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YALÇIN, BAHATTİN

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Author: GÖRGÜLÜ, AHMET ORHAN ×

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    4-Fenil-2H-Kromen-2-On içeren periferal ve nonperiferal Cu ve Zn ftalosiyaninlerin sentezi ve fotostabilitelerinin incelenmesi
    (2021-12-20) GÖRGÜLÜ, AHMET ORHAN; YALÇIN, BAHATTİN; DİCLE C., ÖZDEMİR M., GÖRGÜLÜ A. O., YALÇIN B.
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    Yeni metil (7-Hidroksi-8-Metil-2-Okso-2HBenzopiran-4-Yl) asetat kumarin içeren ftalosiyaninin kimyasal özelliklerinin incelenmesi
    (2022-09-28) DİCLE, CANSU; GÖRGÜLÜ, AHMET ORHAN; YALÇIN, BAHATTİN; ÖZDEMİR, MÜCAHİT; DOĞAN Y., DİCLE C., GÖRGÜLÜ A. O., YALÇIN B., BULUT M., ÖZDEMİR M.
    Halkasında karbon dışında atomlar olan ve oksijen bileşiklerinden meydana gelen büyük heterosiklik aromatik yapılar Kumarin (Coumarine) olarak tanımlar. Kumarin, adını 1820 yılında August Vogel tarafından izole edildiği tonka fasulyesinin (Dipteryx odorata Willd, Fabaceae) sınıf adı olan “coumarou” kelimesinden almıştır. IUPAC adı, 2H-kromen-2-on veya 2H-1-benzopiron-2-on’dur [1,2]. Kumarin ve türevleri doğada yaygın olarak; lavanta, tatlı yonca otu ve meyan kökü gibi bitkilerde; çilek, kiraz, kayısı ve tarçın gibi yiyeceklerde bulunmaktadır [3]. Kapalı formülü C9H6O2’dir. Mol kütlesi 146,14 g/mol, erime noktası 69- 71 °C ve kaynama noktası 301 °C’dir [4]. Kumarinler, absorbsiyon spektrumu ile iyi tanımlanırlar ve ultraviyole ışıkla uyarılınca karakteristik bir floresans gösterir. Ayrıca geniş bir fizyolojik aktiviteye sahiptirler [5]. Kumarin türevleri; yüksek floresans kuantum verimi, büyük kayma, mükemmel ışık stabilitesi ve düşük toksisite gibi birçok avantaja sahiptir [6]. Kumarin sentezlemede kullanılan metodlardan en yaygın olanları; Perkin, Pechmann, Knoevenagel, Reformatsky ve Witting Kondenzasyon reaksiyonlarıdır [7]. Yüksek simetriye sahip dört iminoizoindol ünitesi içeren 18 π elektronlu aromatik makrosiklik yapılar olan ftalosiyaninler, sahip oldukları bu π-elektron delokalizasyonu özelliği nedeni ile olağanüstü optik ve elektriksel davranışlar gösteren kimyasal ve termal olarak dayanıklı bileşiklerdir. İlk sentezlenen bakır ftalosiyanin molekülü merkez metale bağlı klor atomu sayısının arttırılması ile maviden yeşile doğru giden bir renk değişimi göstermiştir. Çoğu ftalosiyanin bileşiği yüksek vakumda buharlaştırılabilip, süblimleştirilebilen bileşiklerdir. Öte yandan termal kararlılıkları sebebiyle çoğunun erime noktası yoktur [8]. Bugüne kadar ftalosiyaninlerde merkez atom olarak 70‘den fazla farklı element kullanılmıştır. Ftalosiyanin ligandı metallerin hemen hepsiyle koordine edilebilir.
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    Phthalocyanines bearing silazane group for colorectal cancer
    (ELSEVIER SCI LTD, 2021) GÖRGÜLÜ, AHMET ORHAN; Ozdemir, Mucahit; Artuc, Gamze Ozgul; Guler, Eray Metin; Yalcin, Bahattin; Salan, Umit; Bozali, Kubra; Gorgulu, Ahmet Orhan; Bulut, Mustafa
    The synthesis of bis(trimethylsilyl)amine substituted zinc(II), and indium(III) chloride phthalocyanine complexes have been performed. The obtained compounds were characterized by spectroscopic methods. All synthesized phthalocyanine derivatives were evaluated for cytotoxic, genotoxic, and apoptotic activities on LoVo cell lines which are the standard colorectal cancer cell lines derived from metastatic site: left supraclavicular region. Nonperipheral silazane substituted zinc phthalocyanine (5) showed quite different behavior from all the other compounds analyzed and found to be the best cytotoxic, genotoxic, and apoptotic compound. All derivatives showed no proliferative effect at all doses. All phthalocyanine compounds increased cytotoxicity, DNA damage, apoptosis, and intracellular ROS dose-dependent manner. To explain and verify in vitro tests, phthalocyanine compound structures were optimized using density functional theory, and in silico molecular docking studies on B-DNA dodecamer were performed. Both the experimental and theoretical findings comply with each other.
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    Synthesis, structural characterization, therotical and electrical properties of novel sulpho-coumarin based methacrylate polymer
    (2022-05-01) ÖZDEMİR, MÜCAHİT; GÖRGÜLÜ, AHMET ORHAN; YALÇIN, BAHATTİN; ÖZDEMİR M., Biryan F., Koran K., YALÇIN B., GÖRGÜLÜ A. O.
    © 2022, The Polymer Society, Taipei.In this study, a new coumarin-based methacrylate monomer was synthesized and its homopolymer P(SCou) was prepared by free radical polymerization method. The structural characterization of the compounds was performed by using FT-IR, 1H and 13C-NMR spectroscopic techniques. The thermal behavior of the polymer was investigated by differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA) methods. Thermal decomposition kinetics were investigated with TGA results at different heating rates by non-isothermal method. Thermal decomposition activation energy of homopolymer was calculated according to Flynn–Wall–Ozawa in the 5%-50% conversion range. The average activation energy of P(SCou) was found to be 220.21 kJ/mol. Theoretical calculations were done with Gaussian and the results were visualized with GaussView 5.0 and IQMol. Geometry optimizations of sulfocoumarin monomer and polymer were calculated with Becke-3-Lee–Yang–Parr’s functional correlation (B3LYP). Optical band gaps for sulfonyl coumarin-(SCou), its monomer SCou-MA and P(SCou) compounds are 3.615, 3.723 and 3.792 eV, respectively. The dielectric properties of the polymer were investigated as a function of frequency and temperature in the frequency range of 1–200 kHz. Also, a heterojunction Shotky diode of the polymer was prepared on a p-type Si substrate using the thin-film technique. The I-V characteristic of the polymer/p-Si thin film heterojunction diode was determined between ± 4 V and the various illumination intensities. The device has displayed good rectification behavior proving the creation of Schottky junction. The ideality factor was determined as 3.71, and the reverse supply current was determined as 8.78 × 10–5 A.