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Spectrophotometry, potentiometry and HPLC in determination of acidity constant for cabergoline and tadalafil

Yıl 2019, Cilt: 23 Sayı: 2, 177 - 186, 27.06.2025

Merve Banu Polat Ayşegül Doğan , Nursabah Elif Başcı Akduman

Öz

Acidic dissociation constant (pKa) is an important physicochemical parameter in absorption, dissociation and elimination mechanisms of drugs in body. Various analytical methods are utilized for the determination of pKa values of pharmaceutical active ingredients, and potentiometry, spectrophotometry and HPLC are the most common methods. Cabergoline is dopaminergic ergoline derivative having a powerful and long-term prolactin reducing effect, which is used for the treatment of Parkinson disease. Tadalafil leads an increasing cGMP level in Corpus cavernous, during secretion of nitric oxide in sexual arousal. In the presented study, detection of pKa values for Cabergoline and Tadalafil by using potentiometry, spectrophotometry and HPLC was investigated. The pKa value for Cabergoline was respectively found to be 6.42, 6.05 and 6.20 by spectrophotometry, potentiometry and HPLC. Spectrophotometric pKa value was significantly different (p>0.05) from others, and potentiometry and spectrophotometry were appropriate for pKa value determination of Cabergoline. The pKa values for Tadalafil by potentiometry and spectrophotometry were found to be 3.52 and 3.44, respectively. But, in HPLC, no differentiation was observed in retention times of Tadalafil by increasing pH value of mobile phase. Developed methods for determination of pKa values for Cabergoline and Tadalafil demonstrated high repeatability values (RSD<%1). In this study, experimental pKa values for Cabergoline and Tadalafil from developed methods were compared with the values calculated by the common softwares and high-level divergences were observed.

Anahtar Kelimeler

Acidity constant pKa physicochemical parameter Cabergoline Tadalafil

Kaynakça

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Yıl 2019, Cilt: 23 Sayı: 2, 177 - 186, 27.06.2025

