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Spectrophotometric Determination of Atorvastatin Based on Charge Transfer Reaction with Quinalizarin

Year 2023, Volume: 44 Issue: 4, 710 - 715, 28.12.2023

Fatih Yiğit , Nurettin Tarkan , Mehmet Akdeniz , Figen Erek , Işıl Aydın

https://doi.org/10.17776/csj.1327163

Abstract

An easy and economical spectrophotometric method has been developed for the determination of atorvastatin from tablet formulation. This method is based on the formation of a blue-colored charge transfer complex of Atorvastatin with quinalizarin in methanol medium. The blue colored complex gives maximum absorbance at 573 nm. In order to develop the quantitative analysis method of atorvastatin, several parameters such as the type of solvent, the effect of reagent concentration, and the reaction time and temperature on absorbance of complex were investigated. It was determined that the optimum Quinz solution (0.5x10-³ M) was 3mL and the optimum temperature of the reaction was room temperature. Beer’s law range of proposed method is found 10-100 µg.mL-1. LOD and LOQ of the proposed method were found as 1.49 µg.mL-1 and 4.98 µg.mL-1, respectively. As a result, this proposed method can be used in the quantitative analysis of atorvastatin in tablet formulations

Keywords

Quinalizarin Atorvastatin Spectrophotometric determination

References

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  • [2] Sweetman S.C., Martindale, The Complete Drug Reference. 34th ed. London, The Pharmaceutical Press, (2005), 868.
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  • [5] Wei J., Chen S., Fu H., Wang X., Li H., Lin J., Xu F., Changliang H., Xiaoxia L., Huaqiao T., Gang S., Wei Z., Measurement and correlation of solubility data for atorvastatin calcium in pure and binary solvent systems from 293.15 K to 328.15 K, Journal of Molecular Liquids, 324, (2021) 115124.
  • [6] Andrew P. Lea and Donna McTavish, Atorvastatin:A Review of its Pharmacology and Therapeutic Potential in the Management of Hyperlipidaemias, Drugs, 53, (5) (1997) 828-47
  • [7] Jemal M., Ouyang Z., Chen B.C., Teitz D., Quantitation of the acid and lactone forms of atorvastatin and its biotransformation products in human serum by highperformance liquid chromatography with electrospray tandem mass spectrometry, Rapid Commun Mass Spectrom, 13 (1999) 1003-1015.
  • [8] Miao X.S., Metcalfe C.D, Determination of cholesterol lowering stain dugs in aqueous samples using liquid chromatography-electrospray ionization tandem mass spectrometry, J Chromatography A, 998 (2003) 133–41.
  • [9] Bullen W.W., Miller R.A., Hayes R.N., Development and validation of a high performance liquid chromatography- tandem mass spectrometry assay for atorvastatin, ortho-hydroxy atorvastatin and para-hydroxy Atorvastatin in human, dog and rat plasma, J Am Soc Mass Spectrom, 10 (1999) 55–66.
  • [10] Erk N., Extractive spectrophotometric determination of atorvastatin in bulk and pharmaceutical formulations, Anal Lett., 36 (2003) 2699–711
  • [11] Altuntas T.G., Erk N., Liquid chromatographic determination of atorvastatin in bulk drug, tablets and human plasma, J Liq Chromatogr Relat Technol., 27 (2004) 83–93.
  • [12] Verd J.C., Peris C., Alergret M., Diaz C., Hernandez Z.G., Sanchez R.M., Different effect of simvastatin and atorvastatin on key enzyme involved in VLDL synthesis and catabolism on high fat /cholesterol rabbit, Br J Pharmacol,. 127 (1999) 1479–85.
  • [13] Erturk S., Aktas E.S, Ersoy L., Ficicioglu S., A HPLC method for the determination of atorvastatin and its impurities in bulk drugs and tablets, J Pharm Biomed Anal., 33 (9) (2003) 1017–1023
  • [14] Shen H.R., Liz D., Zhong M.K., HPLC assay and pharmacokinetic study of atorvastatin in beagle dog after oral administration of atorvastatin self-micro emulsifying drug delivery system”, Pharmazie, 61 (2006) 18–20.
  • [15] Bleske B.E., Willis R.A., Anthony M., Casselberry N., Datwani M., Uhley V.E., The effect of pravastatin and atorvastatin on coenzyme Q10, Am Heart J., 142 (2001) 262.
  • [16] Nirogi R.V., Kandikere V.N., Shukla M., Mudigonda M., Maurya S., Boosi R., Yerramilli A., Simultaneous quantification of atorvastatin and active metabolites in human plasma by LC-MS using rosuvastatin as internal standard, Biomed Chromatogr., 20 (2006). 924–36.
