Development of a liquid chromatographic method for thesimultaneous quantification of curcumin, -arteether,tetrahydrocurcumin and dihydroartemisinin. Application to lipid-based formulations
Curcumin; B -Arteether; Liquid chromatography; Design space; Accuracy profile
Abstract :
[en] A liquid chromatographic method was developed for the simultaneous separation of curcumin, B-arteether, tetrahydrocurcumin and dihydroartemisinin based on the design of experiments and the design space methodology. The influence of the percentage of organic modifier, flow rate of the mobile phase and column temperature on the analytes separation was investigated. The optimal chromatographic separation was achieved on a C18 column (125 mm × 4 mm, 5 µm) using an isocratic elution with a mobile phase consisting of methanol:ammonium acetate (pH 4; 10 mM) (80/20, v/v) at a flow rate of 0.45 ml/min and a column temperature of 32.5◦C. This method was then validated for simultaneous quantification of curcumin and B -arteether contained in lipid-based formulations taking into account the B -expectation tolerance interval for the total error measurement. Finally, the suitability of the proposed liquid chromatographic method for routine analysis of curcumin and B -arteether loaded in lipid-based formulations has been proven.
Research center :
Centre Interfacultaire de Recherche du Médicament - CIRM
Disciplines :
Pharmacy, pharmacology & toxicology
Author, co-author :
Memvanga Bondo, Patrick; Université Catholique de Louvain - UCL
Development of a liquid chromatographic method for thesimultaneous quantification of curcumin, -arteether,tetrahydrocurcumin and dihydroartemisinin. Application to lipid-based formulations
World Health Organization, (2010) Guidelines for the Treatment of Malaria
Bero, J., Frederich, M., Quetin-Leclercq, J., Antimalarial compounds isolated from plants used in traditional medicine (2009) J. Pharm. Pharmacol., 61, pp. 1401-1433
Martinelli, A., Rodrigues, L.A., Cravo, P., Plasmodium chabaudi: efficacy of artemisinin+curcumin combination treatment on a clone selected for artemisinin resistance in mice (2008) Exp. Parasitol., 119, pp. 304-307
Vathsala, P.G., Dende, C., Nagaraj, V.A., Bhattacharya, D., Das, G., Rangarajan, P.N., Padmanaban, G., Curcumin-arteether combination therapy of Plasmodium berghei-infected mice prevents recrudescence through immunomodulation (2012) PLoS ONE, 7, pp. e29442
Memvanga, P.B., Préat, V., Formulation design and in vivo antimalarial evaluation of lipid-based drug delivery systems for oral delivery of beta-arteether (2012) Eur. J. Pharm. Biopharm., 82, pp. 112-119
Memvanga, P.B., Eloy, P., Gaigneaux, E.M., Préat, V., In vitro lipolysis and intestinal transport of β-arteether-loaded lipid-based drug delivery systems (2013) Pharm. Res., 30, pp. 2694-2705
Memvanga, P.B., Coco, R., Preat, V., An oral malaria therapy: curcumin-loaded lipid-based drug delivery systems combined with β-arteether (2013) J. Control. Release
Cui, J., Yu, B., Zhao, Y., Zhu, W., Li, H., Lou, H., Zhai, G., Enhancement of oral absorption of curcumin by self-microemulsifying drug delivery systems (2009) Int. J. Pharm., 371, pp. 148-155
Heath, D.D., Pruitt, M.A., Brenner, D.E., Rock, C.L., Curcumin in plasma and urine: quantitation by high-performance liquid chromatography (2003) J. Chromatogr. B: Analyt. Technol. Biomed. Life Sci., 783, pp. 287-295
Marczylo, T.H., Verschoyle, R.D., Cooke, D.N., Morazzoni, P., Steward, W.P., Gescher, A.J., Comparison of systemic availability of curcumin with that of curcumin formulated with phosphatidylcholine (2007) Cancer Chemother. Pharmacol., 60, pp. 171-177
Pak, Y., Patek, R., Mayersohn, M., Sensitive and rapid isocratic liquid chromatography method for the quantitation of curcumin in plasma (2003) J. Chromatogr. B: Analyt. Technol. Biomed. Life Sci., 796, pp. 339-346
Tonnesen, H.H., Karlsen, J., Studies on curcumin and curcuminoids. VI. Kinetics of curcumin degradation in aqueous solution (1985) Z. Lebensm. Unters. For., 180, pp. 402-404
Wang, Y.J., Pan, M.H., Cheng, A.L., Lin, L.I., Ho, Y.S., Hsieh, C.Y., Lin, J.K., Stability of curcumin in buffer solutions and characterization of its degradation products (1997) J. Pharm. Biomed. Anal., 15, pp. 1867-1876
Sabarinath, S., Rajanikanth, M., Madhusudanan, K.P., Gupta, R.C., A sensitive and selective liquid chromatographic/electrospray ionization tandem mass spectrometric assay for the simultaneous quantification of alpha-,beta-arteether and its metabolite dihydroartemisinin in plasma, useful for pharmacokinetic studies (2003) J. Mass Spectrom., 38, pp. 732-742
Sabarinath, S., Singh, R.P., Gupta, R.C., Simultaneous quantification of alpha-beta-diastereomers of arteether, sulphadoxine and pyrimethamine: a promising anti-relapse antimalarial therapeutic combination, by liquid chromatography tandem mass spectrometry (2006) J. Chromatogr. B: Analyt. Technol. Biomed. Life Sci., 842, pp. 36-42
