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Öğe Antioxidant and antithrombotic properties of fruit, leaf, and seed extracts of the Halhal? olive (Olea europaea L.) native to the Hatay region in Turkey(Kemerovo State Univ, 2023) Batcioglu, Kadir; Kucukbay, Fatumetuzzehra; Alagoz, Mehmet Abdullah; Gunal, Selami; Yilmaztekin, YakupThe olive (Olea europaea L.) is one of the most important plants grown in many Mediterranean countries that has a high economic value. Olives, which are specific to each region, have different bioactive components. In this study, we investigated the phenolic/flavonoid contents, as well as antioxidant, antimicrobial, and antithrombotic activities of the fruit, leaf, and seed extracts obtained from the Halhali olive grown in Arsuz district of Hatay, Turkey. Antioxidant activities of the phenolic compounds found in the olive fruit, seed, and leaf extracts were determined by employing established in vitro systems. Total phenolics were determined as gallic acid equivalents, while total flavonoids were determined as quercetin equivalents. Also, we evaluated a possible interaction between oleuropein and aggregation-related glycoproteins of the platelet surface via docking studies. The extracts showed effective antioxidant activity. The seed extract had the highest phenolic content of 317.24 mu g GAE, while the fruit extract had the highest flavonoid content of 4.43 mu g. The highest potential for metal chelating activity was found in the leaf extract, with an IC50 value of 13.33 mg/mL. Also, the leaf extract showed higher levels of antioxidant, antithrombotic, and antimicrobial activity, compared to the fruit and seed extracts. The docking scores of oleuropein against the target molecules GPVI, alpha 2 beta 1, and GPIb alpha were calculated as -3.798, -4.315, and -6.464 kcal/mol, respectively. The olive fruit, leaf, and seed extracts used as experimental material in our study have remarkable antioxidant, antimicrobial, and antithrombotic potential.Öğe Antioxidant and cytotoxic properties of some new dipeptide-indole conjugates(Wiley, 2023) Gonul, Zeynep; Ozturk, Dilara Altay; Kucukbay, Fatumetuzzehra; Tekin, Suat; Tekin, Zehra; Kucukbay, HasanIn this study, 10 new indole-dipeptide conjugates were synthesized, and their anticancer activity was determined against on A2780 (ovarian cancer cell line) and MCF-7 (breast cancer cell line) cells. Among compounds, 5 and 10 showed better activity against A2780 cell lines than the standard drug docatexel at 0.1 and 1 mu M concentrations, while only compound 5 showed better activity than docatexel, the MCF-7 cell line at 0.1 and 1 mu M concentrations. The antioxidant potencies of the compounds were low in both the DPPH and iron reducing power methods tested when compared to standard antioxidants used in this work.Öğe Microwave Synthesis, Evaluation, and Docking Study of Amino Acid Derivatives of 7-Chloroquinoline: Exploring Cytotoxic and Antioxidant Potentials(Amer Chemical Soc, 2026) Ezugwu, James A.; Kucukbay, Fatumetuzzehra; Oz, Samet; Keskin, Tuba; Boulebd, Houssem; Tekin, Suat; Kucukbay, HasanNew carbamate and amino acid derivatives of 7-chloroquinoline were synthesized and characterized using FTIR, 1H NMR, 13C NMR, and HRMS analysis. The synthesized compounds were obtained through a benzotriazole-mediated approach via microwave synthesis and evaluated for antioxidant and anticancer activities. All the synthesized compounds have antioxidant properties though less than those of the standard. Cytotoxic activities of new 7-chloroquinolinyl benzyl amino carbamate derivatives were accessed using LNCaP (Lymph Node Carcinoma of the Prostate), A2780 (human ovarian cancer), and MCF-7 (breast cancer) cell lines. For cytotoxicity research, the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay was used. The synthesized compounds were subjected to a cell viability assay, and following a 24 h treatment, the IC50 values were determined. Among all the tested compounds, compound 4b demonstrated comparable antitumor activity against LNCaP, A2780, and MCF-7 cell lines when compared to the standard drug docetaxel with IC50 values of 6.61, 2.81, and 5.69 mu g/mL for LNCaP, A2780, and MCF-7 cell lines, respectively. A molecular docking study targeting the beta-tubulin enzyme revealed that compounds 4a, 4b, and 5b exhibit a high affinity for the taxane binding site and may mimic the action of docetaxel.