  • [17] Yadav S.S., Mhaske D.V., Kakad A.B., Patil B.D., Kadam S.S., Dhaneshwar S.R., Simple and sensitive HPTLC method for determination of content uniformity of atorvastatin calcium tablet, Indian J Pharm Sci, 67 (2005) 182–8.
  • [18] McKenney J.M., McCormick L.S., Weiss S., Koren M., Kafonek S., Blanck D.M., A randomized trial of the effects of atorvastatin and niacin in patients with combined hyperlipidaemic or isolated hypertriglyceridemia, collaborative atorvastatin study group, Am J Med., 104 (1998)137–43.
  • [19] Hassib H.B., Issa Y. M., Conductimetric studies of charge transfer complexes of some benzylidine aniline schiff’s bases with substituted–benzoquinones, Egypt, J. Chem., 39 (1996) 329–338.
  • [20] Mulliken R. S., Molecular compounds and their spectra. III. The interaction of electron donors and acceptors, Phys. Chem., 56 (1952) 801–822.
  • [21] Al-Attas A.S., Habeeb M.M., Al-Raimi D.S., Spectrophotometric determination of some amino heterocyclic donors through charge transfer complex formation with chloranilic acid in acetonitrile, J. Mol. Liq., 148 (2009) 58–66.
  • [22] Amano M., Yamamura Y., Sumita M., Yasazuka S., Kawaji H., Atake T., Saito K., Calorimetric and dielectric study of organic ferroelectrics, phenazine-chloranilic acid, and its bromo analog, J. Chem. Phys., 130 (2009) 034503.
  • [23] Powell E. , Lee Y.H., Partch R., Dennis D., Morey T., Varshney M., Pi-Pi complexation of bupivacaine and analogues with aromatic receptors: implications for overdose remediation, Int J Nanomedicine, 2 (3) (2007) 449-59.
  • [24] Yousef T.A., Ezzeldin E., A Abdel-Aziz H., H Al-Agamy M., Mostafa G.A.E., Charge Transfer Complex of Neostigmine with 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone: Synthesis, Spectroscopic Characterization, Antimicrobial Activity, and Theoretical Study, Drug Des Devel Ther., 14 (2020) 4115–4129
  • [25] Meyer E.A., Castellano R.K., Diederich F. Interactions with Aromatic Rings in Chemical and Biological Recognition, Angew.Chem.Int.Ed., 42 (2003) 1210 – 125.
  • [26] Barbosa J., Bosch E., Carrera R., A comparative study of some hydroxyanthraquinones as acid-base indicators, Talanta. 32 (11) (1985) 1077– 1081.
  • [27] Banerjee N. L. and Sinha B. C., Extraction spectrophotometric method for determination of aluminium in silicates, Talanta. 37 (10) (1990) 1017–1020.
  • [28] Gouda A. A., Cloud point extraction, preconcentration and spectrophotometric determination of trace amount of manganese( II) in water and food samples, Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 131 (2014) 138–144.
  • [29] Amin A. S., El-Sharjawy A.-A. M., Kassem M. A, Determination of thalliumat ultra-trace levels in water and biological samples using solid phase spectrophotometry, Spectrochimica Acta A: Molecular and Biomolecular Spectroscopy, 110 (2013) 262– 268.
  • [30] Gouda A.A., Malah Z.A., Development and validation of sensitive spectrophotometric method for determination of two antiepileptics in pharmaceutical formulations, Spectrochimica Acta A: Molecular and Biomolecular Spectroscopy. 105 (2013) 488–496.
  • [31] Ayad M.M., El-Hefnawy G.B., Bahlol G.W., Charge transfer complexes of methylnaphthalene derivatives with TCNE in CCI4, Spectrochimica Acta Part A, 58 (2002) 161–166.
  • [32] Mohamed E.M., Frag Y.Z., Hathoot A.A., Shalaby E.A., Spectrophotometric determination of fenoprofen calcium drug in pure and pharmaceutical preparations. Spectroscopic characterization of the charge transfer solid complexes, Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 189 (2018) 357–365.
  • [33] Gouda A.A., Kasssem M., Novel spectrophotometric methods for determination of desloratidine in pharmaceutical formulations based on charge transfer react, Arabian Journal of Chemistry, 9 (2012) 1712–1720
  • [34] Alzoman N. Z., Sultan M. A., Maher H. M., Alshehri M. M., Wani T. A., Darwish I. A. Analytical Study for the Charge-Transfer Complexes of Rosuvastatin Calcium with π-Acceptors, Molecules, 18 (2013) 7711-7725.
  • [35] Job P., Recherches sur la formation decomplexes mineeraux en solution, et sur leur stabilitee(Formationand stability of inorganic complexes in solution), Anal. Chem., 9 (1928) 133–203
  • [36] ICH-Q2, International Conference on Harmonisation of Technical Requirements for Registration Of Pharmaceuticals For Human Use. Validation of analytical Procedures: Text And Methodology Q2 (R1), Step 4 Version, (2005).

