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This work is licensed under a Creative Commons Attribution 4.0 International License.
Self Emulsifying Drug Delivery System: A Recent Approach
Corresponding Author(s) : Sabitri Bindhani
Asian Journal of Chemistry,
Vol. 31 No. 4 (2019): Vol 31 Issue 4
Abstract
In recent years, nearly 40 % newer drugs compounds are hydrophobic in nature, which is a major challenge now-a-days for oral drug delivering due to low aqueous solubility. Lipid based drug delivery system is one of the favourable approach for poorly soluble compounds which can improve the drug absorption and oral bioavailability. Due to ion-pairing with appropriate surfactant and co-surfactant the macromolecular drug molecular oil droplet being found in the gut flow oral absorption which sufficiently stable towards lipase. Due to the formation of emulsified drug in micron level, it can efficiently endow the oral bioavailability. Several comprehensive papers have been published in the literature illustration diverse type of lipid based formulation with recent advancements. This article is based on an exhaustive and updated review on newer technology which out line an explicit discussion on its formulations and industrial scale up.
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- M. Grove, A. Müllertz, J.L. Nielsen and G.P. Pedersen, Eur. J. Pharm. Sci., 28, 233 (2006); https://doi.org/10.1016/j.ejps.2006.02.005.
- M.E. Perlman, S.B. Murdande, M.J. Gumkowski, T.S. Shah, C.M. Rodricks, J. Thornton-Manning, D. Freel and L.C. Erhart, Int. J. Pharm., 351, 15 (2008); https://doi.org/10.1016/j.ijpharm.2007.09.015.
- D.Q.M. Craig, H.S.R. Lievens, K.G. Pitt and D.E. Storey, Int. J. Pharm., 96, 147 (1993); https://doi.org/10.1016/0378-5173(93)90222-2.
- H. Toguchi, Y. Ogawa, K. Iga, T. Yashiki and T. Shimamoto, Chem. Pharm. Bull. (Tokyo), 38, 2792 (1990); https://doi.org/10.1248/cpb.38.2792.
- S. Akula, A.K. Gurram and S.R. Devireddy, Int. Sch. Res. Notices, 2014, 964051 (2014); https://doi.org/10.1155/2014/964051.
- A.T.M. Serajuddin, D. Mufson, D.F. Bernstein, P.-C. Sheen and M.A. Augustine, J. Pharm. Sci., 77, 414 (1988); https://doi.org/10.1002/jps.2600770512.
- N.H. Shah, M.T. Carvajal, C.I. Patel, M.H. Infeld and A.W. Malick, Int. J. Pharm., 106, 15 (1994); https://doi.org/10.1016/0378-5173(94)90271-2.
- T.S. Nipun and S.M. Ashraful Islam, Saudi Pharm. J., 22, 343 (2014); https://doi.org/10.1016/j.jsps.2013.06.001.
- C. Menzel, T. Holzeisen, F. Laffleur, S. Zaichik, M. Abdulkarim, M. Gumbleton and A. Bernkop-Schnürch, J. Control. Rel., 277, 165 (2018); https://doi.org/10.1016/j.jconrel.2018.03.018.
- H.Y. Karasulu, E. Gundogdu, U.O. Turk, T. Turgay, S. Apaydin, I.Y. Simsir, C. Yilmaz and E. Karasulu, Curr. Drug Deliv., 15, 1072 (2018); https://doi.org/10.2174/1567201815666180226114545.
- T. Kauss, A. Gaubert, L. Tabaran, G. Tonelli, T. Phoeung, M.H. Langlois, N. White, A. Cartwright, M. Gomes and K. Gaudin, Int. J. Pharm., 536, 283 (2018); https://doi.org/10.1016/j.ijpharm.2017.11.067.
- A. Zaghloul, I. Khattab, A. Nada and S. Al-Saidan, Pharmazie, 63, 654 (2008); https://doi.org/10.1691/ph.2008.8098.
- P. Balakrishnan, B.J. Lee, D.H. Oh, J.O. Kim, Y.I. Lee, D.D. Kim, J.P. Jee, Y.-B. Lee, J.S. Woo, C.S. Yong and H.-G. Choi, Int. J. Pharm., 374, 66 (2009); https://doi.org/10.1016/j.ijpharm.2009.03.008.