Öğe Pomegranate leaves, buds, and flowers: phytochemical, antioxidant, and comparative solvent analyzes(Kemerovo State Univ, 2025) Tekin, Zehra; Kucukbay, FatumetuzzehraPunica granatum L. possesses significant nutritional and medicinal potential. Its pharmacological activities have been investigated, but no comparative evaluation has been reported regarding the effect of different extraction solvents on the phytochemical content and antioxidant activity of its leaf, bud, and flower extracts. This research involved seven various solvents, namely methanol, ethanol, water, acidified methanol, acidified ethanol, acidified water, and hexane. A set of experiments made it possible to define the effect of each of these solvents on the contents of phenolics, flavonoids, flavanols, flavonols, anthocyanins, and tannins, as well as on the antioxidant activity of pomegranate leaf, bud and flower tissues. The research objective was to identify the optimal solvent for the most effective extraction of the abovementioned functional compounds. The antioxidant activity tests involved DPPH free radical scavenging, metal chelating, iron (III) reducing power, and CUPRAC assays. The aqueous extract of P. granatum leaves demonstrated the highest total phenolic content (192.57 mg GAE/g extract) while the greatest flavonoid content belonged to the acidified methanol extract of P. granatum buds (73.93 mg RE/g extract). The HPLC analysis detected such significant phenolic compounds as punicalagin in buds and flowers, as well as gallic acid in leaves. All the extracts showed good antioxidant activity; however, the bud extracts had a better antioxidant profile than the extracts from leaves and flowers. The pomegranate leaf, bud, and flower extracts demonstrated excellent phytochemical and antioxidant properties, which makes it possible to recommend these plant tissues as raw materials to be used in pharmaceutical, food, nutraceutical, and cosmetic industries.Öğe Preparation, DFT calculations, docking studies, antioxidant, and anticancer properties of new pyrazole and pyridine derivatives(Wiley, 2022) Zebbiche, Zineddine; Sekerci, Guldeniz; Boulebd, Houssem; Kucukbay, Fatumetuzzehra; Tekin, Suat; Tekin, Zehra; Kucukbay, HasanSeven novel pyrazole derivatives (4a-g) and four novel starting compounds incorporating substituted pyridine moieties were synthesized successfully. Cell viability assay for the tested compounds was performed, and the inhibitory concentrationlogarithmic 50 (LogIC(50)) values of the compounds were calculated after a 24-h treatment. Four of the examined compounds (3d, 3g, 4f, and 4g) showed comparable cytotoxic activity against CaCo-2 compared to the standard drug docetaxel at 0.1 and 1 mu M concentrations. Although the LogIC(50) of docetaxel was -0.678 mu M for CaCo-2 cells at 24 h, the LogIC(50) values of compounds were -0.794, -0.567, -0.657, and -0.498 respectively. Five of the compounds (2d, 2g, 3d, 3g and 4e) showed comparable cytotoxic activity against MCF-7 at 0.1 mu M concentration compared to docetaxel (p < 0.05). Docking studies revealed the compounds have a good affinity to the active site of the human topoisomerase II beta enzyme. The antioxidant capacities of all compounds were determined using both 1,1-diphenyl-2-picrylhydrazyl and metal chelation methods. Although the compounds did not show significant antioxidant activity, relatively effective are compounds 3c, 3d, and 3g, which are hydrazine derivatives with approximately 50% antioxidant activity of standard antioxidants at concentrations of 62.5 and 125 mu g/ml.