Selective enantioseparation of levocetirizine via a hollow fiber supported liquid membrane and mass transfer prediction

Niti Sunsandee; Natchanun Leepipatpiboon; Prakorn Ramakul

Korean Journal of Chemical Engineering, Vol.30, No.6, 1312-1320, June, 2013

DOI10.1007/s11814-013-0044-5 Export Citation

Selective enantioseparation of levocetirizine via a hollow fiber supported liquid membrane and mass transfer prediction

Niti Sunsandee, Natchanun Leepipatpiboon¹, and Prakorn Ramakul^{2, †}

Government Pharmaceutical Organization, Ratchathevi, Bangkok 10400, Thailand
¹Chromatography and Separation Research Unit, Department of Chemistry, Faculty of Science, Chulalongkorn University, Patumwan, Bangkok 10330, Thailand
²Department of Chemical Engineering, Faculty of Engineering and Industrial Technology, Silpakorn University, Nakhon Pathom 73000, Thailand

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The enantioselective separation of levocetirizine via a hollow fiber supported liquid membrane was examined. O,O'-dibenzoyl-(2R,3R)-tartaric acid ((-)-DBTA) diluted in 1-decanol was used as a chiral selector extractant. The influence of concentrations of feed and stripping phases, and extractant concentration in the membrane phase, was also investigated. A mathematical model focusing on the extraction side of the liquid membrane system was presented to predict the concentration of levocetirizine at different times. The extraction and recovery of levocetirizine from feed phase were 75.00% and 72.00%, respectively. The mass transfer coefficients at aqueous feed boundary layer (kf) and the organic liquid membrane phase (km) were calculated as 2.41×102 and 1.89×102 cm/s, respectively. The validity of the developed model was evaluated through a comparison with experimental data, and good agreement was obtained.

Keywords:Levocetirizine;(-)-DBTA;Liquid Membrane;Hollow Fiber;Enantioselective Separation

[References]

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[Referenced By]

[1] Bousquet J, Cauwenberge PV, Khaltaev N, J. Allergy Clin.Immunol., 108, 147 (2001)

[2] Kozel MMA, Sabroe RA, Drugs., 64, 2515 (2004)

[3] Greaves MW, Allergy Clin. Immunol., 3, 363 (2003)

[4] Day JH, Ellis AK, Rafeiro E, Drugs Today., 40, 415 (2004)

[5] Gillard M, Perren CV, Moguilevsky N, Massingham R, Chatelain P, Inflamm. Res., 51, 79 (2002)

[6] Gillard M, Chatelain P, Eur. J. Pharmacol., 530, 205 (2006)

[7] Campoli-Richards DM, Buckley MMT, Fitton A, Drugs., 40, 762 (1990)

[8] Tillement JP, Testa B, Bree F, Biochem. Pharmacol., 66, 1123 (2003)

[9] Curran MP, Scott LJ, Perry CM, Drugs., 64, 523 (2004)

[10] Pagliara A, Testa B, Carrupt PA, Jolliet P, Morin C, Morin D, Urien S, Tillement JP, Rihoux JP, J. Med. Chem., 41, 853 (1998)

[11] Devalia JL, Christine DV, Hanotte F, Baltes E, Allergy., 56, 50 (2001)

[12] Hair PI, Scott LJ, Drugs., 66 (2006)

[13] Simons FE, N. Engl. J. Med., 351, 2203 (2004)

[14] Grant JA, Riethuisen JM, Beatrice M, Christine DV, Ann.Allergy Asthma Immunol., 88, 190 (2002)

[15] Morita MR, Berton D, Boldin R, Barros FA, Meurer EC, Amarante AR, Campos DR, Calafatti SA, Pereira R, Abib E, Pedrazolli J, J. Chromatogr. B Anal. Technol. Biomed. Life Sci., 862, 132 (2008)

[16] Arayne MS, Sultana N, Nawaz M, J. Anal. Chem., 63, 881 (2008)

[17] Zelikovitch L, Shaked H, US Patent Application US20110230496A1 (2011)

[18] Turner NJ, Nat. Chem. Biol., 5, 567 (2009)

[19] Taha EA, Salama NN, Wang S, Drug. Test. Anal., 1, 118 (2009)

[20] Mikus P, Marakova K, Valaskova I, Havranek E, Pharmazie., 64, 423 (2009)

[21] Tihi J, Zupet R, Pecavar A, Kolenc I, Pavlin D, US Patent Application US20100105908 (2010)

[22] Reetz MT, Wang LW, Bocola M, Angew. Chem. Int. Ed., 45, 1236 (2006)

[23] Pancharoen U, Somboonpanya S, Chaturabul S, Lothongkum AW, J. Alloy Compd., 489, 72 (2010)

[24] Ura P, Prakorn R, Weerawat P, J. Ind. Eng. Chem., 11(6), 926 (2005)

[25] Lothongkum AW, Ramakul P, Sasomsub W, Laoharochanapan S, Pancharoen U, J. Taiwan Inst.Chem. Eng., 40, 518 (2009)

[26] Rogers JD, Long RL, J. Membr. Sci., 134(1), 1 (1997)

[27] Giorno L, Drioli E, Membr. Technol., 106, 6 (1999)

[28] Valenzuela F, Basualto C, Tapia C, Sapag J, J. Membr. Sci., 155(1), 163 (1999)

[29] Semenova SI, Ohya H, Smirnov SI, J. Membr. Sci., 136(1-2), 1 (1997)

[30] Murakami H, Top. Curr. Chem., 269, 273 (2007)

[31] Danesi PR, J. Membr. Sci., 20, 231 (1984)

[32] Rathore NS, Sonawane JV, Kumar A, Venugopalan AK, Singh RK, Bajpai DD, Shukla JP, J. Membr. Sci., 189(1), 119 (2001)

[33] Wannachod P, Chaturabul S, Pancharoen U, Lothongkum AW, Patthaveekongka W, J. Alloy. Compd., 509, 354 (2011)

[34] Pancharoen U, Wongsawa T, Lothongkum AW, Sep. Sci. Technol., 46(14), 2183 (2011)

[35] Benedetti MS, Plisnier M, Kaise J, Maier L, Baltes E, Arendt C, McCracken N, Eur. J. Clin. Pharmacol., 57, 571 (2001)

[36] Sunsandee N, Leepipatpiboon N, Ramakul P, Pancharoen U, Chem. Eng. J., 180, 299 (2012)

[37] Prakorn R, Eakkapit S, Weerawat P, Milan H, Ura P, Korean J. Chem. Eng., 23(1), 117 (2006)

[38] El Aamrani FZ, Kumar A, Beyer L, Florido A, Sastre AM, J. Membr. Sci., 152(2), 263 (1999)

[39] Lin SH, Juang RS, J. Membr. Sci., 188(2), 251 (2001)