SavedAdd your journal

Journals / Ankara Üniversitesi Eczacılık Fakültesi Dergisi / 2022 / Cilt: 46 - Sayı: 3

DETERMINATION OF pKa VALUES OF TENOXICAM, PIROXICAM AND MELOXICAM BY RP-HPLC AT 25 ℃ AND 37 ℃ IN THF-WATER BINARY MIXTURES

TENOKSİKAM, PİROKSİKAM VE MELOKSİKAM’IN pKa DEĞERLERİNİN RP-HPLC YÖNTEMİYLE 25℃ VE 37℃’DE THF-SU İKİLİ ORTAMINDA TAYİNİ

Dilara BAŞAT DERELİ
Pages
859–871
Publication Date
2022-11-06
DOI
—
🏛️Bibliographic metadata and full text access for this article are provided via DergiPark.
DergiPark Record ↗
✨

AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

The results are in agreement with previous studies with different methods and different solvents at 25 °C.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:Objective: In this study, the ionization constant (pKa) values of oxicam group drug active ingredients, tenoxicam, piroxicam and meloxicam, were investigated both because of their effectiveness in reducing pain and inflammation and because of their pharmaceutical importance.
📊
Key Findings & Data:Material and Method: pKa values were determined by RP-HPLC method in tetrahydrofuran-water binary mixture (30%-40%(v/v)) at 25 °C and 37 °C.
💡
Conclusion & Impact:The results are in agreement with previous studies with different methods and different solvents at 25 °C.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Oksikam · RP-HPLC · THF-su ikili karışımı

Abstract

Objective: In this study, the ionization constant (pKa) values of oxicam group drug active ingredients, tenoxicam, piroxicam and meloxicam, were investigated both because of their effectiveness in reducing pain and inflammation and because of their pharmaceutical importance. Material and Method: pKa values were determined by RP-HPLC method in tetrahydrofuran-water binary mixture (30%-40%(v/v)) at 25 °C and 37 °C. The pKa values of these compounds in water were evaluated by mole fraction and Yasuda-Shedlovsky extrapolation methods.Result and Discussion: This study is the first pKa determination study for tenoxicam, piroxicam and meloxicam in tetrahydrofuran-water media and also at 37 ℃, which is body physiological temperature. For tenoxicam, piroxicam and meloxicam, the pKa values calculated by the mole fraction method at 25 °C were 5.067 ± 0.037; 5.237 ± 0.065; 4.027 ± 0.144; pKa values at 37 °C are 5.166 ± 0.017; 5.197 ± 0.084; 4.161 ± 0.116. By Yasuda-Shedlovsky extrapolation, pKa values calculated at 25 ℃ were 5.061 ± 0.035; 5.232 ± 0.063; 4.021 ± 0.141; pKa values at 37 ℃ are 5.161 ± 0.013; 5.192 ± 0.053; 4.155 ± 0.094. The results are in agreement with previous studies with different methods and different solvents at 25 °C.

Özet

Amaç: Bu çalışmada, oksikam grubu ilaç etken maddeleri olan tenoksikam, piroksikam ve meloksikamın hem ağrı ve iltihabı azaltmadaki etkinlikleri hem de farmasötik önemi nedeniyle iyonizasyon sabiti (pKa) değerleri araştırıldı.Gereç ve Yöntem: pKa değerleri, 25 °C ve 37 °C'de tetrahidrofuran-su ikili karışımında (%30-40(h/h)) RP-HPLC yöntemiyle belirlendi. Bu bileşiklerin sudaki pKa değerleri, mol kesri ve Yasuda-Shedlovsky ekstrapolasyon yöntemleri ile değerlendirildi.Sonuç ve Tartışma: Tenoksikam, piroksikam ve meloksikam için 25 °C'de mol kesri yöntemiyle hesaplanan pKa değerleri 5.067 ± 0.037; 5.237 ± 0.065; 4.027 ± 0.144; 37 °C'de pKa değerleri 5.166 ± 0.017; 5.197 ± 0.084; 4.161 ± 0.116. Yasuda-Shedlovsky ekstrapolasyonu ile 25 °C'de hesaplanan pKa değerleri 5.061 ± 0.035; 5.232 ± 0.063; 4.021 ± 0.141; 37 ℃'deki pKa değerleri 5.161 ± 0.013; 5.192 ± 0.053; 4.155 ± 0.094. Sonuçlar, 25 °C'de farklı yöntemler ve farklı çözücüler ile yapılan önceki çalışmalarla uyumludur. Bu çalışma, tetrahidrofuran-su ortamında ve ayrıca vücut fizyolojik sıcaklığı olan 37 °C'de tenoksikam, piroksikam ve meloksikam için yapılan ilk pKa belirleme çalışmasıdır.

