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Review Article

Status of Rifaximin: A Review of Characteristics, Uses and Analytical Methods

ORCID Icon & ORCID Icon
Pages 459-466 | Published online: 26 Mar 2018

References

  • Mullen, K. D.; Sanyal, A. J.; Bass, N. M.; Poordad, F. F.; Sheikh, M. Y.; Frederick, T.; Bortey, E.; Forbes, W. P. Rifaximin is Safe and Well Tolerated for Long-Term Maintenance of Remission from Overt Hepatic Encephalopathy. Clin. Gastroenterol. Hepatol. 2014, 12, 1390–1397. DOI: 10.1016/j.cgh.2013.12.021.
  • Rivkin, A.; Gim, S. Rifaximin: New Therapeutic Indication and Future Directions. Clin. Ther. 2011, 33, 812–827. DOI:10.1016/j.clinthera.2011.06.007.
  • Valentin, T.; Leitner, E.; Rohn, A.; Zollner-Schwetz, I.; Hoenigl, M.; Salzer, H. J. F.; Krause, R. Rifaximin Intake Leads to Emergence of Rifampin-Resistant Staphylococci. J. Infect. 2011, 62, 34–38. DOI:10.1016/j.jinf.2010.11.004.
  • Pistiki, A.; Galani, I.; Pyleris, E.; Barbatzas, C.; Pimentel, M.; Giamarellos, Bourboulis. In vitro Activity of Rifaximin Against Isolates From Patients With Small Intestinal Bacterial Overgrowth. Int. J. Antimicrob. Agents 2014, 43, 236–241. DOI:10.1016/j.ijantimicag.2013.12.008.
  • Mantry, P. S.; Munsaf, S. Rifaximin for the Treatment of Hepatic Encephalopathy. Transplantation Proc. 2010, 42, 4543–4547. DOI:10.1016/j.transproceed.2010.09.173.
  • Armenta, S.; Guardia de La, M. Green Analytical Chemistry. Trends Anal. Chem. 2008, 27, 6, 497–511. DOI:10.1016/j.trac.2008.05.003.
  • Galuszka, A.; Migaszewski, Z.; Namiesnik, J. The 12 Principles of Green Analytical Chemistry and the Significance Mnemonic of Green Analytical Practices. Trends Anal. Chem. 2013, 50, 78–84. DOI:10.1016/j.trac.2013.04.010.
  • Kogawa, A. C.; Salgado, H. R. N. Comparative Study Over Methods Developed for Quantification of Darunavir in Tablets by Environmental Friendly Infrared and Capillary Electrophoretic Techniques. J. Int. Res. Med. Pharm. Sci. 2015, 2, 99–105.
  • Kogawa, A. C; Salgado, H. R. N. Analytical Methods Need Optimization to Get Innovative and Continuous Processes for Future Pharmaceuticals. Scholars Acad. J. Pharm. 2016, 5, 6, 240–244.
  • Zhang, X.; Duan, J.; Li, K.; Zhou, L.; Zhai, S. Sensitive Quantification of Rifaximin in Human Plasma by Liquid Chromatography–Tandem Mass Spectrometry. J. Chromatogr. B 2007, 850, 348–355. DOI:10.1016/j.jchromb.2006.12.001.
  • Jiang, Z.; Ke, S.; Dupont, H. L. Rifaximin - Induced Alteration of Virulence of Diarrhoea-Producing Escherichia coli and Shigella sonnei. Int. J. Antimicrob. Agents. 2010, 35, 278–281. DOI:10.1016/j.ijantimicag.2009.11.013.
  • Ruiz, J.; Mensa, L.; O´Callaghan, C.; Pons, M. J.; González, A.; Vila, J.; Gascón, J. In Vitro Antimicrobial Activity of Rifaximin Against Enteropathogens Causing Traveler's Diarrhea. Diagn. Microbiol. Infect. Dis. 2007, 59, 473–475. DOI:10.1016/j.diagmicrobio.2007.07.003.
