Bazı Heterosiklik Bileşiklerin İyonlaşma/Protonasyon, Lipofilisite ve Çözünürlük Sabitlerinin Belirlenmesi

Öz

B12 vitamini yapısında bulunan benzimidazol halkası ve histidinin yapısında bulunan imidazol halkası; tıpta, eczacılıkta, ilaç kimyasında önemli biyolojik ve klinik uygulamalara sahip heterosiklik yapılardır. Bu yapıların anthelmintik, antifungal, antiviral ve anti-HIV gibi birçok farklı biyolojik aktiviteye sahip olması ve son zamanlarda antikanser ajan olarak kullanılması dikkatleri bu yapılar üzerine çekmektedir. Bu çalışmada benzimidazol/imidazol halkası içeren altı ilaç molekülünün ters faz sıvı kromatografik yöntemle %40 (v/v) ACN:H₂O içeren mobil faz ortamında iyonlaşma/protonasyon sabitleri belirlenmiştir. Deneysel çalışmalarda Gemini NX C18 (250 x 3.0 mm I.D., 5 µm) kolon kullanılmıştır ve kromatografik analizler 1 mL/dakika akış hızında, 30°C’de gerçekleştirilmiştir. Abraham çözünen tanımlayıcıları ve ters faz sıvı kromatografik yöntemle elde edilen bu alıkonma verileri kullanılarak bu altı ilaç molekülünün lipofilisite ve çözünürlük değerleri hesaplanmıştır.

Anahtar Kelimeler

• İmidazol grubu ilaçlar,Benzimidazol grubu ilaçlar,İyonlaşma/Protonasyon sabitleri,RPLC,Lipofilisite,Abraham çözünen tanımlayıcıları

Evaluation of Ionization/Protonation, Lipophilicity and Solubility Constants for Some Heterocyclic Compounds

Öz

The benzimidazole ring in the structure of B12 vitamin and the imidazole ring in the structure of histidine are heterocyclic structures with important biological and clinical applications in medicine, pharmacy and pharmaceutical chemistry. These structures have many different biological activities such as anthelmintic, antifungal, antiviral and anti-HIV and have recently been used as an anticancer agent, draws attention to these structures. In this study, the ionization/protonation constants of six drug molecules which have containing benzimidazole/imidazole moiety were determined in mobile phase media containing 40% (v/v) ACN:H₂O by reversed phase liquid chromatographic method. Gemini NX C18 (250 mm × 3.0 mm I.D., 5 µm) column was used in experimental studies and chromatographic analyzes were performed at a flow rate of 1 mL/min and at 30°C. The lipophilicity and solubility values of these six drug molecules were calculated using the Abraham solute descriptor values and the retention data obtained by the reversed phase liquid chromatographic method

Anahtar Kelimeler

• İmidazole group drugs,Benzimidazole group drugs,RPLC,Ionization/Protonation constants,Lipophilicity,Abraham solute descriptors

Kaynakça

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