Advances in analytical techniques used in predicting drug-excipient interactions

International Journal of Pharmacy and Technology

Volumn 6, Issue 1, 2014, Pages 6388-6417

  Sachin, Tambe Vrushali ^a   Deodhar, M N ^b   Prakya, Vijayalakshmi ^b  

^a Modern College of Pharmacy (Ladies)   (India)

^b JAWAHARLAL NEHRU TECHNOLOGICAL UNIVERSITY   (India)

Author keywords

Chromatography; Drug excipient incompatibility; DSC; IR; NMR; Thermal methods

Indexed keywords

ACETYLSALICYLIC ACID; AMINOPHYLLINE; ATENOLOL; ATORVASTATIN; BENZOCAINE; CROSPOVIDONE; DEXAMPHETAMINE; DICLOFENAC; DULOXETINE; EXCIPIENT; GLIPIZIDE; HYDROCHLOROTHIAZIDE; HYDROXYPROPYLMETHYLCELLULOSE ACETATE SUCCINATE; HYDROXYPROPYLMETHYLCELLULOSE PHTHALATE; LACTOSE; MEGLUMINE; METOPROLOL TARTRATE; MOEXIPRIL; NEOMYCIN; NICOTINAMIDE; NIFEDIPINE; POLOXAMER; PRIMAQUINE; QUINAPRIL; RALOXIFENE; RETINOL; SPIRAPRIL; THIAMINE; VENLAFAXINE;

ANALYTIC METHOD; ARTICLE; BIOCOMPATIBILITY; CHEMICAL ANALYSIS; CYCLIZATION; DIFFERENTIAL SCANNING CALORIMETRY; DIFFUSE REFLECTANCE SPECTROSCOPY; DISSOCIATION; DRUG DEGRADATION; DRUG EXCIPIENT INTERACTION; DRUG HYDROLYSIS; DRUG INCOMPATIBILITY; DRUG INTERACTION; DRUG OXIDATION; DRUG SAFETY; DRUG SOLUBILITY; DRUG STABILITY; EXCIPIENT COMPATIBILITY; GLYCATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; INFRARED SPECTROSCOPY; ISOMERIZATION; ISOTHERMAL STRESS TESTING; ISOTHERMAL TITRATION CALORIMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHOTOLYSIS; PHYSICAL CHEMISTRY; POLYMERIZATION; PREDICTION; RAMAN SPECTROMETRY; THERMOGRAVIMETRY; THIN LAYER CHROMATOGRAPHY; X RAY DIFFRACTION;

EID: 84906308982     PISSN: None     EISSN: 0975766X     Source Type: Journal    
DOI: None     Document Type: Article

References (90)

