Master Degree / Yüksek Lisans Tezleri
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Master Thesis Synthesis of 1,2,3-Triazole Substituted Azacoumarin Derivatives as Potential Antiproliferative Compounds(01. Izmir Institute of Technology, 2021) Çağır, Ali; Çağır, Ali; 04.01. Department of Chemistry; 04. Faculty of Science; 01. Izmir Institute of TechnologyCancer is one of the deadly diseases that affects millions of people every year and causes death. Although studies toward its treatment are very promising, they are not sufficient. Therefore, the need for new and powerful molecules with less side effects is increasing day by day. 1-Azacoumarin derivatives are molecules whose potential biological activity has just begun to be understood, but not enough research has been done on them. 1,2,3-Triazole structures, on the other hand, are a very important family of molecules in some drugs, whose biological effects have been known for many years. It is known that they have important roles in cancer-preventing mechanisms in various types of cancer. In this study, two different 1,2,3-triazole 1-azacoumarin derivatives were tried to be synthesized. For structure 149, it was aimed to form yinon first and then formation of 1,2,3-triazole was studied but failed. Afterwards, the emphasis was placed on the production of 1-azacoumarin, and then click chemistry experiments were carried out in the presence of copper (I) catalyst. Finally, click chemistry studies were tested in the presence of a nickel catalyst for structure 150. Triazole formation experiments were carried out by click chemistry in the presence of copper catalyst after 1-azacoumarin was obtained.Master Thesis Synthesis of Novel Coumarin-1,2,3 Hybrids as Potential Anticancer Agents(01. Izmir Institute of Technology, 2021) Çağır, Ali; Çağır, Ali; 04.01. Department of Chemistry; 04. Faculty of Science; 01. Izmir Institute of TechnologyCoumarin and triazole derivatives have been extracted from plants, seeds and roots for ages in traditional methods. As the science advances, unknown profits of biologically active compounds have been investigating by researchers in modern laboratories. Extracts of natural sources containing coumarin and triazole derivatives were found to be potential natural medicines. The organic structures of these molecules bear extraordinary biological activities such as inflammatory activity, anti-HIV activity, treatment of cold and rheumatism and anticancer activity. In this study, attemps toward the synthesis of coumarin-triazole hybrids will be presented. At first attempt, starting from 2-amino-5-chlorophenol, coumarin-triazole hybrids were tried to be obtained through ynone intermediates, yet the experiments on acquiring corresponding ynone intermediates were failed. As second approach, 4-iodocoumarin and 4-bromocoumarin derivatives were tried to be synthesized from 4-hydroxycoumarin derivative that was acquired from acetyl salicylic acid, and the attempts were failed again. As an alternative, 4-tosylcoumarin derivative was used as pseudo halogenated coumarin derivative with triazole derivatives that were prepared starting from 4-chlorobenzyl azide. However, the failure was witnessed after all trials. In further trials, obtaining an internal alkyne as Sonogashira product from 4-tosylcoumarin derivative was the first step of another approach to produce desired hybrid structures. Unfortunately, in the second step a click chemistry between Sonogashira product and 4-cholorobenzyl azide was failed to form corresponding hybrid structures. Finally, possible Heck reaction was studied between coumarin derivative and 5-iodo-1,2-disubstituted-1,2,3-triazole derivative, that was also failed to obtain desired coumarin-triazole hybrid.