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Öğe Bitkisel kökenli fenoliklerle bor içerikli bileşikler hazırlanarak gümüş nano kremlerin üretilmesi(Dicle Üniversitesi, Fen Bilimleri Enstitüsü, 2019) Atlan, Metin; Temel, HamdiBor cevheri; metalle ametal arası yarı iletkenliğe sahip ve 230'dan fazla minerali olduğu bilinen bir element olarak nitelendirilmektedir. Bor'un oksijene karşı büyük bir ilgisi vardır. Vücudumuzda, belli bir yaştan sonra serbest radikallerin çoğalması sonucu, cildin kolajen tabakası tahrip olur ve yaşlanma süreci başlar. Deride, serbest radikal ürünlerinin oluşumuna bağlı olan oksidatif stres yaşlanmanın başlıca nedenlerinden biridir. Derinin oksidatif strese karşı korunması amacıyla içinde antioksidanların bulunduğu kozmetikler ve deri bakım ürünleri geliştirilmiştir. Bitkilerdeki antioksidanların, bu sürecin başlamasını geciktirici etkisi vardır. Antioksidan, antimikrobiyal, antiviral ve antibakteriyel özelliklere sahip fenolik bileşiklerin insan sağlığı üzerinde birçok olumlu tesirleri olduğu belirlenmiştir. Bu çerçevede literature baktığımızda Dünya'da ve Türkiye'de bor içeren bileşikler üzerine antioksidan ve antikanser çalışmaları yapılmakla birlikte, bitkisel kaynaklı fenolik bileşikler ile bor'un oluşturduğu bileşiklerin aktivitelerinin araştırıldığı çalışma sayısı azdır. Kozmetik amaçlı birçok kimyasal madde cilt yoluyla vücuda alınmakta ve organizmada farklı etkiler göstermektedir. Kozmetiklerde kullanılan maddeler derideki hücresel olayları etkiler ve hücrelerin yenilenme, tamir ve kontrol mekanizmalarını uyararak, derinin daha sağlıklı ve genç görünmesini hedefler. Farklı kaynaklardan elde edilen aktif maddeler uygun kombinasyonlar halinde kullanıldığında yeni ve etkili dermokozmetik ürünler elde edilebilmektedir. Antioksidan ve antikanser aktivitesi yüksek bitkisel katkılı yeni boronik ester bileşiklerinden yeni kremler elde etmeye çalışmamız ve ileride ticarileşme potansiyelinin de olması çalışmayı özgün kılmaktadır. Bu çalışma kapsamında antioksidan özelliği yüksek olan fenolik (kersetin ve kateşin) bitkisel bileşiklerin çeşitli boronik asitlerle modifiye edilerek sentezlenip elde edilen bileşikler; 1H, 13C NMR, LC-MS-IT-TOF, UV-Vis., FTIR gibi cihazlar kullanılarak karakterize edilmiştir. Elde edilen bitkisel kökenli yeni boronik ester bileşiklerinin antioksidan etkileri, DPPH serbest radikal süpürücü aktivitesi, ABTS katyon radikali giderim aktivitesi ve CUPRAC yöntemiyle bakır indirgeme kapasitesi yöntemleri ile antikolinesteraz etkileri ise asetilkolinesteraz ve bütirilkolinesteraz yöntemleri ile, sitotoksik etkileri sağlıklı, meme ve kolon kanseri hücre serilerine uygulanarak MTT yöntemi ile belirlenmesinin yanı sıra üreaz ve tirozinaz enzim aktiviteleri de belirlenmiştir. Antioksidan ve sitotoksik etkileri yüksek, toksik etkisi düşük çıkan QB1 bileşiğinin nano gümüş partiküllerini de içeren kremi yapıldı. Kremin 12 gönüllü üzerinde mikrobiyolojik ve dermatolojik testi "Cosming Laboratuvar Bilgi Yönetim Eğitim Danışmanlık San. Tic. Ltd. Şti." tarafından yapılmıştır. Test sonucu kremin dermatolojik ve mikrobiyolojik olarak uygun olduğu onaylanmıştır.Öğe Boronic modified quercetin molecules: Synthesis and biological investigations with molecular docking verification(Elsevier B.V., 2023) Temel, Hamdi; Paşa, Salih; Atlan, Metin; Türkmenoğlu, Burçin; Ertaş, AbdulselamQuercetin is an essential compound belonging to the flavanol group, which is a derivative of bioflavonoids found in fruits and vegetables. Quercetin has various pharmacological properties such as anticancer, antioxidant, anti-inflammatory, antiviral, antihistamine, and antitumor. Based on these important properties, the quercetin compound was modified with various boronic acids and new types of quercetin-based boronic (QB) compounds were synthesized. In the current study, we have synthesized quercetin-based boronic compounds to obtain more effective molecules by doping the biological activity properties of quercetin naturally in its structure. In this purpose, 6‑methoxy naphthalene boronic acid, 1,4-phenyl diboronic acid, 4‑methoxy phenylboronic acid, 6‑methoxy-3-pyridinylboronic acid, 