Öğe Synthesis and Biological Assessment of Cyanopyridine-Based 1,3,4-Oxadiazole Derivatives: Anticancer Potential, Antioxidant Activity, Molecular Docking, and DFT Calculations(Wiley, 2025) Zebbiche, Zineddine; Sekerci, Gueldeniz; Houssem, Boulebd; Kucukbay, Fatumetuzzehra; Tekin, Suat; Kucukbay, Hasan; Boumoud, BoudjemaaA series of six novel cyanopyridine derivatives bearing a 1,3,4-oxadiazole ring have been synthesized and characterized by FTIR, 13C NMR, 1H NMR, and elemental analysis. DFT calculations were carried out to determine their molecular geometries, electronic properties, and chemical reactivity. Their cytotoxicity has been evaluated against MCF-7 and CaCo-2 human cancer cell lines using the MTT assay. Most compounds displayed poor cytotoxic activity against the MCF-7 cell line except for compound 4e, which showed potent activity with IC50 = 8.352 mu M. However, the CaCo-2 cell line was highly sensitive toward most tested compounds with an IC50 range from 2.612 mu M to 8.394 mu M except for compound 4 d. Molecular docking studies targeting human topoisomerase-II beta revealed that all compounds exhibited excellent binding affinity within the enzyme's active site, with binding energies ranging from -7.33 to -8.28 kcal/mol. These findings suggest a potential anticancer mechanism underlying the observed cytotoxic activities. All tested compounds revealed low antioxidant activity in the DPPH assay. However, compounds 5b and 5 d presented moderate metal chelating activity. These findings underscore the potential anticancer properties of the synthesized cyanopyridine derivatives.Öğe Synthesis, Cytotoxicity, Antioxidant Activity, DFT Calculations, and Docking Studies of New Pyridine-Malonate Derivatives as Potential Anticancer Agents(Taylor & Francis Ltd, 2023) Kadi, Ibtissem; Guldeniz, Sekerci; Boulebd, Houssem; Zebbiche, Zineddine; Tekin, Suat; Kucukbay, Fatumetuzzehra; Gonul, ZeynepA series of new pyridine-malonate derivatives were synthesized and fully characterized by 1HNMR, 13CNMR, FTIR, and elemental analysis. Their molecular geometry and chemical reactivity have been investigated using DFT calculations. The cytotoxicity of all synthesized compounds was assessed against two human cancer cell lines (MCF-7 and A-2780) using the MTT assay. Among them, compounds 2a, 2c, 2e, and 2g showed comparable or more potent cytotoxicity toward the MCF-7 cells than the reference drug docetaxel (IC50 = 0.34-0.47 vs. 0.50 mu M). In contrast, only compound 2g showed more potent cytotoxicity against the A-2780 cell line compared to the standard (IC50 = 0.36 vs. 0.42 mu M). The docking study revealed a good affinity for the active site of the human topoisomerase-II beta enzyme, which may explain the promising cytotoxicity of these classes of molecules. The radical scavenging activity of the respective compounds was studied using DPPH radical scavenging assay and it was found that most of the compounds are moderate DPPH radical scavengers compared to the standard drugs BHA and BHT.Öğe Synthesis, Molecular Docking Study of Benzoylated Sulfonamide and Benzamide Conjugates of 7-Chloroquinoline with Antioxidant and Antimicrobial Activity(Wiley-V C H Verlag Gmbh, 2026) Ezugwu, James. A.; Kucukbay, Fatumetuzzehra; Kucukbay, Hasan; Tatlici, Eray; Touil, Nourhane; Yesilada, OzferA series of quinoline-sulfonamide-amino acid hybrids were designed and synthesized, and their antioxidant and antimicrobial properties were evaluated. 4,7-Dichloroquinoline was efficiently converted to 7-(chloroquinolin-4-yl)diaminoethane in high yield (97.46%). Condensation of phenylsulfonyl chloride with selected L-amino acids afforded sulfonamide intermediates in 85.0-92.5% yields, which upon subsequent benzoylation produced benzoylated derivatives in good yields. Amidation of the benzoylated sulfonamides with 7-(chloroquinolin-4-yl)diaminoethane yielded the target conjugates in moderate yields. The synthesized compounds were evaluated for antioxidant activity using the DPPH free radical scavenging assay and for antimicrobial activity using the minimum inhibitory concentration (MIC) method. Among the tested compounds, derivative 8b exhibited superior antioxidant activity compared to the reference standard butylated hydroxyanisole (BHA). Antimicrobial screening revealed generally low activity; however, compounds 7b and 7f showed notable inhibitory effects with MIC values of 2.5 mg/L against Staphylococcus aureus and Pseudomonas aeruginosa, respectively, while compound 8a exhibited the same MIC value against P. aeruginosa. Overall, this study demonstrates that structural modification of quinoline-sulfonamide-amino acid conjugates can influence their biological activity, highlighting compound 8b as a promising antioxidant candidate for further investigation. The docking protocol was validated by successfully re-docking native ligands with low RMSD values (0.931-1.020 & Aring;).