Year 2023, Volume: 44 Issue: 4, 710 - 715, 28.12.2023

Fatih Yiğit , Nurettin Tarkan , Mehmet Akdeniz , Figen Erek , Işıl Aydın

https://doi.org/10.17776/csj.1327163

Abstract

References

  • [1] Budavari S., The Merk Index. 13th ed. Whitehouse Station, N.J. Merk & Co., Inc. (1997), 148.
  • [2] Sweetman S.C., Martindale, The Complete Drug Reference. 34th ed. London, The Pharmaceutical Press, (2005), 868.
  • [3] About Atorvastatine, Available at: https://www.nhs.uk/medicines/atorvastatin/about-atorvastatin/ Retrieved November 4, 2023
  • [4] “Lipitor becomes world’s top-selling drug”, Crain’s New York Business, (2011), 12-28
  • [5] Wei J., Chen S., Fu H., Wang X., Li H., Lin J., Xu F., Changliang H., Xiaoxia L., Huaqiao T., Gang S., Wei Z., Measurement and correlation of solubility data for atorvastatin calcium in pure and binary solvent systems from 293.15 K to 328.15 K, Journal of Molecular Liquids, 324, (2021) 115124.
  • [6] Andrew P. Lea and Donna McTavish, Atorvastatin:A Review of its Pharmacology and Therapeutic Potential in the Management of Hyperlipidaemias, Drugs, 53, (5) (1997) 828-47
  • [7] Jemal M., Ouyang Z., Chen B.C., Teitz D., Quantitation of the acid and lactone forms of atorvastatin and its biotransformation products in human serum by highperformance liquid chromatography with electrospray tandem mass spectrometry, Rapid Commun Mass Spectrom, 13 (1999) 1003-1015.
  • [8] Miao X.S., Metcalfe C.D, Determination of cholesterol lowering stain dugs in aqueous samples using liquid chromatography-electrospray ionization tandem mass spectrometry, J Chromatography A, 998 (2003) 133–41.
  • [9] Bullen W.W., Miller R.A., Hayes R.N., Development and validation of a high performance liquid chromatography- tandem mass spectrometry assay for atorvastatin, ortho-hydroxy atorvastatin and para-hydroxy Atorvastatin in human, dog and rat plasma, J Am Soc Mass Spectrom, 10 (1999) 55–66.
  • [10] Erk N., Extractive spectrophotometric determination of atorvastatin in bulk and pharmaceutical formulations, Anal Lett., 36 (2003) 2699–711
  • [11] Altuntas T.G., Erk N., Liquid chromatographic determination of atorvastatin in bulk drug, tablets and human plasma, J Liq Chromatogr Relat Technol., 27 (2004) 83–93.
  • [12] Verd J.C., Peris C., Alergret M., Diaz C., Hernandez Z.G., Sanchez R.M., Different effect of simvastatin and atorvastatin on key enzyme involved in VLDL synthesis and catabolism on high fat /cholesterol rabbit, Br J Pharmacol,. 127 (1999) 1479–85.
  • [13] Erturk S., Aktas E.S, Ersoy L., Ficicioglu S., A HPLC method for the determination of atorvastatin and its impurities in bulk drugs and tablets, J Pharm Biomed Anal., 33 (9) (2003) 1017–1023
  • [14] Shen H.R., Liz D., Zhong M.K., HPLC assay and pharmacokinetic study of atorvastatin in beagle dog after oral administration of atorvastatin self-micro emulsifying drug delivery system”, Pharmazie, 61 (2006) 18–20.