3-formyl-4-methoxyphenyl boronic acid compounds were used. The synthesized compounds were structurally enlightened by mass, 13C NMR, 1H NMR, and FTIR spectroscopy. Then, the antioxidant, anticholinesterase, antiurease, antityrosinase and toxic-cytotoxic effects of these molecules were tested. QB compounds synthesized and examined in vitro in the study were also analyzed by molecular docking. Molecular docking, one of the structure-based drug design methods, has been applied to support experimental data. It was determined that QB compounds showed more significant efficacy than the reference substance employed in antioxidant and enzyme activity studies. As a result of molecular docking analysis, the binding energy parameter values and active binding site amino acid residues of the compounds were determined. Obtained novel boronic compounds might be associated as drug candidate due to consistent results both in experimental and molecular docking results.Öğe Comparative sorption capacity of Pb(II) and Cd(II) by natural zeolite in phosphoric acid medium(Taylor & Francis Inc, 2016) Kussainova, Marzhan Zhan; Pasa, Salih; Zhumasilovich, Dzhusipbekov Umirzak; Chernyakova, Reisa Mixailovna; Atlan, Metin; Temel, HamdiZeolite, a well-known inorganic compound, was used for Pb(II) and Cd(II) sorption. For this purpose, the model system composed with H3PO4-Pb2+-Cd2+ medium was selected and applied with various amounts of both heavy metal salts. The results revealed that sorption capacity of the sorbent was higher for Pb2+ cation than in the diluted phosphoric acid (20% H3PO4) for all periods. The absorption of toxic metal ions was measured by atomic absorption spectroscopy. Different physical and chemical analysis techniques such as Fourier Transform infrared, scanning electron microscope, DTA, and XRD showed that natural state of zeolite in a diluted phosphoric acid (20% H3PO4) system underwent protonation and hydroxylation to produce additional OH- groups that are active in the sorption process and no destruction was observed in the structure.Öğe Cream production and biological in vivo/in vitro activity assessment of a novel boron-based compound derived from quercetin and phenyl boronic acid(Elsevier GmbH, 2022) Temel, Hamdi; Atlan, Metin; Ertaş, Abdulselam; Yener, İsmail; Akdeniz, Mehmet; Yazan, Zehra; Yılmaz, Mustafa AbdullahBoronic acids constitute an important class of synthetic intermediates due to their high chemical stability, ease of use, moderate organic Lewis acid properties, reduced reactivity profiles and numerous biological activities such as antibacterial and antioxidant. The present study documents the synthesis and characterization of a novel boronic ester compound (3,5,7-trihydroxy-2- (2-phenyl benzo [d] [1,3,2] dioxaborol-5-yl) −4H-chromen-4-a) which was derived from phenyl boronic acid and quercetin. The new boron-based compound was used in the cream formulation after evaluating its antioxidant, antibacterial, anti-enzyme, anticancer activities and electrochemical oxidation behaviour. Furthermore, the cream has been dermatologically and microbiologically tested. Also, histological evaluation of the agent was estimated on multiple rat organs by hematoxylin-eosin staining method. Antioxidant potential of the new compound was tested by ABTS cation radical (IC50: 0.11 ± 0.01 µg/mL), DPPH free radical scavenging (IC50: 0.14 ± 0.01 µg/mL), and CUPRAC (A0.5: 1.73 ± 0.16 µg/mL) methods, respectively. The compound determined to have a dominant antioxidant activity. In addition, the synthesized compound had no toxic effect on the healthy cell line (PDF), while having a very high (IC50: 18.76 ± 0.62 µg/mL) cytotoxic effect on the cancerous cell line (MCF-7). In general, the compound showed moderate acetylcholinesterase enzyme activity (IC50: 115.63 ± 1.16 µg/mL), high butyrylcholinesterase (IC50: 3.12 ± 0.04 µg/mL), antiurease (IC50: 1.10 ± 0.06 µg/mL), and antithyrosinase (IC50: 11.52 ± 0.46 µg/mL) enzyme activities. In addition, the compound was found to be effective against Escherichia coli (ATCC 25922) bacteria studied at concentrations of 6.50 mg/mL. Moreover, the test results of the boronic ester compound used in the cream formulation demonstrated that it was microbiologically and dermatologically appropriate. Histologic analysis showed that the control group and experimental group were at similar properties without significant change. The phenyl boronic acid derivative compound synthesized from quercetin may have higher biological activity potential than quercetin. Due to the high biological activity potential of the synthesized compound, it has the potential to be used in food, feed, pharmaceutical and cosmetic industries.