- G.R. Valicherla, K.M. Dave, A.A. Syed, M. Riyazuddin, A.P. Gupta, A. Singh, K. Wahajuddin, K. Mitra, D. Datta and J.R. Gayen, Sci. Rep., 6, 26895 (2016); https://doi.org/10.1038/srep26895.
- D.J. Hauss, S.E. Fogal, J.V. Ficorilli, C.A. Price, T. Roy, A.A. Jayaraj and J.J. Keirns, J. Pharm. Sci., 87, 164 (1998); https://doi.org/10.1021/js970300n.
- W.N. Charman, Lipophillic Transport of Drugs, CRC Press: Boca Raton, FL, p. 113 (1992).
- S.X. Cui, S.F. Nie, L. Li, C.G. Wang, W.S. Pan and J.P. Sun, Drug Dev. Ind. Pharm., 35, 603 (2009); https://doi.org/10.1080/03639040802488089.
- L. Djekic, J. Jankovic, A. Raskovic and M. Primorac, Eur. J. Pharm. Sci., 121, 287 (2018); https://doi.org/10.1016/j.ejps.2018.06.005.
- C. Sun, Y. Gui, R. Hu, J. Chen, B. Wang, Y. Guo, W. Lu, X. Nie, Q. Shen, S. Gao and W. Fang, AAPS PharmSciTech, 19, 2301 (2018); https://doi.org/10.1208/s12249-018-1067-3.
- M. Cao, X. Xue, X. Pei, Y. Qian, L. Liu, L. Ren and G. Chen, Drug Dev. Ind. Pharm., 44, 969 (2018); https://doi.org/10.1080/03639045.2018.1425428.
- Z. Cetkovic, S. Cvijic and D. Vasiljevic, Drug Dev. Ind. Pharm., 44, 849 (2018); https://doi.org/10.1080/03639045.2017.1414835.
- L. Djekic, J. Jankovic, B. Èalija and M. Primorac, Int. J. Pharm., 528, 372 (2017); https://doi.org/10.1016/j.ijpharm.2017.06.028.
- H. Liu, K. Shang, W. Liu, D. Leng, R. Li, Y. Kong and T. Zhang, J. Microencapsul., 31, 277 (2014); https://doi.org/10.3109/02652048.2013.843598.
- H.A. Abo Enin, Drug Dev. Ind. Pharm., 41, 1047 (2015); https://doi.org/10.3109/03639045.2014.983113.
- R. Holm, C.J.H. Porter, G.A. Edwards, A. Müllertz, H.G. Kristensen and W.N. Charman, Eur. J. Pharm. Sci., 20, 91 (2003); https://doi.org/10.1016/S0928-0987(03)00174-X.
- S. Inugala, B.B. Eedara, S. Sunkavalli, R. Dhurke, P. Kandadi, R. Jukanti and S. Bandari, Eur. J. Pharm. Sci., 74, 1 (2015); https://doi.org/10.1016/j.ejps.2015.03.024.
- D. Pandita, N. Kumari and V. Lather, Pharm. Nanotechnol., 5, 285 (2017); https://doi.org/10.2174/2211738505666170915154920.
- I. Legen, J. Kerc and P. Jurkovic, Self-Micro Emulsifying Drug Delivery Systems, US Patent 8592490B2 (2013).
- E. Hassan, Self Microemulsifying Drug Delivery System with Increased Bioavailability, World Patent WO 2012071043A1 (2012).
- I. Legen, L. Peternel, S.M. Novak, M. Homar, P.T. Rozman and U. Klancar, Self-Microemulsifying Drug Delivery System of Abiraterone or Abiraterone Acetate, World Patent WO 2014009434A1 (2014).
- H.Y. Karasulu, S. Apaydin, E. Gundogdu, S.I. Yildirim, U.O. Turk, E. Karasulu, C. Yilmaz and T. Turgay, Self-Micro/Nanoemulsifying Drug Carrying System for Oral Use of Rosuvastatin, World Patent WO 2015142307A1 (2015).
- G. Lambert, A. Razafindratsita, J. Sebastien, G. Shicheng, Y.N. Gursoy and S. Benita, Self Emulsifying Drug Delivery Systems for Poorly Soluble Drugs, US Patent 20050232952A1 (2015).
- J.F. Voorspoels, Self-microemulsifying Drug Delivery of HIV Protease, US Patent 2007/0104740 (2007).