Merve Banu Polat Ayşegül Doğan , Nursabah Elif Başcı Akduman

Öz

Kaynakça

  • [1] Skoog, D., West, D., Holler, F., & Crouch, S. (1992). Fundamentals of Analytical Chemistry (8th ed.). Brooks/Cole, New York, USA.
  • [2] Kayaalp, O. (1996). Tıbbi Farmakoloji. Hacettepe-Taş, Türkiye.
  • [3] Colao, A., Lombardi, G., & Annunziato, L. (2000). Cabergoline. Expert Opinion on Pharmacotherapy, 1(3), 555–574. https://doi.org/10.1517/14656566.1.3.555
  • [4] Curran, M. P., & Perry, C. M. (2004). Cabergoline: A review of its use in the treatment of Parkinson's disease. Drugs, 64(18), 2125–2141. https://doi.org/10.2165/00003495-200464180-00011
  • [5] Forgue, S. T., Patterson, B. E., Bedding, A. W., Payne, C. D., Phillips, D. L., Wrishko, R. E., & Mitchell, M. I. (2006). Tadalafil pharmacokinetics in healthy subjects. British Journal of Clinical Pharmacology, 61(3), 280–288. https://doi.org/10.1111/j.1365-2125.2005.02553.x
  • [6] Pianezzola, E., Bellotti, V., La Croix, R., & Strolin Benedetti, M. (1992). Determination of cabergoline in plasma and urine by high-performance liquid chromatography with electrochemical detection. Journal of Chromatography B: Biomedical Sciences and Applications, 574(1), 170–174. https://doi.org/10.1016/0378-4347(92)80103-7
  • [7] Igarashi, K., Hotta, K., Kasuya, F., Abe, K., & Sakoda, S. (2003). Determination of cabergoline and L-dopa in human plasma using liquid chromatography-tandem mass spectrometry. Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences, 792(1), 55–61. https://doi.org/10.1016/S1570-0232(03)00277-2
  • [8] Kimball, B. A., DeLiberto, T. J., & Johnston, J. J. (2001). Determination of cabergoline by electrospray ionization tandem mass spectrometry: Picogram detection via column focusing sample introduction. Analytical Chemistry, 73(20), 4972–4976. https://doi.org/10.1021/ac010468x
  • [9] Allievi, C., & Dostert, P. (1998). Quantitative determination of cabergoline in human plasma using liquid chromatography combined with tandem mass spectrometry. Rapid Communications in Mass Spectrometry, 12(1), 33–39. https://doi.org/10.1002/(SICI)1097-0231(19980115)12:1<33::AID-RCM103>3.0.CO;2-6
  • [10] Paul, G., Winnik, W., Hughes, N., Schweingruber, H., Heller, R., & Schoen, A. (2003). Accurate mass measurement at enhanced mass-resolution on a triple quadrupole mass-spectrometer for the identification of a reaction impurity and collisionally-induced fragment ions of cabergoline. Rapid Communications in Mass Spectrometry, 17(6), 561–568. https://doi.org/10.1002/rcm.944
  • [11] Piroozi, F., Ghasemi, E., Qomi, M., Rezaee, R., & Hashemian, F. (2014). Hollow fiber liquid phase microextraction combined with high performance liquid chromatography for preconcentration and determination of cabergoline in biological samples. Journal of Liquid Chromatography & Related Technologies, 37(5), 760–771. https://doi.org/10.1080/10826076.2012.758145
  • [12] Zang, Q., Liu, Y., He, J., Yue, X., Zhang, R., Wang, R., & Abliz, Z. (2015). A sensitive and rapid HPLC-MS/MS method for the quantitative determination of trace amount of bromocriptine in small clinical prolactinoma tissue. Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences, 989, 91–97. https://doi.org/10.1016/j.jchromb.2015.02.037
  • [13] Onal, A., Sagirli, O., & Şensoy, D. (2007). Selective LC determination of cabergoline in the bulk drug and in tablets: In vitro dissolution studies. Chromatographia, 65(9–10), 561–567. https://doi.org/10.1365/s10337-007-0198-6
  • [14] Onal, A., & Caglar, S. (2007). Spectrophotometric determination of dopaminergic drugs used for Parkinson’s disease, cabergoline and ropinirole in pharmaceutical preparations. Chemical & Pharmaceutical Bulletin, 55(4), 629–631. https://doi.org/10.1248/cpb.55.629
  • [15] Salman, D., Dogan, A., & Basci, N. E. (2011). Spectrophotometric analysis of cabergoline in pharmaceutical preparations. Latin American Journal of Pharmacy, 30(2), 304–310.
  • [16] Jain, R., & Sinha, A. (2014). A graphene based sensor for sensitive voltammetric quantification of cabergoline. Journal of The Electrochemical Society, 161(5), H314–H320. https://doi.org/10.1149/2.013405jes
  • [17] Al, K. A., & Gouda, A. A. (2011). Spectrophotometric determination of tadalafil in pure and dosage forms. Chemical Industry & Chemical Engineering Quarterly, 17(2), 125–132. https://doi.org/10.2298/CICEQ101215022A
  • [18] Anandakumar, K., Varadharajan, K., Subathrai, R., Jothieswari, D., & Seyal, G. S. (2010). Estimation of tadalafil in bulk and in formulation by UV-visible spectrophotometry. Asian Journal of Research in Chemistry, 3(1), 54–57.
  • [19] Fraihat, S. (2014). Spectrophotometric methods for the determination of tadalafil in pharmaceutical forms. International Journal of Pharmaceutical Sciences, 6(7), 443–445.
  • [20] Jain, V. M., Anuj, J., Anurekha, S., Alankar, T., Umesh, V., & Jain, S. K. (2012). A validated UV spectrophotometric method for determination of tadalafil in bulk and solid dosage form. Journal of Advanced Drug Research, 2(1), 13–18.
  • [21] Rajeswari, K. R., Rao, A. L., & Rao, N. S. (2006). Spectrophotometric method for the determination of tadalafil in pure and tablet dosage form. International Journal of Chemical Sciences, 4(3), 735–737.
  • [22] Nesalin, J., Babu, C., Kumar, G. V., & Mani, T. T. (2009). Validated extractive spectrophotometric estimation of tadalafil in tablet dosage form. E-Journal of Chemistry, 6(3), 611–614. https://doi.org/10.1155/2009/340149
  • [23] Pani Kumar, D. A., Vijaya Durga, D., Hima Bindu, S., Sunitha, G., & Ramakrishna, K. (2013). Spectrophotometric quantification of tadalafil by oxidative coupling reaction with MBTH reagent. Analytical Chemistry: An Indian Journal, 13(9), 361–364.