Öğe Electrical and photoelectrical behaviour of heterojunctions based on novel oligomeric metal complexes(Wiley, 2015) Atlan, Metin; Ocak, Yusuf Selim; Paşa, Salih; Temel, Hamdi; Tombak, Ahmet; Kılıçoglu, Tahsin; Akkılıç, Kemal; Aydemir, Murat; 0000-0002-4238-5012; 0000-0002-4792-8821; 0000-0002-9997-1653; 0000-0002-7150-6522Naringenin-based Schiff base ligands with 4-aminobenzoic hydrazide were obtained as a unilateral form (L-1). The ligand was oligomerized by oxidative polycondensation reaction with NaOCl as an oxidant in an aqueous alkaline medium at 90 degrees C to form a functional oligomer (L-2), and its transition metal complexes such as those with Cu(II), Ni(II) and Zn(II) were prepared. The monomer and the oligomeric compounds were characterized using various techniques. Optical and electrical properties of the complexes were also investigated. All compounds showed indirect band gaps and they can be accepted as being in the semiconductor class. Organic-inorganic hybrid devices were obtained using n-Si inorganic semiconductor and the complexes. The characteristic parameters of the devices were determined using current-voltage (I-V) and capacitance-voltage measurements in the dark. Photoelectrical properties of the devices were investigated using I-V measurements under a solar simulator with an AM1.5 global filter. Copyright (C) 2015 John Wiley & Sons, Ltd.Öğe Histopathological, antioxidant, and enzyme activity of boronic incorporated catechin compound: Screening of bioactivity with molecular docking studies(Pleiades Publishing, 2024) Paşa, Salih; Atlan, Metin; Temel, Hamdi; Türkmenoğlu, Burçin; Ertaş, Abdulselam; Okan, Aslı; Yılmaz, Seher; Ateş, ŞükrüAbstract: Objective: Boron structures play a crucial role in biological treatments due to their unique chemical properties. They are used in pharmaceuticals for their potential as enzyme inhibitors and as anti-inflammatory agents. Boron-containing compounds are also explored in drug delivery systems, leveraging their ability to cross cell membranes effectively. Additionally, boron-based materials are studied for their applications in biomaterials, such as wound healing and tissue engineering, highlighting their diverse applications in biological treatments. Methods: The study aims to elucidate the biological properties of catechin, a natural phenolic compound, by modifying it with phenylboronic acid. The Catechin-based boronic compound (CBC) was synthesized. The antioxidant and enzyme activity were studied. Histopathological experiments to vital organs and molecular docking studies were also conducted. Results and Discussion: The (CBC) showed meaningful antioxidant and enzyme activity when compared to standards. The effect of the (CBC) on tissues was demonstrated by in vivo experiments. Histopathological evaluation of vital organs in male Sprague Dawley rats was demonstrated by Hematoxylin–Eosin staining. The study has supported the antioxidant property of (CBC), also has a natural origin based on its structure. Besides, the antiurease and antityrosinase activities of catechin were tested for the first time. Furthermore, in silico approaches also supported the acceptable biological activity results that were experimentally examined. The interactions of AChE, BChE, urease, and tyrosinase enzymes with the (CBC) were investigated theoretically via molecular docking, and the binding parameter values were also shared. The (CBC) demonstrated radical scavenging activity. The in vivo experiments on rats were carried out and the (CBC) showed no negative effects on the vital organs. It was seen that the experimental results were in good agreement with the theoretical calculations. Conclusions: The analysis of the crystal structures of AChE, BChE, urease, and tyrosinase enzymes in relation to the compound (CBC) yielded striking results, highlighting the compound’s promising potential as a therapeutic agent.