- P. Gao, W. Morozowich and N. Shenoy, Self-Emulsifying Drug Delivery Systems for Extremely Water-Insoluble, Lipophilic Drugs, WO 2002007712A3 (2002).
- K. Kohli, S. Chopra, D. Dhar, S. Arora and R.K. Khar, Drug Discov. Today, 15, 958 (2010); https://doi.org/10.1016/j.drudis.2010.08.007.
- B. Singh, S. Beg, R.K. Khurana, P.S. Sandhu, R. Kaur and O.P. Katare, Crit. Rev. Ther. Drug Carrier Syst., 31, 121 (2014); https://doi.org/10.1615/CritRevTherDrugCarrierSyst.2014008502.
- S. Gupta, S. Chavhan and K.K. Sawant, Colloids Surf. A Physicochem. Eng. Asp., 392, 145 (2011); https://doi.org/10.1016/j.colsurfa.2011.09.048.
- D.J. Hauss, Drugs and Pharmaceutical Sciences, Informa Healthcare: NC, USA, vol. 170, pp. 1-339 (2007).
- C.M. O’Driscoll, Eur. J. Pharm. Sci., 15, 405 (2002); https://doi.org/10.1016/S0928-0987(02)00051-9.
- Y. Ito, T. Kusawake, M. Ishida, R. Tawa, N. Shibata and K. Takada, J. Control. Rel., 105, 23 (2005); https://doi.org/10.1016/j.jconrel.2005.03.017.
- G. Verreck and M.E. Brewster, J. Melt Extrusion, 97, 85 (2004).
- J. Bamba, G. Cavé, Y. Bensouda, P. Tchoreloff, F. Puisieux and G. Couarraze, Drug Dev. Ind. Pharm., 21, 1749 (1995); https://doi.org/10.3109/03639049509069262.
- M. Grove and A. Müllertz, Liquid Self-Microemulsifying Drug Delivery Systems, Informa Healthcare, p. 107 (2007).
- E. Rudnic, J. McCarty, G. Belendiuk, B. Burnside, C. McGuinness and K. Belendiuk, Emulsified Drug Delivery System, US Patent 5897876 (1999).
- B. Singh, S. Bandopadhyay, R. Kapil, R. Singh and O.P. Katare, Crit. Rev. Ther. Drug Carrier Syst., 26, 427 (2009); https://doi.org/10.1615/CritRevTherDrugCarrierSyst.v26.i5.10.
- A. Singh, V. Singh, D. Juyal and G. Rawat, Asian J. Pharm., 9, 13 (2015).
- N.D. Patel, K.V. Patel, A.K. Shukla and P.K. Sheat, Int. J. Pharm. Biol. Arch., 2, 621 (2011).
- P. Gao, B.D. Rush, W.P. Pfund, T. Huang, J.M. Bauer, W. Morozowich, M.S. Kuo and M.J. Hageman, J. Pharm. Sci., 92, 2386 (2003); https://doi.org/10.1002/jps.10511.
- Y. Seto, C. Morizane, K. Ueno, H. Sato and S. Onoue, J. Agric. Food Chem., 66, 5352 (2018); https://doi.org/10.1021/acs.jafc.8b00693.
- M.S. Lee, C.-M. Su, J.-C. Yeh, P.-R. Wu, T.-Y. Tsai and S.-L. Lou, Int. J. Nanomedicine, 11, 4583 (2016); https://doi.org/10.2147/IJN.S112415.
- D.H. Lee, D.W. Yeom, Y.S. Song, H.R. Cho, Y.S. Choi, M.J. Kang and Y.W. Choi, Int. J. Pharm., 478, 341 (2015); https://doi.org/10.1016/j.ijpharm.2014.11.060.
- P. Gao, A. Akrami, F. Alvarez, J. Hu, L. Li, C. Ma and S. Surapaneni, J. Pharm. Sci., 98, 516 (2009); https://doi.org/10.1002/jps.21451.
- G. Quan, B. Niu, V. Singh, Y. Zhou, C.Y. Wu, X. Pan and C. Wu, Int. J. Nanomedicine, 12, 8801 (2017); https://doi.org/10.2147/IJN.S149717.
- Y. Chen, C. Chen, J. Zheng, Z. Chen, Q. Shi and H. Liu, Biol. Pharm. Bull., 34, 278 (2011); https://doi.org/10.1248/bpb.34.278.
