Synthesis of porphirine derivative molecules and investigation of some biological activity properties
2022
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Advisor: Dr. Öğr. Üyesi Özgül Haklı
Abstract (EN)
Porphyrin molecules are macrocyclic structures formed by the linking of four methylene bridges. It has an 18 π electron system, which makes it an aromatic, stable structure. Metal complexes of porphyrins have important functions in living metabolism. For example, the hem molecule in the blood, chlorophyll in the structure of plants and vitamin B12 are found in porphyrin derivatives biological systems. In addition to the presence of many structures in the porphyrin medium, it can also be easily synthesized in the laboratory environment. Structures have a wide variety of physical and chemical properties. Each porphyrin derivative molecule synthesized has its own characteristics and ıt is among the preferred molecules especially in the fields of chemistry, medicine and biochemistry for new studies with different usage areas. Examples of applications available in the literature are photodynamic therapy, solar cells, and catalytic applications. It is aimed to in content of this thesis, synthesizing to 5,10,15 tri(4-tert-butilfenil)-20-(3-(florofenil) porfirin (PORF) and 5,10,15-tri (4tertbutilfenil) 20-(4-(triflorometil)-fenil)porfirin (PORF3) and Biological activity of these fluorine-bound molecules to be synthesized. In fact, the substituents of PORF and PORF3 encoded molecules containing common atoms are different. The effects of this difference on biological activity were considered, and studies were implemented to compare the two molecules. In the first stage of the study, the synthesized PORF and PORF3 molecules were characterized using 1H NMR, FTIR, UV-Vis spectroscopic methods. Studies have shown that PORF3 exhibits higher antioxidant activity than PORF. The porphyrin derivative PORF and PORF3 coded molecules synthesized within the scope of the project were acetyl cholinesterase (IC50:19.08±0.78 and IC50:17.22±0.35 µg/mL, in order) and butyrylcholinesterase (IC50:25,43±0,56 ve IC50:20,29±0,83µg/mL,in order) enzyme inhibition activities were determined to be much higher than the positive control galantamine (IC50: 85.48±0.50 and IC50: 74.65±0.23 µg/mL). The BRF3 molecule has a higher anticholinesterase enzyme inhibitory effect than the PROF molecule. According to these data, it is determined that both porphyrin-derived molecules are anticholinesterase enzyme inhibitör candidate molecules. When the Triosinase enzyme inhibition activities of the compounds we studied were examined; Porf molecule (IC50: 38,22±0,63 µg/Ml) showed higher activity than PORF3 molecule (IC50:41.74±0.40 µg/mL) and It was determined that both molecules had much higher triosinase inhibition activity than kojic acid (IC50: 79.50±0.30 µg/mL) used as a positive control. It has been revealed from this research that both molecules can be an effective inhibitor compared to kojic acid, which is used as a positive control and as a triosinase inhibitor. In particular, it would be appropriate to evaluate the PORF molecule as a triosinase inhibitor candidate. Key words: Porphyrin,biological activity, inhibitör,enzyme, antioxidant
Author
Öner Baştekin
How to Cite
Öner Baştekin (Master Thesis). Synthesis of porphirine derivative molecules and investigation of some biological activity properties, 2022, Muğla Sıtkı Kocman University.
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