Magueur, G., Crousse, B., Charneau, S., Grellier, P., Begue, J.P., Bonnet-Delpon, D., Fluoroartemisinin: trifluoromethyl analogues of artemether and artesunate (2004) J. Med. Chem., 47, pp. 2694-2699
Lebrun, P., Govaerts, B., Debrus, B., Ceccato, A., Caliaro, G., Hubert, P., Boulanger, B., Development of a new predictive modelling technique to find with confidence equivalence zone and design space of chromatographic analytical methods (2008) Chemom. Intell. Lab. Syst., 91, pp. 4-16
Mbinze, J.K., Lebrun, P., Debrus, B., Dispas, A., Kalenda, N., Mavar Tayey Mbay, J., Schofield, T., Marini, R.D., Application of an innovative design space optimization strategy to the development of liquid chromatographic methods to combat potentially counterfeit nonsteroidal anti-inflammatory drugs (2012) J. Chromatogr. A, 1263, pp. 113-124
Validation of analytical procedures: text and methodology (2005) International Conference on Harmonisation (ICH) of Technical Requirements for Registration of Pharmaceutical for Human Use, , I.C.H
Boulanger, B., Rozet, E., Moonen, F., Rudaz, S., Hubert, P., A risk-based analysis of the AAPS conference report on quantitative bioanalytical methods validation and implementation (2009) J. Chromatogr. B: Analyt. Technol. Biomed. Life Sci., 877, pp. 2235-2243
Hubert, P., Nguyen-Huu, J.J., Boulanger, B., Chapuzet, E., Chiap, P., Cohen, N., Compagnon, P.A., Valat, L., Validation des procédures analytiques quantitatives, harmonisation des démarches (2003) STP Pharma Pratiques, 13, pp. 27-64
Hubert, P., Nguyen-Huu, J.J., Boulanger, B., Chapuzet, E., Cohen, N., Compagnon, P.A., Dewé, W., Valat, L., Validation des procédures analytiques quantitatives: harmonisation des démarches - Partie II - Statistiques (2006) STP Pharma Pratiques, 16, pp. 28-58
(1996) Note for Guidance on Manufacture of the Finished Dosage Form, , EMA
Hubert, P., Nguyen-Huu, J.J., Boulanger, B., Chapuzet, E., Chiap, P., Cohen, N., Compagnon, P.A., Valat, L., Validation des procédures analytiques quantitatives, harmonisation des démarches (2003) STP Pharma Pratiques, 13, pp. 101-138
Dewé, W., Marini, R.D., Chiap, P., Hubert, P., Crommen, J., Boulanger, B., Development of response models for optimising HPLC methods (2004) Chemom. Intell. Lab. Syst., 74, pp. 263-268
Magalhaes, I.R., Jabor, V.A., Faria, A.M., Collins, C.H., Jardim, I.C., Bonato, P.S., Determination of beta-artemether and its main metabolite dihydroartemisinin in plasma employing liquid-phase microextraction prior to liquid chromatographic-tandem mass spectrometric analysis (2010) Talanta, 81, pp. 941-947
Baker, J.K., McChesney, J.D., Chi, H.T., Decomposition of arteether in simulated stomach acid yielding compounds retaining antimalarial activity (1993) Pharm. Res., 10, pp. 662-666
Jung, M., Lee, S., Stability of acetal and non acetal-type analogs of artemisinin in simulated stomach acid (1998) Bioorg. Med. Chem. Lett., 8, pp. 1003-1006
Liu, A., Lou, H., Zhao, L., Fan, P., Validated LC/MS/MS assay for curcumin and tetrahydrocurcumin in rat plasma and application to pharmacokinetic study of phospholipid complex of curcumin (2006) J. Pharm. Biomed. Anal., 40, pp. 720-727
Ma, Z., Shayeganpour, A., Brocks, D.R., Lavasanifar, A., Samuel, J., High-performance liquid chromatography analysis of curcumin in rat plasma: application to pharmacokinetics of polymeric micellar formulation of curcumin (2007) Biomed. Chromatogr., 21, pp. 546-552
Bouabidi, A., Rozet, E., Fillet, M., Ziemons, E., Chapuzet, E., Mertens, B., Klinkenberg, R., Hubert, P., Critical analysis of several analytical method validation strategies in the framework of the fit for purpose concept (2010) J. Chromatogr. A, 1217, pp. 3180-3192
Hubert, P., Nguyen-Huu, J.J., Boulanger, B., Chapuzet, E., Chiap, P., Cohen, N., Compagnon, P.A., Valat, L., Harmonization of strategies for the validation of quantitative analytical procedures. A SFSTP proposal-Part I (2004) J. Pharm. Biomed. Anal., 36, pp. 579-586
Rozet, E., Ceccato, A., Hubert, C., Ziemons, E., Oprean, R., Rudaz, S., Boulanger, B., Hubert, P., Analysis of recent pharmaceutical regulatory documents on analytical method validation (2007) J. Chromatogr. A, 1158, pp. 111-125
(2000) Quantifying Uncertainty in Analytical Measurement, , Eurachem/Citac guide
Marini, R.D., Chiap, P., Boulanger, B., Rudaz, S., Rozet, E., Crommen, J., Hubert, P., LC method for the determination of R-timolol in S-timolol maleate: validation of its ability to quantify and uncertainty assessment (2006) Talanta, 68, pp. 1166-1175
Mbinze, J.K., Dispas, A., Lebrun, P., Mavar Tayey Mbay, J., Habyalimana, V., Kalenda, N., Rozet, E., Marini, R.D., Application of an innovative design space optimization strategy to the development of liquid chromatographic methods for the simultaneous screening of antibiotics to combat poor quality medicines (2013) J. Pharm. Biomed. Anal., 85, pp. 83-92