- D.H. Truong, T.H. Tran, T. Ramasamy, J.Y. Choi, H.H. Lee, C. Moon, H.G. Choi, C.S. Yong and J.O. Kim, AAPS PharmSciTech, 17, 466 (2016); https://doi.org/10.1208/s12249-015-0370-5.
- S.G. Gumaste, B.O.S. Freire and A.T.M. Serajuddin, Eur. J. Pharm. Sci., 110, 124 (2017); https://doi.org/10.1016/j.ejps.2017.02.022.
- H.Y. Cho, J.H. Kang, L. Ngo, P. Tran and Y.B. Lee, J. Nanomater., Volume 2016, Article ID 3642418 (2016); https://doi.org/10.1155/2016/3642418.
- S. Dokania and A.K. Joshi, Drug Deliv., 22, 675 (2015); https://doi.org/10.3109/10717544.2014.896058.
- L. Dong, A Novel Osmotic Delivery System: L-OROS SOFTCAP. Proceedings of the International Symposium on Controlled Release of Bioactive Materials, July, Paris (2000).
- E.T. Cole, D. Cade and H. Benameur, Adv. Drug Deliv., 60, 747 (2008); https://doi.org/10.1016/j.addr.2007.09.009.
- B. Tang, G. Cheng, J.C. Gu and C.H. Xu, Drug Discov. Today, 13, 606 (2008); https://doi.org/10.1016/j.drudis.2008.04.006.
- H. Michie, F. Podczeck and J.M. Newton, Int. J. Pharm., 434, 175 (2012); https://doi.org/10.1016/j.ijpharm.2012.05.050.
- S.N. Politis and D.M. Rekkas, Recent Pat. Drug Deliv. Formul., 5, 61 (2011); https://doi.org/10.2174/187221111794109493.
- V. Jannin, J. Musakhanian and D. Marchaud, Adv. Drug Deliv. Rev., 60, 734 (2008); https://doi.org/10.1016/j.addr.2007.09.006.
- M.K. Gupta, D. Goldman, R.H. Bogner and Y.C. Tseng, Pharm. Dev. Technol., 6, 563 (2001); https://doi.org/10.1081/PDT-120000294.
- T. Yi, J. Wan, H. Xu and X. Yang, Eur. J. Pharm. Biopharm., 70, 439 (2008); https://doi.org/10.1016/j.ejpb.2008.05.001.
- P. Jurkovic, J. Kerc and I. Legen, Self-Emulsifying Drug Delivery System, European Patent EP2101729A1 (2009).
- C. Fabio and C. Elisabetta, Pharmaceutical Composition Comprising a Water/Oil/Water Double Microemulsion Incorporated in a Solid Support. World Patent WO 2003/013421 (2003).
- N. Venkatesan, J. Yoshimitsu, Y. Ito, N. Shibata and K. Takada, Biomaterials, 26, 7154 (2005); https://doi.org/10.1016/j.biomaterials.2005.05.012.
- A. Tan, S. Rao and C.A. Prestidge, Pharm. Res., 30, 2993 (2013); https://doi.org/10.1007/s11095-013-1107-3.
- V.R. Kallakunta, S. Bandari, R. Jukanti and P.R. Veerareddy, Powder Technol., 221, 375 (2012); https://doi.org/10.1016/j.powtec.2012.01.032.
- S. Beg, S. Swain, H.P. Singh, C.N. Patra and M.E. Rao, AAPS PharmSciTech, 13, 1416 (2012); https://doi.org/10.1208/s12249-012-9865-5.
- L.C. Dong, S. Li and C. Pollock-Dove, Stabilized Solubility-Enhanced Formulations for Oral Delivery, US Patent 20100247632A1 (2010).
- J. Schwarz, Solid Self-Emulsifying Dosage Form for Improved Delivery of Poorly Soluble Hydrophobic Compounds and the Process for Preparation thereof, US Patent 2003/0072798 (2003).
- S. Nazzal and M.A. Khan, Int. J. Pharm., 315, 110 (2006); https://doi.org/10.1016/j.ijpharm.2006.02.019.
- Y.P. Wang, Y. Gan and X.X. Zhang, Acta Pharmacol. Sin., 32, 1294 (2011); https://doi.org/10.1038/aps.2011.90.
- E.A. Mahmoud, E.R. Bendas and M.I. Mohamed, AAPS PharmSciTech, 10, 183 (2009); https://doi.org/10.1208/s12249-009-9192-7.