🔖

Cite This Article

DERELİ, D. B. (2022). DETERMINATION OF pKa VALUES OF TENOXICAM, PIROXICAM AND MELOXICAM BY RP-HPLC AT 25 ℃ AND 37 ℃ IN THF-WATER BINARY MIXTURES. Ankara Üniversitesi Eczacılık Fakültesi Dergisi, Cilt: 46 - Sayı: 3, 859–871. https://ajindex.com/articles/648539

📄 Full Text PDF Viewer

📄

PDF görüntüleyici hazırlanıyor...

References (1)

  1. Bindu, S., Mazumder, S., Bandyopadhyay, U. (2020). Non-steroidal anti-inflammatory drugs (NSAIDs) and organ damage: A current perspective. Biochemical Pharmacology, 180, 114147. [CrossRef] 2. Starek, M., Krzek, J. (2009). A review of analytical techniques for determination of oxicams, nimesulide and nabumetone. Talanta, 77(3), 925-942. [CrossRef] 3. Szabó-Révész, P. (2018). Modifying the physicochemical properties of NSAIDs for nasal and pulmonary administration. Drug Discovery Today Technologies, 27, 87-93. [CrossRef] 4. Alves, L. P., Da Silva Oliveira, K., Da Paixão Santos, J. A., Da Silva Leite, J. M., Rocha, B. P., Lucena Nogueira, P. de, Araújo Rêgo, R. I. de, Oshiro-Junior, J. A., Damasceno, B.P.G.d.L. (2020). A review on developments and prospects of anti-inflammatory in microemulsions. Journal of Drug Delivery Science and Technology, 60, 102008. [CrossRef] 5. Christian, A., Iorgulescu, E. E., Mihailciuc, C. (2010). Electrochemıcal Studıes Usıng Actıvated Glassy Carbon. I. Meloxıcam. Academia Romana, 55(5), 329-334. 6. Cruciani, G., Milletti, F., Loriano, S., Sforna, G., Goracci, L. (2009). In silico pKa Prediction and ADME Profiling. Chemistry & Biodiversity, 6, 1812-1821. [CrossRef] 7. Manallack, D. T. (2007). The pKa Distribution of Drugs: Application to Drug Discovery. Perspectives in Medicinal Chemistry, 1, 25-38. [CrossRef] 8. Babić, S., Horvat, A. J., Mutavdžić Pavlović, D., Kaštelan-Macan, M. (2007). Determination of pKa values of active pharmaceutical ingredients. TrAC Trends in Analytical Chemistry, 26(11), 1043-1061. [CrossRef] 9. Dardonville, C. (2018). Automated techniques in pKa determination: Low, medium and high-throughput screening methods. Drug Discovery Today Technologies, 27, 49-58. [CrossRef] 10. Reijenga, J., van Hoof, A., van Loon, A., Teunissen, B. (2013). Development of Methods for the Determination of pKa Values. Analytical Chemistry Insights, 8, 53-71. [CrossRef] 11. Subirats, X., Fuguet, E., Rosés, M., Bosch, E., Ràfols, C. (2015). Methods for pKa Determination (I): Potentiometry, Spectrophotometry, and Capillary Electrophoresis. In Reference Module in Chemistry, Molecular Sciences and Chemical Engineering. Elsevier. [CrossRef] 12. Fuguet, E., Subirats, X., Ràfols, C., Bosch, E., Rosés, M. (2015). Methods for pKa Determination (II): Sparingly Soluble Compounds and High-Throughput Approaches. In Reference Module in Chemistry, Molecular Sciences and Chemical Engineering. Elsevier. [CrossRef] 13. Trapl, D., Del Río, C.C.,