1. The IPEC, Excipient Composition Guide (2009) 1-11, Available at: http://www.ipec-europe.org. (Accessed 23 April 2012).
2. Bhattacharya L, Excipients quality in Pharmaceutical development: Understanding their function benefits process control, Contract pharma, June 2006, Available at: http://www.contractpharma.com/issues/2006-06. (Accessed 26 June 2012)
3. P.J. Crowley, L.G. Martini, Drug-excipient Interactions, Pharm. Technol. Europe, 2001, 13 (3) 34: 26-32.
4. N. Fathima, T. Mamatha, H. Qureshi, N. Anitha and J. Venkateswara Rao, Drug-excipient interaction and its importance in dosage form development, Journal of Applied Pharmaceutical Science, 2011, 01 (06): 66-71.
5. G.N. Kalinkova, Studies of beneficial interactions between active medicaments and excipients in pharmaceutical formulations, Int J. of Pharm., 1999, 187: 1-15.
6. T. Masudaa, Y. Yoshihashi, E. Yonemochi, K. Fujii, H. Uekusa, K. Terada, Cocrystallization and amorphization induced by drug-excipient interaction improves the physical properties of acyclovir, Int. J. Pharm.,2012, 422: 160-169.
7. F. Wang, G.M. Saidel, J. Gao, A mechanistic model of controlled drug release from polymer millirods: Effects of excipients and complex binding, J. Control. Release, 2007, 119: 111-120.
8. K. Jackson, D. Young, S. Pant, Drug-excipient interactions and their affect on absorption, PSTT, 2000, Vol. 3, No. 10 October.
9. F. Giordano, C. Novak, J. R. Moyano, Thermal analysis of Cyclodextrins and their inclusion compounds, Thermochimica Acta, 2001, 380:123-151.
10. K.C. Waterman, R.C. Adami, Accelerated aging: Prediction of chemical stability ofpharmaceuticals, Int. J. Pharm., 2005, 293: 101-125.
11. P.T. Jansen, P.L. Oren, C.A. Kemp, S.R. Maple, S.W. Baertschi, J. Pharm. Sci., 1998, 87: 81-85.
12. S. Horiuchi, K. Ikeda, K. Kayashima, K. Mizutari, T. Ono, Photo-Enhanced Modification of Human Skin Elastin in Actinic Elastosis by N-(Carboxymethyl)lysine, One of the Glycoxidation Products of the Maillard Reaction, J. Inve. Dermatology, 1997, 108: 792-802.
13. Y. Hammouda, S.A. Salakawy, Non-enzymic browning in solid dosage forms: lactose-induced discoloration of neomycin tablets, Pharmazie, 1971, 26 (10):636-640.
14. D.S. Desai, B.A. Rubitski, S.A. Varia, N.B. Jain, Povidone-and poloxamer-mediated degradation of hydrochlorothiazide in an antihypertensive combination tablet product, Int. J. Pharm., 1996, 142: 61-66.
15. S.R. Byrn, W. Xu, A. W. Newman, Chemical reactivity in solid-state pharmaceuticals: formulation implications, Adv. Drug Deliver. Rev., 2001, 48, 115-136.
16. K.C. Waterman, R.C. Adami, K.M. Alsante, J. Hong, M.S. Landis, F. Lombardo, C.J. Roberts, Stabilization of pharmaceuticals to oxidative degradation, Pharma. Dev. Technol., 2002, 7: 1-32.
17. M. Galmier, B. Bouchon, J. Madelmont, F. Mercier, F. Pilotaz, C. Lartigue, Identification of degradation products of diclofenac by electrospray ion trap mass spectrometry, J. Pharm. Biomed. Anal., 2005, 38: 790-796.
18. N. Peter, A. Christensen, J. Rantanen, C. Cornett, L.S. Taylor, Disproportionation of the calcium salt of atorvastatin in the presence of acidic excipients, Eur. J. Pharm. Biopharm., 2012, 82, 410-416.
19. M. Angberg, C. Nystrom, S. Castensson, Evaluation of heat-conduction microcalorimetry in pharmaceutical stability studies VII. Oxidation of ascorbic acid in aqueous solution, Int. J. Pharm., 1993, 90:19-33.
20. Marc Pera-Titus, Verónica García-Molina, Miguel A. Baños, Jaime Giménez, Santiago Esplugas, Degradation of chlorophenols by means of advanced oxidation processes: a general review, Appl. Catal B-Environ., 2004, 47: 219-256.
