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

Year 2019, Volume: 23 Issue: 2, 651 - 657, 25.08.2019

Kader Poturcu Ebru Çubuk Demiralay

https://doi.org/10.19113/sdufenbed.553547

Cited By: 1

Abstract

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.

Keywords

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

Abstract

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

Keywords

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

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