- V. Nekkanti, P. Karatgi, R. Prabhu and R. Pillai, AAPS PharmSciTech, 11, 9 (2010); https://doi.org/10.1208/s12249-009-9347-6.
- R. Gandhi, C.L. Kaul and R. Panchangnula, Pharm. Sci. Technol. Today, 4, 160 (1999); https://doi.org/10.1016/S1461-5347(99)00136-4.
- M. Serratoni, M. Newton, S. Booth and A. Clarke, Eur. J. Pharm. Biopharm., 65, 94 (2007); https://doi.org/10.1016/j.ejpb.2006.07.011.
- J. Hamdani, A.J. Moës and K. Amighi, Int. J. Pharm., 260, 47 (2003); https://doi.org/10.1016/S0378-5173(03)00229-1.
- J. You, F.D. Cui, X. Han, Y.S. Wang, L. Yang, Y.W. Yu and Q.P. Li, Colloids Surf. B Biointerfaces, 48, 35 (2006); https://doi.org/10.1016/j.colsurfb.2005.12.011.
- C. Holmberg and B. Siekmann, Self-Emulsifying Drug Delivery System, US Patent US 7736666B2 (2010).
- G. Shlieout, B. Boedecker, S. Schaefer, B. Thumbeck and P. Gregory, Pharmaceutical Compositions of Lipase-Containing Products, In Particular of Pancreation, US Patent 2005/0250817 (2005).
- S. Nazzal, I.I. Smalyukh, O.D. Lavrentovich and M.A. Khan, Int. J. Pharm., 235, 247 (2002); https://doi.org/10.1016/S0378-5173(02)00003-0.
- T. Bekerman, J. Golenser and A. Domb, J. Pharm. Sci., 93, 1264 (2004); https://doi.org/10.1002/jps.20057.
- P.R. Nepal, H.K. Han and H.K. Choi, Eur. J. Pharm. Sci., 39, 224 (2010); https://doi.org/10.1016/j.ejps.2009.12.004.
- R. Koynova and M. Tihova, Biochim. Biophys. Acta, 1798, 646 (2010); https://doi.org/10.1016/j.bbamem.2009.12.022.
- P. Patil and A. Paradkar, AAPS PharmSciTech., 7, E199 (2006); https://doi.org/10.1208/pt070128.
- A. Sookkasem, S. Chatpun, S. Yuenyongsawad and R. Wiwattanapatapee, J. Drug Deliv. Sci. Technol., 29, 159 (2015); https://doi.org/10.1016/j.jddst.2015.07.005.
- J.Y. Kim and Y.S. Ku, Int. J. Pharm., 194, 81 (2000); https://doi.org/10.1016/S0378-5173(99)00367-1.
- K. Takada and M. Murakami. Glycyrrhizin Preparations for Transmucosal Absorption, US Patent 6890547 (2005).
- B. Whittle and G. Guy, GW Pharma Ltd., Mucoadhesive Pharmaceutical Formulations. World Patent WO 02/064109A2 (2002).
- G.M. El Maghraby, Colloids Surf. B Biointerfaces, 75, 595 (2010); https://doi.org/10.1016/j.colsurfb.2009.10.003.
- Z. Yu and S. Huth, Stable Ophthalmic Oil-in-Water Emulsions with Sodium Hyaluronate for Alleviating Dry Eye, United States Patent US 2007/0036829 (2007).
- P.J. Dor, S. Mudumba, T. Nivaggioli and D.A. Weber, Formulations for Ocular Treatment, United States Patent US 2006/0182771 (2006).
- Q. Wang, H. Zhang, J. Huang, N. Xia, T. Li and Q. Xia, J. Microencapsul., 35, 90 (2018); https://doi.org/10.1080/02652048.2018.1425752.
- C. Hu, G. Zhao, Q. Xia and R. Sun, J. Mater. Sci., 50, 6567 (2015); https://doi.org/10.1007/s10853-015-9194-7.
- Q. Wang, C. Hu, H. Zhang, Y. Zhang, T. Liu, A. Qian and Q. Xia, J. Microencapsul., 33, 785 (2016); https://doi.org/10.1080/02652048.2016.1264494.
- S. Tantarawongsa and T. Phaechamud, Thai Pharm. Health Sci. J., 6, 66 (2011).