21. A. R. Oyler, B. E. Segmuller, Y. Sun, A. Polshyna, R. Dunphy, B. L. Armstrong, P. Achord, C. A. Maryanoff, L. Alquierc, Forced degradation studies of rapamycin: Identification of autoxidation products, J. Pharm. Biomed. Anal., 2012, 59:194-200.
22. K.J. Hartauer, G.N. Arbuthnot, S.W. Baertschi, R.A. Johnson, W.D. Luke, N.G. Pearson, E.C. Richard, C.A. Tingle, P.S.K. Tsang, R.E. Wiens, Influence of peroxide impurities in povidone and crospovidone on the stability of raloxifene hydrochoride in tablets: identification and control of an oxidative degradation product, Pharma. Dev. Technol., 2000, 5: 303-310.
23. Y. Cheneviere, V. Caps, A. Tuel, Gold-catalyzed oxidation of substituted phenols by hydrogen peroxide, Appl. Catal. A-Gen, 2010, 387: 129-134.
24. K. Kaczorowska, Z. Kolarska, K. Mitka and P. Kowalski, Oxidation of sulfides to sulfoxides. Part 2: Oxidation by hydrogen peroxide, Tetrahedron, 2005, 61: 8315-8327.
25. ICH Q8(R) Pharmaceutical Development, Section 2.1.1, Available at: http://www.ich.org(Accessed on June 26 2012).
26. Available at: www.symyx.com, http://www.eurostar-science.org/conferences/abstrsph8/Carlson.pdf. (Accessed on June 26 2012).
27. N. Wyttenbach, C. Birringer, J. Alsenz, M. Kuentz, Drug-Excipient Compatibility Testing Using a High-Throughput Approach and Statistical Design, Pharm. Dev. Technol., 2005, 10, 499-505.
28. A.A.S. Araújo, S. Storpirtis, L. P. Mercuri, F.M.S. Carvalho, M.S. Filho, J. R. Matos, Thermal analysis of the antiretroviral zidovudine and evaluation of the compatibility with excipients used in solid dosage forms, Int. J. Pharm., 2003, 260, 303-314.
29. M. Wesolowski, Thermoanalytical methods in pharmaceutical technology J. Therm. Anal. Calorim., 1992, 38(9), 2239-2245.
30. S.Y. Lin, S. Li Wang, Advances in simultaneous DSC-FTIR microspectroscopy for rapid solid-state chemical stability studies: Some dipeptide drugs as examples, Adv. Drug Deliver. Rev., 2012, 64, 461-478.
31. F. Monajjemzadeh, D. Hassanzadeh, H. Valizadeh, M. R. Siahi-Shadbad, J. S. Mojarrad, T.A. Robertson, M. S. Roberts, Compatibility studies of acyclovir and lactose in physical mixtures and commercial tablets, Eur J Pharm Biopharm., 2009, 73, 404-413.
32. M.L. Cotton, D.W. Wu and E.B. Vadas, Drug-excipient interaction study of enalapril maleate using thermal analysis and scanning electron microscopy, Int. J. Pharm. 40 (1987) 129-142.
33. P. Mura, A. Manderioli, G. Bramanti, Furlanetto, Pinzauti, Utilization of differential scanning calorimetry as a screening technique to determine the compatibility of ketoprofen with excipients, Int. J. Pharm., 1995, 119, 71-79.
34. D.C. Coughlan, O.I. Corrigan, Drug-polymer interactions and their effect on thermoresponsive poly (Nisopropylacrylamide) drug delivery systems, Int. J. Pharm., 2006, 313, 163-174.
35. Guo Y., Physical characteristics and chemical degradation of amorphous quinapril hydrochloride. J. Pharm. Sci., 2000, 89, 128-143.
36. L. Harding, S. Qi, G. Hill, M. Reading, D.Q.M. Craig, The development of microthermal analysis and photothermal microspectroscopy as novel approaches to drug-excipient compatibility studies, Int. J. Pharm.,2008, 354, 149-157.
37. L. Tajber, O. Corrigan, A.M. Healy, Physicochemical evaluation of PVP-thiazide diuretic interactions in co-spraydried composites-analysis of glass transition composition relationships, Eur. J. Pharm. Sci., 2005, 24, 553-563.
38. A. Forster, J. Hempenstall, I. Tucker, T. Rades, Selection of excipients for melt extrusion with two poorly watersoluble drugs by solubility parameter calculation and thermal analysis, Int. J. Pharm., 2001, 226, 147-161.
