Synthesis of perylene diorgliimides and photosensitizer applications: Chemical deposition of solar energy

Bu tezin, veri tabanı üzerinden yayınlanma izni bulunmamaktadır. Yayınlanma izni olmayan tezlerin basılı kopyalarına Üniversite kütüphaneniz aracılığıyla (TÜBESS üzerinden) erişebilirsiniz.ÖZET N-Aril(alkil) sübstitüe Perilen diimidlerin sentezi Perilen tetrakorboksilik asit dianbidritlerin, aril(alkil) sübstitüe primer aminlerle çözgensiz ortamda reaksiyonunda yapılmıştır. Yüksek verimde elde edilen ürünler mutlak saflıkta olduklarını UV, İR spektrumlan ile elemental analizlerde göstermişlerdir. Emisyon ve emisyon uyarılma spektral karakteristikleri Perilen diimidlerin fotokararlılıklannı ispatlamaktadır, ölçülen ve hesaplanan kuantum verimleri, türevlendirme ile 0.04-0.96 arasında değişmektedir. Bu sonuçlar, literatür bilgilerinin aksine her perilen diimidin maksimum düzeylerde emisyon kuantum verimlerine sahip olmadıklarını göstermektedir. N-aril(alkil) türevlendirmenin fluoresans emisyonu üzerinde de çok etkili olduğunu göstermektedir. Perilen diimidlerin singlet oksijen oluşturma kapasiteleri literatürde bildirilmekle birlikte deneysel bir veriye rasüanılmamaktadır. Abietik asit terpen asitinin, (rosin'in ana bileşeni) fotooksidasyonu perilen diimid singlet oksijen fotosensitizatörlüğünde yapılmıştır. Ürünlere tamamen dönüşüm TLC incelemelerinde 15-17 saat, 300 nm radyasyondan sonra tayin edilmiştir. HPLC, UV, İR ile proton NMR spektroskopi analizleri ürünlerin moleküler yapılarını ispatlamıştır. Hidroksillenmiş aromatik yapılar, en polar fraksiyon olarak en yüksek verimde bulunmuşlardır. Dekarboksile ve aromatize nötral fraksiyon ancak %2-3 oranlarında bulunmuşlardır. 1^1SUMMARY The synthesis of N-aryl(alkyl) substituted bis perylene diimides are done on reaction of Perylene tetracarboxylic acid dianhydride with aryl(alkyl) substituted primary amines, in the absence of solvents. The products obtained in high yield, have shown absolute purity in UV, IR, spectra and elemental analyses result Emission and emission excitation spectra of diimides have pointed the photostabilities. The measured and calculated fluorescence quantum yields varying between 0.04-0.96 values by substitution, have indicated that fluorescence of all perylene diimides are not at maximal values as suggested in literature. In contrast, N-aryl(alkyl) substitution is highly influencial on fluorescence emission. The singlet oxygen producibility although suggested in literature is not shown by any experiment for Perylene diimides. The photooxidation of the terpene acid, abietic acid (dominant component in natural rosin) is being done by the use bis N-biphenyl Perylene diimide as singlet oxygen photosensitizer. The complete conversion to products was detected by TLC investigations in 15-17 hrs. radiation above 300 nm. HPLC, UV, IR and proton-carbon NMR spectroscopy analyses have revealed the molecular structures of products. The highest yield is found as hydroxylated aromatic structures, for the most polar component. The decarboxylated and aromatized neutral component is found to be in 2-3 % ratio. l4o

A novel unsymmetrically substituted chiral amphiphilic perylene diimide: Synthesis, photophysical and electrochemical properties both in solution and solid state

A novel unsymmetrically substituted chiral amphiphilic perylene diimide with two different quaternary stereocenters was synthesized. For comparison, symmetrically substituted chiral perylene diimide containing the same quaternary stereocenters was prepared. The dehydroabietylamine was specifically selected in order to minimize stacking properties and maximize solubility. Intermolecular interactions kept under control via l-lysine moiety. The specific optical rotation ([α]D20,alpha) of symmetrically and unsymmetrically substituted perylene dyes measured at 20 °C in chloroform as -105 and +200, respectively. Both of the compounds have excellent solubility in a wide range of organic solvents and symmetrically substituted chiral perylene diimide gives strong fluorescence emission (632 nm) in solid state. Concentration dependent self-aggregation of both compounds results in tunability of fluorescence emission. Compounds are thermally, photophysically and electrochemically stable

Drug Repurposing of FDA Compounds against α-Glucosidase for the Treatment of Type 2 Diabetes: Insights from Molecular Docking and Molecular Dynamics Simulations

Type 2 diabetes mellitus is a chronic health problem that can be controlled by slowing one’s carbohydrate metabolism by inhibiting α-glucosidase, an enzyme responsible for carbohydrate degradation. Currently, drugs for type 2 diabetes have limitations in terms of safety, efficiency, and potency, while cases are rapidly increasing. For this reason, the study planned and moved towards drug repurposing by utilizing food and drug administration (FDA)-approved drugs against α-glucosidase, and investigated the molecular mechanisms. The target protein was refined and optimized by introducing missing residues, and minimized to remove clashes to find the potential inhibitor against α-glucosidase. The most active compounds were selected after the docking study to generate a pharmacophore query for the virtual screening of FDA-approved drug molecules based on shape similarity. The analysis was performed using Autodock Vina (ADV)—based on binding affinities (−8.8 kcal/mol and −8.6 kcal/mol) and root-mean-square-deviation (RMSD) values (0.4 Å and 0.6 Å). Two of the most potent lead compounds were selected for a molecular dynamics (MD) simulation to determine the stability and specific interactions between receptor and ligand. The docking score, RMSD values, pharmacophore studies, and MD simulations revealed that two compounds, namely Trabectedin (ZINC000150338708) and Demeclocycline (ZINC000100036924), are potential inhibitors for α-glucosidase compared to standard inhibitors. These predictions showed that the FDA-approved molecules Trabectedin and Demeclocycline are potential suitable candidates for repurposing against type 2 diabetes. The in vitro studies showed that trabectedin was significantly effective with an IC50 of 1.263 ± 0.7 μM. Further investigation in the laboratory is needed to justify the safety of the drug to be used in vivo