  • [15] Bleske B.E., Willis R.A., Anthony M., Casselberry N., Datwani M., Uhley V.E., The effect of pravastatin and atorvastatin on coenzyme Q10, Am Heart J., 142 (2001) 262.
  • [16] Nirogi R.V., Kandikere V.N., Shukla M., Mudigonda M., Maurya S., Boosi R., Yerramilli A., Simultaneous quantification of atorvastatin and active metabolites in human plasma by LC-MS using rosuvastatin as internal standard, Biomed Chromatogr., 20 (2006). 924–36.
  • [17] Yadav S.S., Mhaske D.V., Kakad A.B., Patil B.D., Kadam S.S., Dhaneshwar S.R., Simple and sensitive HPTLC method for determination of content uniformity of atorvastatin calcium tablet, Indian J Pharm Sci, 67 (2005) 182–8.
  • [18] McKenney J.M., McCormick L.S., Weiss S., Koren M., Kafonek S., Blanck D.M., A randomized trial of the effects of atorvastatin and niacin in patients with combined hyperlipidaemic or isolated hypertriglyceridemia, collaborative atorvastatin study group, Am J Med., 104 (1998)137–43.
  • [19] Hassib H.B., Issa Y. M., Conductimetric studies of charge transfer complexes of some benzylidine aniline schiff’s bases with substituted–benzoquinones, Egypt, J. Chem., 39 (1996) 329–338.
  • [20] Mulliken R. S., Molecular compounds and their spectra. III. The interaction of electron donors and acceptors, Phys. Chem., 56 (1952) 801–822.
  • [21] Al-Attas A.S., Habeeb M.M., Al-Raimi D.S., Spectrophotometric determination of some amino heterocyclic donors through charge transfer complex formation with chloranilic acid in acetonitrile, J. Mol. Liq., 148 (2009) 58–66.
  • [22] Amano M., Yamamura Y., Sumita M., Yasazuka S., Kawaji H., Atake T., Saito K., Calorimetric and dielectric study of organic ferroelectrics, phenazine-chloranilic acid, and its bromo analog, J. Chem. Phys., 130 (2009) 034503.
  • [23] Powell E. , Lee Y.H., Partch R., Dennis D., Morey T., Varshney M., Pi-Pi complexation of bupivacaine and analogues with aromatic receptors: implications for overdose remediation, Int J Nanomedicine, 2 (3) (2007) 449-59.
  • [24] Yousef T.A., Ezzeldin E., A Abdel-Aziz H., H Al-Agamy M., Mostafa G.A.E., Charge Transfer Complex of Neostigmine with 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone: Synthesis, Spectroscopic Characterization, Antimicrobial Activity, and Theoretical Study, Drug Des Devel Ther., 14 (2020) 4115–4129
  • [25] Meyer E.A., Castellano R.K., Diederich F. Interactions with Aromatic Rings in Chemical and Biological Recognition, Angew.Chem.Int.Ed., 42 (2003) 1210 – 125.
  • [26] Barbosa J., Bosch E., Carrera R., A comparative study of some hydroxyanthraquinones as acid-base indicators, Talanta. 32 (11) (1985) 1077– 1081.
  • [27] Banerjee N. L. and Sinha B. C., Extraction spectrophotometric method for determination of aluminium in silicates, Talanta. 37 (10) (1990) 1017–1020.
