pointed out the relationship between the DNA cleavage and the cell death.
Fourteen new 1-[(N,N-disubstitutedthiocarbamoylthio)acetyl]- 3-(2-thienyl)-5-aryl-2-pyrazoline de... more Fourteen new 1-[(N,N-disubstitutedthiocarbamoylthio)acetyl]- 3-(2-thienyl)-5-aryl-2-pyrazoline derivatives were synthesized by reacting 1-(chloroacetyl)-3-(2-thienyl)-5-aryl-2-pyrazolines and appropriate sodium salts of N,N-disubstituted dithiocarbamoic acids in acetone. The structures of the synthesized compounds were confirmed by UV, IR, 1H-NMR, and FAB+-MS spectral data. The compounds were evaluated for in vitro antimycobacterial activity against Mycobacterium tuberculosis H37Rv using the BACTEC 460 radiometric system and BACTEC 12B medium. The preliminary results showed that all of the tested compounds were inactive against the test organism.
In the present study, vitamin usage habits of five hundred people representing four different soc... more In the present study, vitamin usage habits of five hundred people representing four different sociocultural groups in Eskisehir and the factors affecting these habits were studied. The participants of the research were chosen by random sampling method and were asked to answer the questionary. The data of the investigation were given in percentages and shown in graphs in the view of the evaluation in general and in subgroups. The results of this study indicate that most people use vitamins for wellness and gaining resistance to certain diseases. Nutrition disorder in daily life and distrust of food are other factors affecting vitamin usage of people. At this point, considering their preferences and their knowledge of vitamins, it is clear that there is a visible distinction between the socio-cultural groups.
Background: In medicinal chemistry, thiazoles have gained great importance in antifungal and anti... more Background: In medicinal chemistry, thiazoles have gained great importance in antifungal and anticancer drug design and development. Objectives: The aim of this study was to synthesize new quinoline-based thiazolyl hydrazone derivatives and evaluate their anticandidal and anticancer effects. Methods: New thiazolyl hydrazone derivatives were evaluated for their anticandidal effects using disc diffusion method. Ames MPF assay was carried out to determine the genotoxicity of the most effective antifungal derivative. MTT assay was also performed to assess the cytotoxic effects of the compounds on A549 human lung adenocarcinoma, HepG2 human hepatocellular carcinoma, MCF- 7 human breast adenocarcinoma and NIH/3T3 mouse embryonic fibroblast (healthy) cell lines. Methods: Results: 4-(4-Fluorophenyl)-2-(2-((quinolin-4-yl)methylene)hydrazinyl)thiazole (4) showed antifungal activity against Candida albicans and Candida krusei in the concentration of 1 mg/mL. In MTT and Ames MPF tests, it was d...
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