- K.P. Parthasarathi, D. Mudit, R. Prudhvi, D. Lavanya and L.N.V. Krishna, Int. Res. J. Pharm., 2, 82 (2011).
- L. Zhang, L. Zhang, M. Zhang, Y. Pang, Z. Li, A. Zhao and J. Feng, Drug Deliv., 22, 475 (2015); https://doi.org/10.3109/10717544.2013.861659.
- F.L. Yen, T.H. Wu, L.T. Lin, T.M. Cham and C.C. Lin, Pharm. Res., 26, 893 (2009); https://doi.org/10.1007/s11095-008-9791-0.
- J. Cui, B. Yu, Y. Zhao, W. Zhu, H. Li, H. Lou and G. Zhai, Int. J. Pharm., 371, 148 (2009); https://doi.org/10.1016/j.ijpharm.2008.12.009.
- M. Sierant, P. Paluch, M. Florczak, A. Rozanski and B. Miksa, Colloids Surf. B Biointerfaces, 111, 571 (2013); https://doi.org/10.1016/j.colsurfb.2013.07.002.
- R. Zhou, X. Zhu, G. Hung, N. Zhang and B. Zhang, Sheng Wu Yi Xue Gong Cheng Xue Za Zhi, 24, 918 (2007).
- J. Khan, A. Alexander, S. Ajazuddin, Saraf and S. Saraf, J. Control. Rel., 168, 50 (2013); https://doi.org/10.1016/j.jconrel.2013.02.025.
- S. Li, Z. Ji, M. Zou, X. Nie, Y. Shi and G. Cheng, AAPS PharmSciTech, 12, 1011 (2011); https://doi.org/10.1208/s12249-011-9665-3.
- L. Wei, G. Li, Y.D. Yan, R. Pradhan, J.O. Kim and Q. Quan, Arch. Pharm. Res., 35, 1037 (2012); https://doi.org/10.1007/s12272-012-0611-z.
- Q. Cai, L. Liang, Y.P. Huang and S.X. Hou, Zhongguo Zhongyao Zazhi, 32, 2003 (2007).
- N. Chouhan, V. Mittal, D. Kaushik, A. Khatkar and M. Raina, Curr. Drug Deliv., 12, 244 (2015); https://doi.org/10.2174/1567201811666141021142606.
References
M. Grove, A. Müllertz, J.L. Nielsen and G.P. Pedersen, Eur. J. Pharm. Sci., 28, 233 (2006); https://doi.org/10.1016/j.ejps.2006.02.005.
M.E. Perlman, S.B. Murdande, M.J. Gumkowski, T.S. Shah, C.M. Rodricks, J. Thornton-Manning, D. Freel and L.C. Erhart, Int. J. Pharm., 351, 15 (2008); https://doi.org/10.1016/j.ijpharm.2007.09.015.
D.Q.M. Craig, H.S.R. Lievens, K.G. Pitt and D.E. Storey, Int. J. Pharm., 96, 147 (1993); https://doi.org/10.1016/0378-5173(93)90222-2.
H. Toguchi, Y. Ogawa, K. Iga, T. Yashiki and T. Shimamoto, Chem. Pharm. Bull. (Tokyo), 38, 2792 (1990); https://doi.org/10.1248/cpb.38.2792.
S. Akula, A.K. Gurram and S.R. Devireddy, Int. Sch. Res. Notices, 2014, 964051 (2014); https://doi.org/10.1155/2014/964051.
A.T.M. Serajuddin, D. Mufson, D.F. Bernstein, P.-C. Sheen and M.A. Augustine, J. Pharm. Sci., 77, 414 (1988); https://doi.org/10.1002/jps.2600770512.
N.H. Shah, M.T. Carvajal, C.I. Patel, M.H. Infeld and A.W. Malick, Int. J. Pharm., 106, 15 (1994); https://doi.org/10.1016/0378-5173(94)90271-2.
T.S. Nipun and S.M. Ashraful Islam, Saudi Pharm. J., 22, 343 (2014); https://doi.org/10.1016/j.jsps.2013.06.001.
C. Menzel, T. Holzeisen, F. Laffleur, S. Zaichik, M. Abdulkarim, M. Gumbleton and A. Bernkop-Schnürch, J. Control. Rel., 277, 165 (2018); https://doi.org/10.1016/j.jconrel.2018.03.018.