Öğe Histopathological, Antioxidant, and Enzyme Activity of Boronic Incorporated Catechin Compound: Screening of Bioactivity with Molecular Docking Studies (vol 50, pg 1446, 2024)(Maik Nauka/Interperiodica/Springer, 2024) Pasa, Salih; Atlan, Metin; Temel, Hamdi; Turkmenoglu, Burcin; Ertas, Abdulselam; Okan, Asli; Yilmaz, SeherErratumÖğe In silico and biological activity evaluation of quercetin-boron hybrid compounds, anti-quorum sensing effect as alternative potential against microbial resistance(Elsevier GmbH, 2023) Temel, Hamdi; Atlan, Metin; Türkmenoğlu, Burçin; Ertaş, Abdulselam; Erdönmez, Demet; Çalışkan, Ufuk KocaBoronic acid compounds and the natural flavonoid compound quercetin were handled to synthesize two novel ligands encoded as B1(2,2′ -(1,4-phenylenebis (benzo [1,3,2] dioxaborole-2,5-diyl)) bis (3,5,7-trihydroxy-4Hchromen-4-one) and B2(3.3.6. 3,5,7-trihydroxy-2-(2-(6-methoxypyridin-3-yl)benzo[d][1,3,2]dioxaborol-5-yl)− 4 H-chromene-4). Antioxidant activities of ligands were investigated by DPPH, ABTS and CUPRAC methods. Cholinesterase inhibition effects of ligands were determined by acetylcholinesterase and butyrylcholinesterase enzyme inhibition methods, cytotoxic effects of ligands were applied to healthy breast and colon cancer cell lines by MTT method, and urease and tyrosinase enzyme activities were determined. Antimicrobial properties of the compounds were analyzed by detecting their anti-QS potentials on Chromobacterium violaceum biosensor strain. Both compounds were found to have significant antioxidant effects compared to controls. It was determined that the compound B1 at 1–10 µg/mL was more active than the reference compounds (α-TOC and BHT). Moreover, the enzyme activity studies on ligands demonstrated that acetylchoinesterase and butyrylcholinesterase enzyme inhibitions were higher than the reference compounds. As expected, boron derivatives exhibited respectable activity against the biofilms of Escherichia coli (E. coli) and P. aeruginosa (P. aeruginosa). These results demonstrate the potential applicability of boron derivatives in the treatment of biofilm-associated infections and provide a practical strategy for the design of new boron-based antimicrobial materials. In silico molecular docking studies were performed on ligands to identify newly synthesized compounds. The binding parameter values and binding sites of the compounds were also determined. In conclusion, our studies showed that newly synthesized hybrid compounds could be solutions for antimicrobial resistance and enzyme-related disorders.Öğe The synthesis of boronic-imine structured compounds and identification of their anticancer, antimicrobial and antioxidant activities(Elsevier Science Bv, 2016) Pasa, Salih; Aydin, Safa; Kalayci, Sadik; Boga, Mehmet; Atlan, Metin; Bingul, Murat; Sahin, FikrettinBoronic acid compounds with different substituted groups were handled to synthesize various ligands encoded as B1, B2, B3, B4, B5, B6, B7 and B8. B5 and B7 were tested for the cytotoxic activity against the prostate cancer cells and it was found that the cell viability of cancer cells was decreased while most of the healthy cells could still be viable. 5 mu M solutions of B5 and B7 decreased the cell viability to 33% and 44% whereas healthy cells were 71% and 95%, respectively, after treatment. Antimicrobial properties were explored against the bacterial and fungal microorganisms with B1, B5 and B7. The inhibition zones were evaluated for all boronic structures, and the growth inhibition zones were determined in a range of 713 mm diameter for different microorganism species. Staphylococcus aureus was the common microorganism that three boronic compounds with imine ligands showed the activity. Antioxidant features of B2, B3, B4, B5, B6, B7 and B8 were investigated by different processes such as Beta-carotene bleaching (BCB), 2,2-diphenyl picryl hydrazyl (DPPH), 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) and CUPric reducing antioxidant capacity (CUPRAC) methods. Significant antioxidant activity was achieved by the phenyl boronic based ligands and these compounds demonstrated as much activity as standards (alpha-Toc and BHT). In addition, all structures were applied properly without any decomposition during the experiments. They were rather stable both in aqueous media and solid state. (C) 2015 Xi'an Jiaotong University. Production and hosting by Elsevier B.V. All rights reserved.