  • [24] Yunoos, M., Sankar, D. G., Kumar, B. P., & Hameed, S. (2010). UV spectrophotometric method for the estimation of tadalafil in bulk and tablet dosage form. E-Journal of Chemistry, 7(3), 833–836. https://doi.org/10.1155/2010/195249
  • [25] Amin, G., Chapla, B., Pandya, A., Kakadiya, J., & Baria, D. (2012). Development and validation of dual wavelength UV spectrophotometric method for simultaneous estimation of tadalafil and dapoxetine hydrochloride in their combined tablet dosage form. International Journal of Pharmaceutical Research and Bio-Science, 1(2), 247–255.
  • [26] Lakshmi, V. N., Kumar, D. R., Vardhan, S., & Rambabu, C. (2009). Validated spectrophotometric methods for the determination of tadalafil in pharmaceutical formulations. Oriental Journal of Chemistry, 25(3), 791–794.
  • [27] Khan, Z. G., Patil, A. S., & Shirkhedkar, A. A. (2014). Estimation of tadalafil using derivative spectrophotometry in bulk material and in pharmaceutical formulation. International Journal of Spectroscopy, 2014, Article ID 392421. https://doi.org/10.1155/2014/392421
  • [28] Yehia, M. A., Rezk, M. R., El-Sayed, M. A., & Kawy, M. A. (2014). Stability-indicating methods for determination of tadalafil in presence of its degradation product. Analytical Chemistry: An Indian Journal, 14(9), 351–368.
  • [29] Fejős, I., Neumajer, G., Béni, S., & Jankovics, P. (2014). Qualitative and quantitative analysis of PDE-5 inhibitors in counterfeit medicines and dietary supplements by HPLC-UV using sildenafil as a sole reference. Journal of Pharmaceutical and Biomedical Analysis, 98, 327–333. https://doi.org/10.1016/j.jpba.2014.06.002
  • [30] Gratz, S. R., Flurer, C. L., & Wolnik, K. A. (2004). Analysis of undeclared synthetic phosphodiesterase-5 inhibitors in dietary supplements and herbal matrices by LC-ESI-MS and LC-UV. Journal of Pharmaceutical and Biomedical Analysis, 36(3), 525–533. https://doi.org/10.1016/j.jpba.2004.07.004
  • [31] Luo, Z., Lei, Y., Yang, D., & Li, Y. (2009). High performance liquid chromatography method for simultaneously detecting phosphodiesterase type-5 (PDE5) inhibitors illegally added in Chinese medicine, health food and food with kidney invigorating and yang strengthening effects. CN101587102A.
  • [32] Park, M., & Ahn, S. (2012). Quantitative analysis of sildenafil and tadalafil in various fake drugs recently distributed in Korea. Journal of Forensic Sciences, 57(6), 1637–1640. https://doi.org/10.1111/j.1556-4029.2012.02158.x
  • [33] Zhiwu, S., Hongbing, T., Qun, L., & Jinren, D. (2008). HPLC determination of 3 contraband drugs (tadalafil, sildenafil and vardenafil) in health-care foodstuffs. Lihua Jianyan, Huaxue Fence, 44(6), 540–542.
  • [34] Wang, Z., Zhao, H., Jiang, X., & Shi, J. (2012). Content analysis of sildenafil and tadalafil in 15 aphrodisiac health products. Zhongguo Yaoshi (Wuhan, China), 15(6), 895–896.
  • [35] Rabbaa-Khabbaz, L., & Daoud, R. A. (2006). A sensitive and simple high performance liquid chromatographic method for quantification of tadalafil in human serum. Journal of Applied Research, 6(1), 170–175.
  • [36] Shakya, A. K., Abu-awwad, A. N., Arafat, T. A., & Melhim, M. (2007). Validated liquid chromatographic-ultraviolet method for the quantitation of tadalafil in human plasma using liquid-liquid extraction. Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences, 852(1–2), 403–408. https://doi.org/10.1016/j.jchromb.2007.01.036
  • [37] Barot, T. G., & Patel, P. K. (2010). Determination of tadalafil in pure powder and tablet dosage form by high-performance liquid chromatography. Journal of AOAC International, 93(2), 516–522.
  • [38] Bojanapu, A., Subramaniam, A. T., Munusamy, J., Dhanapal, K., Chennakesavalu, J., Sellappan, M., & Jayaprakash, V. (2015). Validation and method development of tadalafil in bulk and tablet dosage form by RP-HPLC. Drug Research (Stuttg), 65(2), 82–85. https://doi.org/10.1055/s-0034-1372609
  • [39] Chandran, M., & Kannan, K. (2012). A validated RP-HPLC method for simultaneous estimation of tadalafil and dapoxetine in tablet dosage form. Journal of Scientific Research in Pharmacy, 1(2), 36–39.
  • [40] De Orsi, D., Pellegrini, M., Marchei, E., Nebuloni, P., Gallinella, B., Scaravelli, G., Martufi, A., Gagliardi, L., & Pichini, S. (2009). High performance liquid chromatography-diode array and electrospray-mass spectrometry analysis of vardenafil, sildenafil, tadalafil, testosterone and local anesthetics in cosmetic creams sold on the Internet web sites. Journal of Pharmaceutical and Biomedical Analysis, 50(3), 362–369. https://doi.org/10.1016/j.jpba.2009.05.008
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  • [49] Savaliya, A. A., Shah, R. P., Prasad, B., & Singh, S. (2010). Screening of Indian aphrodisiac ayurvedic/herbal healthcare products for adulteration with sildenafil, tadalafil and/or vardenafil using LC/PDA and extracted ion LC-MS/TOF. Journal of Pharmaceutical and Biomedical Analysis, 52(3), 406–409. https://doi.org/10.1016/j.jpba.2009.11.005
  • [50] Sheng, Z.-W., Wang, P., & Tang, H.-B. (2007). Determination of tadalafil in health food with RP HPLC. Zhongguo Weisheng Jianyan Zazhi, 17(1), 92–93.
  • [51] Xia, C., Wang, D., & Liu, X. (2012008). Method for simultaneous determination of sildenafil citrate and tadalafil added illegally in traditional Chinese medicine preparation. Yaowu Fenxi Zazhi, 28(11), 1909–1911.
  • [52] Xing, J.-B., Cao, H., Zhang, J., Shan, T.-T., Shui, C.-H., & Chen, Y.-M. (2014). Simultaneous determination of 7 illegal components illegally added in traditional Chinese medicine and health food by HPLC. Shizhen Guoyi Guoyao, 25(2), 451–453.
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Toplam 56 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Konular Eczacılıkta Analitik Kimya
Bölüm Articles
Yazarlar