39. R. K. Verma, S. Garg, Selection of excipients for extended release formulations of glipizide through drug-excipient compatibility testing, J. Pharm. Biomed. Anal., 2005, 38, 633-644.
40. Z. Aigner, R. Heinrich, E. Sipos, G. Farkas, A. Ciurba, O. Berkesi, P. Szabó-Révész, Compatibility studies of aceclofenac with retard tablet excipients by means of thermal and FT-IR spectroscopic methods, J. Therm. Anal. Calorim, 2011, 104(1), 265-271.
41. M.P. Mura, M. T. Faucci, A. Manderioli, S. Furlanetto, S. Pinzauti, Thermal Analysis as a Screening Technique in Preformulation Studies of Picotamide Solid Dosage Forms, Drug Dev Ind Pharm., 1998,Vol. 24, No. 8, 747-756.
42. M. J. Peres-Filho, M.P.N. Gaeti, S.R. de Oliveira, R.N. Marreto, E.M. Lima, Thermoanalytical investigation of olanzapine compatibility with excipients used in solid oral dosage forms, J. Therm. Anal. Calorim., 2011, Apr, Vol. 104 Issue 1, 255.
43. R. N. Pereira, B.R. Valente, A. P. Cruz, T. Foppa, F. S. Murakami, M. A. S. Silva, Thermoanalytical Study of Atenolol and Commercial Tablets, Lat. Am. J. Pharm., 2007, 26 (3) 382-6.
44. B. Tiţa, A. Fuliaş, Z. Szabadai, G. Rusu, G. Bandur, D. Tiţa, Compatibility study between ibuprofen and excipients in their physical mixtures, J. Therm. Anal. Calorim, 2011, August, Volume 105, Issue 2, 517-527.
45. L.S. Bernardi, P.R. Oliveira, F.S. Murakami, M.A. Silva, S.H.M. Borgmann, S.G. Cardoso, Characterization of venlafaxine hydrochloride and compatibility studies with pharmaceutical excipients, J. Therm. Anal. Calorim., 2009, Aug, Vol. 97 Issue 2, 729.
46. P. R. Oliveira, H. K. Stulzer, L. S. Bernardi, S. H. M. Borgmann, S. G. Cardoso, M. A. S. Silva, Sibutramine hydrochloride monohydrate, J. Therm. Anal. Calorim., 2010, April,Volume 100, Issue 1, 277-282.
47. R. O. C. Filho, P. I. B. M. Franco, E. C. Conceição, M. I. G. Leles, Stability studies on nifedipine tablets using thermogravimetry and differential scanning calorimetry, J. Therm. Anal. Calorim., 2008, August Volume 93, Issue 2, 381-385.
48. C. D. Bertol, A. P. Cruz, H. K. Stulzer, F. S. Murakami, M. A. S. Silva, Thermal decomposition kinetics and compatibility studies of primaquine under isothermal and non-isothermal conditions, J. Therm. Anal. Calorim., 2010, October, Volume 102, Issue 1, 187-192
49. L. C. S. Cides, A. A. S. Araújo, M. Santos-Filho, J. R. Matos, Thermal behaviour, compatibility study and decomposition kinetics of glimepiride under isothermal and non-isothermal conditions, J. Therm. Anal. Calorim., 2006, May Volume 84, Issue 2, 441-445.
50. P. Mura, M.T. Faucci, A. Manderioli, G. Bramanti, L. Ceccarelli, Compatibility study between ibuproxam and pharmaceutical excipients using differential scanning calorimetry, hot-stage microscopy and scanning electron microscopy, J. Pharm. Biomed. Anal., 1998, Volume 18, Issues 1-2, October,151-163.
51. B. Giovanna, B. Vittorio, M. Chiara, G. Alessandro, M. Amedeo Drug-excipient compatibility studies in binary and ternary mixtures by physico-chemical techniques J. Therm. Anal. Calorim., 2010,Volume: 102, Issue: 1, 193-201.
52. F. Balestrieri, A.D. Magri, A.L. Magri, D. Marini, A. Sacchini, Application of differential scanning calorimetry to study drug excipient interaction, Themochimica. Acta., 1996, 285,337-345.
53. A.A. van Dooren, B.V. Duphar, Weesp, Design for drug-excipient interaction studies, Drug Dev. Ind. Pharm., 1983, 9(1, 2), 43-55.
54. S.S. Marcilio, C. Filho, R. Martinez-Pacheco, M. Landin, Compatibility of antitumoral β-lapachone with different solid dosage forms excipients, J. Pharm. Biomed. Anal., 2005, 45, 590-598.
55. J.L. Sims, J. A. Carreira, D. J. Carrier, S. R. Crabtree, L. Easton, S. A. Hancock, C. E. Simcox, A New Approach to Accelerated Drug-Excipient Compatibility Testing, Pharm. Dev. Technol., 2003, Vol. 8, No. 2, 119-126.