  • Castro, R.; Domenichelli, V.; Lorenzo, F. P. L.; Prestipino, M.; Perrotta, M. L. Rifaximin Treatment for Acute Recurrent Diarrhea in Children with Genitourinary Disorders. Curr. Ther. Res. 1998, 59, 746–752. DOI:10.1016/S0011-393X(98)85034-0.
  • Blandizzi, C.; Viscomi, G. C.; Marzo, A.; Scarpignato, C. Is Generic Rifaximin Still a Poorly Absorbed Antibiotic? A Comparison of Branded and Generic Formulations in Healthy Volunteers. Pharmacol. Res. 2014, 85, 39–44. DOI:10.1016/j.phrs.2014.05.001.
  • Brasil. Lei n° 9.787, de 10 de fevereiro de 1999. Dispõe Sobre A Vigilância Sanitária, Estabelece O Medicamento Genérico, Dispõe Sobre A Utilização De Nomes Genéricos Em Produtos Farmacêuticos E Dá Outras Providências. Brasília, DF, 1999.
  • International Conference on Harmonization. ICH Harmonized Tripartite Guideline Q6A; Rockville, MD: ICH, 1999.
  • Kogawa, A. C.; Antonio, S. G.; Salgado, H. R. N. Characterization of Polymorphic Forms of Rifaximin. J. AOAC Int. 2016, 99, 964–971. DOI:10.5740/jaoacint.16-0053.
  • Kogawa, A. C.; Salgado, H. R. N. Impact of Rifaximin Potency After Treatment with Different Solvents. J. Pharm. Biol. Sci. 2017a, 5, 77–80.
  • International Conference on Harmonization. Validation of Analytical Procedures: Text and Methodology Q2(R1), Rockville, MD: ICH, 2005.
  • La Roca, M. F.; Sobrinho, J. L. S.; Nunes, L. C. C.; Neto, P. J. R. Desenvolvimento E Validação De Método Analítico: Passo Importante Na Produção De Medicamentos. Rev. Bras. Farm. 2007, 88, 177–180.
  • Brazilian Pharmacopeia, 5th ed.; Brasilia: ANVISA, 2010.
  • Japonese Pharmacopeia, 16th ed.; Tokyo: Society of Japonese Pharmacopoeia, 2011.
  • Portuguese Pharmacopeia, 9th ed.; Lisboa: Infarmed, 2010.
  • British Pharmacopoeia. London: Her Majesty's Stationary Office, 2012.
  • European Pharmacopoeia, 7th ed.; Strasbourg: Council of Europe, 2011.
  • Challa, B. R.; Kotaiah, M. R.; Chandu, B. R.; Chandrasekhar, K. B.; Kanchanamala, K.; Parveen, S. K. R.; Micheal, F. HPLC Method for Determination of Rifaximin in Human Plasma Using Tandem Mass Spectrometry Detection. East Cent. Afr. J. Pharm. Sci. 2010, 13, 78–84.
  • Manjarrez, J. L. A.; Téllez, S. A.; Martínezy, R. R.; Hernández, V. O. F.; Octavio, V. Determination of Rifaximine in Milk of Dairy Cows using High Pressure Liquid Chromatography (HPLC). Rev. Cient. FCV-LUZ 2012, XXII, 112–119.
  • Park, Y. S.; Kim, D. P.; Kim, K. T.; Park, H. C.; Kim, Y. H.; Kim, Y. N.; Kim, J. Y.; Jin, B. R.; Sim, S. J.; Lee, H. S. Validated Liquid Chromatography-Electrospray Ionization Tandem Mass Spectrometric Method for Quantification of Rifaximin Human Plasma for Pharmacokinetic Study: A Randomized, Open-Label, Two-Period, Comparative Crossover Study in Healthy Korean Male Volunteers. IOSR J. Pharm. Biol. Sci. 2016, 11, 21–28. DOI:10.9790/3008-11050298104.