H.Y. Karasulu, E. Gundogdu, U.O. Turk, T. Turgay, S. Apaydin, I.Y. Simsir, C. Yilmaz and E. Karasulu, Curr. Drug Deliv., 15, 1072 (2018); https://doi.org/10.2174/1567201815666180226114545.
T. Kauss, A. Gaubert, L. Tabaran, G. Tonelli, T. Phoeung, M.H. Langlois, N. White, A. Cartwright, M. Gomes and K. Gaudin, Int. J. Pharm., 536, 283 (2018); https://doi.org/10.1016/j.ijpharm.2017.11.067.
A. Zaghloul, I. Khattab, A. Nada and S. Al-Saidan, Pharmazie, 63, 654 (2008); https://doi.org/10.1691/ph.2008.8098.
P. Balakrishnan, B.J. Lee, D.H. Oh, J.O. Kim, Y.I. Lee, D.D. Kim, J.P. Jee, Y.-B. Lee, J.S. Woo, C.S. Yong and H.-G. Choi, Int. J. Pharm., 374, 66 (2009); https://doi.org/10.1016/j.ijpharm.2009.03.008.
G.R. Valicherla, K.M. Dave, A.A. Syed, M. Riyazuddin, A.P. Gupta, A. Singh, K. Wahajuddin, K. Mitra, D. Datta and J.R. Gayen, Sci. Rep., 6, 26895 (2016); https://doi.org/10.1038/srep26895.
D.J. Hauss, S.E. Fogal, J.V. Ficorilli, C.A. Price, T. Roy, A.A. Jayaraj and J.J. Keirns, J. Pharm. Sci., 87, 164 (1998); https://doi.org/10.1021/js970300n.
W.N. Charman, Lipophillic Transport of Drugs, CRC Press: Boca Raton, FL, p. 113 (1992).
S.X. Cui, S.F. Nie, L. Li, C.G. Wang, W.S. Pan and J.P. Sun, Drug Dev. Ind. Pharm., 35, 603 (2009); https://doi.org/10.1080/03639040802488089.
L. Djekic, J. Jankovic, A. Raskovic and M. Primorac, Eur. J. Pharm. Sci., 121, 287 (2018); https://doi.org/10.1016/j.ejps.2018.06.005.
C. Sun, Y. Gui, R. Hu, J. Chen, B. Wang, Y. Guo, W. Lu, X. Nie, Q. Shen, S. Gao and W. Fang, AAPS PharmSciTech, 19, 2301 (2018); https://doi.org/10.1208/s12249-018-1067-3.
M. Cao, X. Xue, X. Pei, Y. Qian, L. Liu, L. Ren and G. Chen, Drug Dev. Ind. Pharm., 44, 969 (2018); https://doi.org/10.1080/03639045.2018.1425428.
Z. Cetkovic, S. Cvijic and D. Vasiljevic, Drug Dev. Ind. Pharm., 44, 849 (2018); https://doi.org/10.1080/03639045.2017.1414835.
L. Djekic, J. Jankovic, B. Èalija and M. Primorac, Int. J. Pharm., 528, 372 (2017); https://doi.org/10.1016/j.ijpharm.2017.06.028.
H. Liu, K. Shang, W. Liu, D. Leng, R. Li, Y. Kong and T. Zhang, J. Microencapsul., 31, 277 (2014); https://doi.org/10.3109/02652048.2013.843598.
H.A. Abo Enin, Drug Dev. Ind. Pharm., 41, 1047 (2015); https://doi.org/10.3109/03639045.2014.983113.
R. Holm, C.J.H. Porter, G.A. Edwards, A. Müllertz, H.G. Kristensen and W.N. Charman, Eur. J. Pharm. Sci., 20, 91 (2003); https://doi.org/10.1016/S0928-0987(03)00174-X.
S. Inugala, B.B. Eedara, S. Sunkavalli, R. Dhurke, P. Kandadi, R. Jukanti and S. Bandari, Eur. J. Pharm. Sci., 74, 1 (2015); https://doi.org/10.1016/j.ejps.2015.03.024.
D. Pandita, N. Kumari and V. Lather, Pharm. Nanotechnol., 5, 285 (2017); https://doi.org/10.2174/2211738505666170915154920.
I. Legen, J. Kerc and P. Jurkovic, Self-Micro Emulsifying Drug Delivery Systems, US Patent 8592490B2 (2013).
E. Hassan, Self Microemulsifying Drug Delivery System with Increased Bioavailability, World Patent WO 2012071043A1 (2012).