  • [28] Gouda A. A., Cloud point extraction, preconcentration and spectrophotometric determination of trace amount of manganese( II) in water and food samples, Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 131 (2014) 138–144.
  • [29] Amin A. S., El-Sharjawy A.-A. M., Kassem M. A, Determination of thalliumat ultra-trace levels in water and biological samples using solid phase spectrophotometry, Spectrochimica Acta A: Molecular and Biomolecular Spectroscopy, 110 (2013) 262– 268.
  • [30] Gouda A.A., Malah Z.A., Development and validation of sensitive spectrophotometric method for determination of two antiepileptics in pharmaceutical formulations, Spectrochimica Acta A: Molecular and Biomolecular Spectroscopy. 105 (2013) 488–496.
  • [31] Ayad M.M., El-Hefnawy G.B., Bahlol G.W., Charge transfer complexes of methylnaphthalene derivatives with TCNE in CCI4, Spectrochimica Acta Part A, 58 (2002) 161–166.
  • [32] Mohamed E.M., Frag Y.Z., Hathoot A.A., Shalaby E.A., Spectrophotometric determination of fenoprofen calcium drug in pure and pharmaceutical preparations. Spectroscopic characterization of the charge transfer solid complexes, Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 189 (2018) 357–365.
  • [33] Gouda A.A., Kasssem M., Novel spectrophotometric methods for determination of desloratidine in pharmaceutical formulations based on charge transfer react, Arabian Journal of Chemistry, 9 (2012) 1712–1720
  • [34] Alzoman N. Z., Sultan M. A., Maher H. M., Alshehri M. M., Wani T. A., Darwish I. A. Analytical Study for the Charge-Transfer Complexes of Rosuvastatin Calcium with π-Acceptors, Molecules, 18 (2013) 7711-7725.
  • [35] Job P., Recherches sur la formation decomplexes mineeraux en solution, et sur leur stabilitee(Formationand stability of inorganic complexes in solution), Anal. Chem., 9 (1928) 133–203
  • [36] ICH-Q2, International Conference on Harmonisation of Technical Requirements for Registration Of Pharmaceuticals For Human Use. Validation of analytical Procedures: Text And Methodology Q2 (R1), Step 4 Version, (2005).
There are 36 citations in total.

Details

Primary Language English
Subjects Analytical Spectrometry, Instrumental Methods
Journal Section Natural Sciences
Authors

Fatih Yiğit 0009-0000-5822-1699

Nurettin Tarkan 0009-0006-6494-3085

Mehmet Akdeniz 0000-0002-4435-4826

Figen Erek 0000-0002-2861-5504

Işıl Aydın 0000-0001-6571-6032

Publication Date December 28, 2023
Submission Date July 24, 2023
Acceptance Date November 21, 2023
Published in Issue Year 2023Volume: 44 Issue: 4

Cite

APA Yiğit, F., Tarkan, N., Akdeniz, M., Erek, F., et al. (2023). Spectrophotometric Determination of Atorvastatin Based on Charge Transfer Reaction with Quinalizarin. Cumhuriyet Science Journal, 44(4), 710-715. https://doi.org/10.17776/csj.1327163
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