Triazol grubu içeren kumarin türevlerinin sentezi, karakterizasyonu ve biyolojik aktivitelerinin incelenmesi
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Dosyalar
Tarih
2023
Yazarlar
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Bursa Teknik Üniversitesi, Lisansüstü Eğitim Enstitüsü
Erişim Hakkı
info:eu-repo/semantics/openAccess
Özet
Kumarinler birçok bitkinin yapısında bulunanan doğal bileşiklerdir. Son zamanlarda ilaç endüstrisinde çoklu ilaç direnci, sitotoksisite gibi faktörden dolayı bilim dünyası kumarinlerin yeni ilaç keşfi için etken madde olarak kullanılması için çalışmalara ağırlık vermektedir. Literatürde kumarinlerin antikanser, antiviral, antimikrobiyal, antioksidan, antiinflamatuar, antitümör gibi birçok alanda biyolojik aktivite gösterdiği tespit edilmiştir. Ayrıca triazol grubu içeren bileşiklerin de yine tıp ve ilaç dünyasında çokça kullanıldığı bilinmektedir. Bu amaçla bir dizi triazol grubu içeren yeni kumarinler sentezlenmiştir. Sentezlenmiş bu bileşikler çeşitli saflaştırma işlemleri kullanılarak yapıları FT-IR, 1H NMR, 13C NMR, UV-gör, floresans spektroskopisi ve kütle spektrometrisi ile aydınlatılıp, doğrulanmıştır. Triazol-kumarin bileşiklerinin enzim aktivitelerini incelemek amacıyla α-glukozidaz, kolinesteraz, tirosinaz, oksidatif nükleaz etkileri araştırılmıştır. Sentezlenen 17 numaralı kumarin-triazol hedef molekülünün IC50 değeri 38,98 ± 0,77 µM olarak belirlenmiştir. Çalışmada pozitif kontrol olarak kullanılan akarbozun IC50 değeri ise 64,49 ± 2,53 µM olarak tespit edilmiştir. Bu sonuçlar, 17 numaralı bileşiğin alfa-glukozidaz inhibisyon etkinliğinin akarbozdan 1,65 kat daha yüksek olduğunu göstermiştir. Kolinestraz, tirosinaz etki göstermediği saptanmıştır. Ayrıca bileşiklerin oksidatif nükleaz etkisi göstermediği gözlemlenmiştir. Bu veriler dikkate alınarak bileşiklerin IC50 değerlerinde toksik etkisinin düşük olabileceği fikrini ortaya atmaktadır. Toksisite ile ilgili kesin bilgiler için hücre canlılığı testleri ile verilerin desteklenebileceği düşünülmektedir.
Coumarins are natural compounds found in the structure of many plants. Recently, due to factors such as multidrug resistance and cytotoxicity in the pharmaceutical industry, the scientific world has been focusing on the use of coumarins as active ingredients for new drug discovery. In the literature, it has been determined that coumarins show biological activity in many areas such as anticancer, antiviral, antimicrobial, antioxidant, anti-inflammatory and antitumor. It is also known that compounds containing triazole group are widely used in the world of medicine and pharmaceuticals. For this purpose, we have synthesized new coumarins containing a series of triazole group. The structures of these synthesized compounds were elucidated and confirmed by FT-IR, 1H NMR, 13C NMR, UV-Visible, fluorescence spectroscopy and mass spectrometry using various purification procedures. In order to investigate the enzyme activities of triazole-coumarin compounds, α-glucosidase, cholinesterase, tyrosinase, oxidative nuclease were investigated. The IC50 value of the synthesized coumarin-triazole target molecule 17 was determined as 38.98 ± 0.77 µM. The IC50 value of acarbose, which was used as a positive control in the study, was determined as 64.49 ± 2.53 µM. These results showed that the alpha-glucosidase inhibition activity of compound 17 was 1.65 times higher than that of acarbose. It was found that the compounds did not show any inhibitory effect on cholinesterase and tyrosine. It was also observed that the compounds did not show oxidative nuclease effect. Considering these data, IC50 values of the compounds suggest that the toxic effect may be low. It is thought that precise information on toxicity can be supported by cell viability tests.
Coumarins are natural compounds found in the structure of many plants. Recently, due to factors such as multidrug resistance and cytotoxicity in the pharmaceutical industry, the scientific world has been focusing on the use of coumarins as active ingredients for new drug discovery. In the literature, it has been determined that coumarins show biological activity in many areas such as anticancer, antiviral, antimicrobial, antioxidant, anti-inflammatory and antitumor. It is also known that compounds containing triazole group are widely used in the world of medicine and pharmaceuticals. For this purpose, we have synthesized new coumarins containing a series of triazole group. The structures of these synthesized compounds were elucidated and confirmed by FT-IR, 1H NMR, 13C NMR, UV-Visible, fluorescence spectroscopy and mass spectrometry using various purification procedures. In order to investigate the enzyme activities of triazole-coumarin compounds, α-glucosidase, cholinesterase, tyrosinase, oxidative nuclease were investigated. The IC50 value of the synthesized coumarin-triazole target molecule 17 was determined as 38.98 ± 0.77 µM. The IC50 value of acarbose, which was used as a positive control in the study, was determined as 64.49 ± 2.53 µM. These results showed that the alpha-glucosidase inhibition activity of compound 17 was 1.65 times higher than that of acarbose. It was found that the compounds did not show any inhibitory effect on cholinesterase and tyrosine. It was also observed that the compounds did not show oxidative nuclease effect. Considering these data, IC50 values of the compounds suggest that the toxic effect may be low. It is thought that precise information on toxicity can be supported by cell viability tests.
Açıklama
Anahtar Kelimeler
Kimya, NATURAL SCIENCES::Chemistry