  • Rao, R. N.; Shinde, D. D.; Agawane, S. B. Rapid Determination of Rifaximin in Rat Serum and Urine by Direct Injection on to a Shielded Hidrophobic Stationary Phase by HPLC. Biomed. Chromatogr. 2009a, 23, 563–567. DOI:10.1002/bmc.1149.
  • Rao, R. N.; Vali, R. M.; Shinde, D. D. On-Line 2D-LC-ESI/MS/MS Determination of Rifaximin in Rat Serum. Biomed. Chromatogr. 2009b, 23, 1145–1150. DOI:10.1002/bmc.1236.
  • Rao, R. N.; Vali, R. M.; Ramachandra, B.; Maurya, P. K. Rapid Determination of Rifaximin on Dried Blood Spots by LC-ESI-MS. Biomed. Chromatogr. 2011, 25, 1201–1207. DOI:10.1002/bmc.1591.
  • Rao, R. N.; Vali, R. M.; Rao, A. V. P. Determination of Rifaximin in Rat Serum by Ionic Liquid Based Dispersive Liquid–Liquid Microextraction Combined with RP-HPLC. J. Sep. Sci. 2012, 35, 1945–1952. DOI:10.1002/jssc.201200202.
  • Kogawa, A. C.; Salgado, H. R. N. Quantification of Rifaximin in Tablets by Spectrophotometric Method Ecofriendly in Ultraviolet Region. Scientifica 2016, 2016, 1–9. DOI:10.1155/2016/3463405.
  • Prajapati, K. V.; Raj, H. A.; Jain, V. C.; Prajapati, N. S. First Derivative Spectroscopic Method for Simultaneous Estimation of Mesalazine and Rifaximin in Synthetic Mixture. Pharm. Biol. Eval. 2016, 3, 231–240.
  • Prajapati, K. V.; Raj, H. A.; Jain, V. C.; Prajapati, N. S. Simultaneous Determination of Mesalazine and Rifaximin in Synthetic Mixture Using Spectrophotometric Technique (Simultaneous Equation Method). Pharm. Biol. Eval. 2016b, 3, 199–207.
  • Sudha, T.; Anandakumar, K.; Hemalatha, P. V.; Ravikumar, V. R.; Radhakrishnan. Spectrophotometric Estimation Methods for Rifaximin in Tablet Dosage Form. Int. J. Pharm. Pharm. Sci. 2010, 2, 43–46.
  • Brbaklic, V.; Kogawa, A. C.; Salgado, H. R. N. Quantification of Rifaximin in Tablets by an Environmentally Friendly Visible Spectrophotometric Method. Curr. Pharm. Anal.. 2017, 13, 532–537. DOI:10.2174/1573412912666160906144024.
  • Kogawa, A. C.; Salgado, H. R. N. Spectrophotometry in Infrared Region: A New, Low Cost and Green Way to Analyze Tablets of Rifaximin. Curr. Pharm. Anal. 2018, 14, 108–115. DOI:10.2174/1573412913666161213103657.
  • Kogawa, A. C.;, Schepdael, A. V.; Salgado, H. R. N. Capillary Zone Electrophoresis: A Potential and Conscious Technique for Evaluation of Rifaximin in Tablets. Curr. Pharm. Anal. 2017, submitted.
  • Kogawa, A. C.; Mendonça, J. N.; Lopes, N. P.; Salgado, H. R. N. Method Indicative of Stability for the Determination of Rifaximin and Its Degradation Products by Thin Chromatographic. Curr. Pharm. Anal. 2017, 13, 520–524. DOI:10.2174/1573412912666160801103712.
  • Patel, K. G.; Jain, N. R.; Shah, P. A. Stability Indicating HPTLC Method for Analysis of Rifaximin in Pharmaceutical Formulations and an Application to Acidic Degradation Kinetic Study. ISRN Anal. Chem. 2013, 2013, Article ID 613218, 9 pages. DOI:10.1155/2013/613218.