Merve Banu Polat

Ayşegül Doğan

Nursabah Elif Başcı Akduman

Yayımlanma Tarihi 27 Haziran 2025
Yayımlandığı Sayı Yıl 2019 Cilt: 23 Sayı: 2

Kaynak Göster

APA Polat, M. B., Doğan, A., & Başcı Akduman, N. E. (2025). Spectrophotometry, potentiometry and HPLC in determination of acidity constant for cabergoline and tadalafil. Journal of Research in Pharmacy, 23(2), 177-186.
AMA Polat MB, Doğan A, Başcı Akduman NE. Spectrophotometry, potentiometry and HPLC in determination of acidity constant for cabergoline and tadalafil. J. Res. Pharm. Haziran 2025;23(2):177-186.
Chicago Polat, Merve Banu, Ayşegül Doğan, ve Nursabah Elif Başcı Akduman. “Spectrophotometry, Potentiometry and HPLC in Determination of Acidity Constant for Cabergoline and Tadalafil”. Journal of Research in Pharmacy 23, sy. 2 (Haziran 2025): 177-86.
EndNote Polat MB, Doğan A, Başcı Akduman NE (01 Haziran 2025) Spectrophotometry, potentiometry and HPLC in determination of acidity constant for cabergoline and tadalafil. Journal of Research in Pharmacy 23 2 177–186.
IEEE M. B. Polat, A. Doğan, ve N. E. Başcı Akduman, “Spectrophotometry, potentiometry and HPLC in determination of acidity constant for cabergoline and tadalafil”, J. Res. Pharm., c. 23, sy. 2, ss. 177–186, 2025.
ISNAD Polat, Merve Banu vd. “Spectrophotometry, Potentiometry and HPLC in Determination of Acidity Constant for Cabergoline and Tadalafil”. Journal of Research in Pharmacy 23/2 (Haziran 2025), 177-186.
JAMA Polat MB, Doğan A, Başcı Akduman NE. Spectrophotometry, potentiometry and HPLC in determination of acidity constant for cabergoline and tadalafil. J. Res. Pharm. 2025;23:177–186.
MLA Polat, Merve Banu vd. “Spectrophotometry, Potentiometry and HPLC in Determination of Acidity Constant for Cabergoline and Tadalafil”. Journal of Research in Pharmacy, c. 23, sy. 2, 2025, ss. 177-86.
Vancouver Polat MB, Doğan A, Başcı Akduman NE. Spectrophotometry, potentiometry and HPLC in determination of acidity constant for cabergoline and tadalafil. J. Res. Pharm. 2025;23(2):177-86.