56. K. Bouchemal, S. Mazzaferro, How to conduct and interpret ITC experiments for cyclodextrin-drug interactons, Drug Discov Today, 2012, Volume 17, Numbers 11/12, 623-629.
57. D. Sun, L. Li, X. Qiu, F. Liu, B. Yin, Isothermal titration calorimetry and 1H NMR studies on host-guest interaction of paeonol and two of its isomers with β-cyclodextrin, Int. J. Pharm., 2006, 316, 7-13.
58. K. Bouchemal, New challenges for Pharmaceutical formulations and drug delivery systems characterisation using isothermal titration calorimetry, Drug Discov. Today, 2008, Volume 13, Number 21/22, 960-972.
59. T. Selzer, M. Radau, J. Kreuter, Use of isothermal heat conduction microcalorimetry to evaluate stability and excipient compatibility of a solid drug, Int. J. Pharm., 1998, 171, 227-241.
60. T. Durig, A.R. Fassihi, Identification of stabilizing and destabilizing effects of excipient-drug interactions in solid dosage form design, Int. J. Pharm., 1993, 97,161-170.
61. J. M. Woods, M. Puri, D. Doucet, T. Derrick, S. Morar-Mitrica, D. Nesta, Applications of isothermal titration calorimetry and differential scanning calorimetry in biopharmaceutical formulation development, GE Healthcare, Application Note 28-9613-26.
62. R. Kandarapu, V. Grover, H.P.S. Chawla, S. Garg, Evaluation of the compatibility of ketorolac tromethamine with selected polymers and common tablet excipients by thermal and isothermal stress testing S.T.P. Pharm Sci., 2001, 11, 449-457.
63. A.T.M. Serajuddin, A.B. Thakur, R.N. Ghoshal, M.G. Fakes, S.A. Ranadive, K.R. Morris, S.A. Varia, Selection of solid dosage form composition through drug-excipient compatibility testing, J. Pharm. Sci., 1999, 88, 696-704.
64. L. Gu, R.G. Strickley, L. Chi, Z.T. Chowhan, Drug-excipient incompatibility studies of the dipeptide angiotensinconverting enzyme inhibitor, moexipril hydrochloride: dry powder vs wet granulation, Pharm. Res., 1990, 7, 379-383.
65. R. K. Verma, S. Garg, Compatibility studies between isosorbide mononitrate and selected excipients used in the development of extended release formulations, J. Pharm. Biomed., 2004, Anal.35, 449-458.
66. N.R. Pani, L.K. Nath, S. Acharya, B. Bhuniya, Application of DSC, IST, and FTIR study in the compatibility testing of nateglinide with different pharmaceutical excipients, J. Therm. Anal. Calorim., 2012,Volume 108, Issue 1: 219-226.
67. F. M. McDaid, S. A. Barker, S. Fitzpatrick, C. R. Petts, Q.M. Duncan, Further investigations into the use of high sensitivity differential scanning calorimetry as a means of predicting drug-excipient interactions, Int. J. Pharm., 2003, 252: 235-240.
68. J. P. Sousa e Silva, J. M. Sousa Lobo, Compatibility studies between nebicapone, a novel COMT inhibitor, and excipients using stepwise isothermal high sensitivity DSC method, J Therm Anal Calorim., 2010, October, Volume 102, Issue 1: 317-321.
69. S. Wissing, D.Q.M. Craig, S. A. Barke, W. D. Moore, An investigation into the use of stepwise isothermal high sensitivity DSC as a means of detecting drug-excipient incompatibility, Int. J. Pharm., 2000, 199:141-150.
70. B. Litteer, D. Beckers, Increasing Application of X-Ray Powder Diffraction in the Pharmaceutical Industry, 2005, Reprint from American Laboratory News.
71. K. Liltorp, T.G. Larsen, B. Willumsen, R. Holm, Solid state compatibility studies with tablet excipients using non thermal methods, J. Pharm. Biomed. Anal., 2011, 55: 424-428.
72. G.N. Kalinkova, Infrared spectroscopy in pharmacy, Vib Spectrosc., 1999, 19: 307-320.