  • Annapurna, M. M.; Kumar, B. S. P.; Venkatesh, B.; Prakash, J. R. Development and Validation of Stability-Indicating Liquid Chromatographic Assay for Rifaximin (An Antibiotic) in Bulk and Pharmaceutical Dosage Forms. Chem. Sci. Trans. 2014, 3, 566–575.
  • Kasimala, B. B.; Syed, R.; Pammi, K.; Sandhya, B. RP-HPLC Method Development and Validation for the Analyisis of Rifaximin in Pharmaceutical Dosage Forms. Int. J. Res. Rev. Pharm. Appl. Sci. 2011, 1, 323–333.
  • Kogawa, A. C.; Salgado, H. R. N. Optimization of Microbiological Method by Turbidimetry for Quantification of Rifaximin Tablets: Validation, Application and Evaluation of Degraded Compounds. Pharm. Anal. Acta 2016c, 7, 518.
  • Narendra, A.; Annapurnab, M. M.; Kumarc, K. R. Development and Validation of the Stability Indicating Liquid Chromatographic Method for Rifaximin - An Antibiotic. J. Drug Deliv. Ther. 2013, 3, 18–25.
  • Rao, K. N.; Ganapaty, S.; Rao, A. L. RP-HPLC Determination of Rifaximin in Bulk Drug and Pharmaceutical Formulations. Int. J. Pharm. 2013, 3, 7–13.
  • Sudha, T.; Hemalatha, P. V.; Ravikumar, V. R.; Jothi, R.; Radhakrishnan, M. Development and Validation of RP-HPLC Method for the Estimation of Rifaximin in Bulk and in Tablet Dosage form. Asian J. Pharm. Clin. Res. 2009, 2.
  • Sumakala, S.; Vijayaraj, S.; Dharani, N. R. Development and Validation of Stability Indicating RP-HPLC Method for Estimation of Rifaximin in Bulk and Formulation. Int. J. Adv. Res. 2016, 4, 200–207. DOI:10.21474/IJAR01/1473.
  • Sunitha, P.; Mallem, A.; Kuchana, V. A. Stability Indicating Method for the Estimation of Rifaximin in its Bulk and Pharmaceutical Dosage Form by RP-HPLC Method. Int. J. Chem. Pharm. Anal. 2015, 2, 111–116.
  • Zu-bing, Z.; Zhang-wan, L.; Xian, W.; Chang-yang, L. Determination of Rifaximin and Its Related Substances by RP-HPLC. West China J. Pharm. Sci. 2003, 4, 281–283.
  • Kogawa, A. C.; Tomita, L. K.; Salgado, H. R. N. Development and Validation of a Stability-Indicative Turbidimetric Assay to Determine the Potency of Doxycycline Hyclate in Tablets. Int. J. Microbiol. Res. 2012, 4, 316–321. DOI:10.9735/0975-5276.4.8.316-321.
  • Tótoli, E. G.; Salgado, H. R. N. Development and Validation of a Rapid Turbidimetric Assay to Determine the Potency of Ampicillin Sodium in Powder for Solution for Injection. Anal. Methods 2013, 5, 5923–5928. DOI:10.1039/c3ay40847g.
  • Tótoli, E. G.; Salgado, H. R. N. Rapid Turbidimetric Assay to Determine the Potency of Daptomycin in Lyophilized Powder. Pharmaceutics 2015, 7, 106–121. DOI:10.3390/pharmaceutics7030106.
  • Kogawa, A. C.; Salgado, H. R. N. Evaluation of Dissolution of Rifaximin and its Importance. Eur. Chem. Bull. 2017, 6, 359–364. DOI:10.17628/ecb.2017.6.359-364.
  • International Conference on Harmonization. Guidance for Industry Q1a(R2) Stability Testing of New Drug Substances and Products; Rockville, MD: ICH, 2003.