Öğe Synthesis, characterization, DNA interaction and docking studies of novel Schiff base ligand derived from 2,6-diaminopyridine and its complexes(Elsevier, 2020) Kurt, Baris; Temel, Hamdi; Atlan, Metin; Kaya, SavasIn this study [1-(4-{[(3-hydroxynaphthalen-2-yl)methylidene]amino}phenyl)ethan-1- one (B-1 ligand) were synthesized from the reaction of 2-hydroxy-1-naphthaldehyde with 4-amino-acetophenone. Following that 1-(N-{4-[(1)-1-({6-[(Z)-[1-(4-{[(3- hydroxynaphthalen-2-yl) methylidene]amino}phenyl) ethylidene]amino]pyridine2- yl}imino)ethyl]phenyl}carboximidoyl)naphthalen-2-ol (L-1 ligand) were synthesized from the reaction of 2,6-diamino pyridine with B-1 ligand. Using this Schiff base ligand Cu(II), Fe(II) and Pd(II) complexes were prepared. The structure of the ligand and its complexes were determined by H-1 NMR, FTIR, UV-Vis, elemental analysis, thermal analyses and magnetic susceptibility spectral data. Further, DNA binding properties of the ligand and its metal complexes were investigated and docking studies were carried out. As a result ligands and copper complex showed DNA binding activity and an increase with H2O2. According to these results it can be suggested that these compounds are very suitable drug candidates. (C) 2020 Elsevier B.V. All rights reserved.Öğe Yeni schiff bazları ve metal kompleksleri ile polikondenzasyon yöntemiyle oligomerlerinin sentezi, karakterizasyonu, DNA ile etkileşimleri, optik ve elektriksel özelliklerinin incelenmesi(2015) Atlan, MetinBu çalışmada, bir flavonoid olan naringenin ile etilendiamin tepkimesinden literatüre uygun olarak (4E)-4-[(2-{[(4E)-5,7-dihidroksi-3-(4-hidroksifenil)-3,4-dihidro-2H-1-benzopiran- 4-ylidene] aminoetil) imino]-2-(4-hidroksifenil)-3,4-dihidro-2H-1-benzopiran-5,7-diol (L1) ligandı ve naringenin ile 4-amino benzoik hidrazitten önce tek taraflı Schiff bazı, sonra bu bileşiğin salisilaldehit ile reaksiyonundan N'-[(4E)-5,7-dihidroksi-2-(4-hidroksifenil)-3,4-dihidro-2H-1-benzopiran-4-ylidene]-4-[(Z)-[(2-hidroksifenil) metileden]amino]benzohidrazid (L2) ligandı sentezlenmiştir. Elde edilen bu bileşiklerin Cu(II), Ni(II), Zn(II), Co(II), Cd(II) ve La(III) metal kompleksleri hazırlanmıştır. Ayrıca sentezlenen bu Schiff bazları ve metal kompleksleri oksidatif polikondenzasyon reaksiyonuyla 90 oC'de sulu alkali ortamda NaOCl oksidantı ile polimerleştirilmiştir. Monomer ve polimerler elementel analiz, molar iletkenlik,manyetik süseptibilite, UV-vis., FT-IR, 1H NMR, ESI-TOF kütle, TGA/DTA ve GPC ile karakterize edilmişlerdir. Daha sonra hem DNA ile etkileşmeleri, hem de optik ve elektriksel özellikleri incelenmiştir. DNA ile doğrudan etkileşim çalışmasında sadece L1Cu kompleksinin DNA'ya ciddi hasar verdiği, H2O2 varlığında ise L1Cu kompleksinin DNA'ya verdiği hasarı arttırdığı ayrıca L1Co ve L3 bileşiklerinin DNA'ya verilen hasarı ciddi derecede azalttığı belirlenmiştir. Optik ve elektriksel çalışmalarda yalnızca polimerler kullanılmış, tüm polimerlerin dolaylı band yapısına sahip oldukları ve yarıiletken oldukları belirlenmiştir. Polimerler aygıt üretiminde kullanılarak akım-gerilim (I-V) ve kapasite-gerilim (C-V) ölçümleri alınıp idealite faktörü, engel yüksekliği, seri direnç ve taşıyıcı yoğunluğu gibi karakteristik parametreleri belirlenmiştir. Ayrıca, elde edilen yapıların I-V ölçümleri AM 1.5 global filtreye sahip güneş simülatörü altında alınarak ışığa karşı hassasiyet, açık devre gerilimi ve kısa devre akımı gibi özelliklerin ışık yoğunluluğuna bağımlılıkları araştırılmıştır. Işığa karşı en fazla hassasiyet gösteren polimerik kompleks (L3Zn) ile güneş gözesi elde edilmiş ve fotovoltaik özellikleri incelenmiştir.