73. N. P. Christensen, J. Rantanen, C. Cornett, L. S. Taylor, Disproportionation of the calcium salt of atorvastatin in the presence of acidic excipients, Eur. J. Pharm. Biopharm., 2012, 82: 410-416.
74. A. Flemming, K.M. Picker-Freyer, Compaction of lactose drug mixtures: Quantification of the extent of incompatibility by FT-Raman spectroscopy, Eur. J. Pharm. Biopharm., 2008, 68: 802-810.
75. S. S. Marcílio, C. Filho, R.M. Pacheco, M. Landín, Compatibility of the antitumoral β-lapachone with different solid dosage forms excipients, J. Pharm. Biomed. Anal., 2007, 45: 590-598.
76. B. Vajna, I. Farkas, A. Farkas, H. Pataki, Z. Nagy, J. Madarasz, G. Marosi, Characterization of drug-cyclodextrin formulations using Raman mapping and multivariate curve resolution, J. Pharm. Biomed. Anal., 2011, 56, 38-44.
77. L. Saerens, L. Dierickx, B. Lenain, C. Vervaet, J.P. Remon, T. De Beer, Raman spectroscopy for the in-line polymer-drug quantification and solid state characterization during a pharmaceutical hot-melt extrusion process, Eur. J. Pharm. Biopharm., 2011, 77, 158-163.
78. J. Larsen, D. Staerk, C. Cornett, S. H. Hansen, J.W. Jaroszewski, Identification of reaction products between drug substances and excipients by HPLC-SPE-NMR: Ester and amide formation between citric acid and 5-aminosalicylic acid, J. Pharm. Biomed. Anal., 2009, 49, 839-842.
79. M. Lin, M. Tesconib, M.Tischler, Use of 1H NMR to facilitate solubility measurement for drug discovery compounds, Int. J. Pharm., 2009, 369, 47-52.
80. R.T. Berendt, D.M. Sperger, P. K. Isbester, E. J. Munson, Solid-state NMR spectroscopy in pharmaceutical research and analysis, Trac-Trend Anal. Chem., 2006, 25(10).
81. S. Puttipipatkhachorna, J. Nunthanidb, K. Yamamotoc, G.E. Peckd, Drug physical state and drug-polymer interaction on drug release from chitosan matrix films, J. Control. Release, 2001, 75 143-153.
82. D. Sun, L. Li, X. Qiu, F. Liu, B. Yin, Isothermal titration calorimetry and 1H NMR studies on host-guest interaction of paeonol and two of its isomers with β-cyclodextrin, Int. J. Pharm., 2006, 316, 7-13.
83. N. Sarisuta, M. Kumpugdee, B.W. Muller, S. Puttipipatkhachorn, Physico-chemical characterization of interactions between erythromycin and various film polymers, Int. J. Pharm., 1999, 186, 109-118.
84. S. L. Prabhu, A.A. Shirwaikar, A. Shirwaikar, G. Ravikumar, A. Kumar, A. Jacob, Formulation and evaluation of oral sustained release Diltiazem Hydrochloride using rosin as matrix forming material, ARS Pharmaceutica, 2009, 50(1),32-42.
85. K.C. Jindat, R.S. Chaudhary, S.S. Gangwal, A.K. Singla, S. Khanna, High-performance thin-layer chromatographic method for monitoring degradation products of rifampicin in drug excipient interaction studies, J. Chromatogr. A, 1994, 685, 195-199.
86. V. H. Thomas, M. Naath, Design and utilization of the drug-excipient chemical compatibility automated system, Int. J. Pharm., 2008, 359, 150-157.
87. C.E.P. Malan, M.M. de Villiers, A.P. Lotter, Application of differential scanning calorimetry and high performance chromatography to determine effect of mixture composition and preparation during evaluation of niclosamideexcipient compatibility, J. Pharm. Biomed. Anal., 1997, 15, 549-557.
88. H. Yu, C. Cornett, J. Larsen, S.H. Hansen, Reaction between drug substances and pharmaceutical excipients: Formation of esters between cetirizine and polyols, J. Pharm. Biomed. Anal., 2010, 53, 745-750.
89. Y. Rhee, C. Park, Y. Shin, S. Kam, K. Lee, E. Park, Application of instrumental evaluation of color for the preformulation and formulation of rabeprazole, Int. J. Pharm., 2008, 350, 122-129.
90. Kazakevich, Rosario LoBrutto, HPLC for Pharmaceutical Scientists by V. Yuri pg-599.