  • Agência Nacional de Vigilância Sanitária (ANVISA). RE n° 01, de 29 de julho de 2005. Guia para a realização de estudos de estabilidade. Brasília: Diário Oficial da União. 29 Jul. 2005.
  • WHO. World Health Organization. Technical Report Series, Stability testing of active pharmaceutical ingredients and finished pharmaceutical products. Annex 2, n° 953; Geneva: WHO, 2009.
  • Kogawa, A. C.; Salgado, H. R. N. Rifaximin Stability: A Look at UV, IR, HPLC, and Turbidimetry Methods. J. AOAC Int. 2018, 101, 410–413.
  • IFPMA. IFPA Issue Paper. Quality Assurance of Medicines. Genebra: International Federation of Pharmaceutical Manufacturers Associations, 1997.
  • Anastas, P. T.; Kirchhoff, M. M. Origins, Current Status, and Future Challenges of Green Chemistry. Acc. Chem. Res. 2002, 35, 686–694. DOI:10.1021/ar010065m.
  • Horváth, I. T.; Anastas, P. T. Innovations and Green Chemistry. Chem. Rev. 2007, 107, 2169–2173. DOI:10.1021/cr078380v.
  • Keith, L. H.; Gron, L. U.; Young, J. L. Green Analytical Methodologies. Chem. Rev. 2007, 107, 2695–2708. DOI:10.1021/cr068359e.
  • Rocha, F. R. P.; Nóbrega, J. A.; Filho, O. F. Flow Analysis Strategies to Greener Analytical Chemistry: An Overview. Green Chem. 2001, 3, 216–220. DOI:10.1039/b103187m.
  • Marco, B. A.; Salgado, H. R. N. Characteristics, properties and analytical methods of cefadroxil: A review. Crit. Rev. Anal. Chem. 2017, 47, 93–98. DOI:10.1080/10408347.2016.1219649.
  • Marco, B. A.; Natori, J. S. H.; Fanelli, S.; Tótoli, E. G.; Salgado, H. R. N. Characteristics, Properties and Analytical Methods of Amoxicillin: A Review with Green Approach. Crit. Rev. Anal. Chem. 2017, 47, 267–277. DOI:10.1080/10408347.2017.1281097.
  • Tobiszewski, M.; Mechlińska, A.; Zygmunt, B.; Namieśnik, J. Green analytical chemistry in sample preparation for determination of trace organic pollutants. Trends Anal. Chem. 2009, 28, 943–951. DOI:10.1016/j.trac.2009.06.001.
  • McElroy, C. R.; Constantinou, A.; Jones, L. C.; Summerton, L.; Clark, J. H. Towards a holistic approach to metrics for the 21st century pharmaceutical industry. Green Chem. 2015, 17, 3111–3121. DOI:10.1039/C5GC00340G.
  • WHO. World Health Organization. International Program on Chemical Safety (IPCS), Environmental health criteria 154 – Acetonitrile, 1993. http://www.inchem.org/documents/ehc/ehc/ehc154.htm (accessed Oct 20, 2017).
  • WHO. World Health Organization. International Program on Chemical Safety (IPCS), Environmental health criteria 196 – Methanol, 1997. http://www.inchem.org/documents/ehc/ehc/ehc196.htm (accessed Oct 20, 2017).
  • Koel, M.; Kaljurand, M. Application of the Principles of Green Chemistry in Analytical Chemistry. Pure Appl. Chem. 2006, 78, 1993–2002. DOI:10.1351/pac200678111993.
  • Trindade, M. T.; Kogawa, A. C.; Salgado, H. R. N. Metformin: A Review of Characteristics, Properties, Analytical Methods and Impact in the Green Chemistry. Crit. Rev. Anal. Chem. 2018, 48, 66–72. DOI:10.1080/10408347.2017.1374165.
  • USP 39. The United States Pharmacopeia, 35th ed.; Rockville: United States Convention, 2016.

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