I. Legen, L. Peternel, S.M. Novak, M. Homar, P.T. Rozman and U. Klancar, Self-Microemulsifying Drug Delivery System of Abiraterone or Abiraterone Acetate, World Patent WO 2014009434A1 (2014).
H.Y. Karasulu, S. Apaydin, E. Gundogdu, S.I. Yildirim, U.O. Turk, E. Karasulu, C. Yilmaz and T. Turgay, Self-Micro/Nanoemulsifying Drug Carrying System for Oral Use of Rosuvastatin, World Patent WO 2015142307A1 (2015).
G. Lambert, A. Razafindratsita, J. Sebastien, G. Shicheng, Y.N. Gursoy and S. Benita, Self Emulsifying Drug Delivery Systems for Poorly Soluble Drugs, US Patent 20050232952A1 (2015).
J.F. Voorspoels, Self-microemulsifying Drug Delivery of HIV Protease, US Patent 2007/0104740 (2007).
P. Gao, W. Morozowich and N. Shenoy, Self-Emulsifying Drug Delivery Systems for Extremely Water-Insoluble, Lipophilic Drugs, WO 2002007712A3 (2002).
K. Kohli, S. Chopra, D. Dhar, S. Arora and R.K. Khar, Drug Discov. Today, 15, 958 (2010); https://doi.org/10.1016/j.drudis.2010.08.007.
B. Singh, S. Beg, R.K. Khurana, P.S. Sandhu, R. Kaur and O.P. Katare, Crit. Rev. Ther. Drug Carrier Syst., 31, 121 (2014); https://doi.org/10.1615/CritRevTherDrugCarrierSyst.2014008502.
S. Gupta, S. Chavhan and K.K. Sawant, Colloids Surf. A Physicochem. Eng. Asp., 392, 145 (2011); https://doi.org/10.1016/j.colsurfa.2011.09.048.
D.J. Hauss, Drugs and Pharmaceutical Sciences, Informa Healthcare: NC, USA, vol. 170, pp. 1-339 (2007).
C.M. O’Driscoll, Eur. J. Pharm. Sci., 15, 405 (2002); https://doi.org/10.1016/S0928-0987(02)00051-9.
Y. Ito, T. Kusawake, M. Ishida, R. Tawa, N. Shibata and K. Takada, J. Control. Rel., 105, 23 (2005); https://doi.org/10.1016/j.jconrel.2005.03.017.
G. Verreck and M.E. Brewster, J. Melt Extrusion, 97, 85 (2004).
J. Bamba, G. Cavé, Y. Bensouda, P. Tchoreloff, F. Puisieux and G. Couarraze, Drug Dev. Ind. Pharm., 21, 1749 (1995); https://doi.org/10.3109/03639049509069262.
M. Grove and A. Müllertz, Liquid Self-Microemulsifying Drug Delivery Systems, Informa Healthcare, p. 107 (2007).
E. Rudnic, J. McCarty, G. Belendiuk, B. Burnside, C. McGuinness and K. Belendiuk, Emulsified Drug Delivery System, US Patent 5897876 (1999).
B. Singh, S. Bandopadhyay, R. Kapil, R. Singh and O.P. Katare, Crit. Rev. Ther. Drug Carrier Syst., 26, 427 (2009); https://doi.org/10.1615/CritRevTherDrugCarrierSyst.v26.i5.10.
A. Singh, V. Singh, D. Juyal and G. Rawat, Asian J. Pharm., 9, 13 (2015).
N.D. Patel, K.V. Patel, A.K. Shukla and P.K. Sheat, Int. J. Pharm. Biol. Arch., 2, 621 (2011).
P. Gao, B.D. Rush, W.P. Pfund, T. Huang, J.M. Bauer, W. Morozowich, M.S. Kuo and M.J. Hageman, J. Pharm. Sci., 92, 2386 (2003); https://doi.org/10.1002/jps.10511.
Y. Seto, C. Morizane, K. Ueno, H. Sato and S. Onoue, J. Agric. Food Chem., 66, 5352 (2018); https://doi.org/10.1021/acs.jafc.8b00693.
M.S. Lee, C.-M. Su, J.-C. Yeh, P.-R. Wu, T.-Y. Tsai and S.-L. Lou, Int. J. Nanomedicine, 11, 4583 (2016); https://doi.org/10.2147/IJN.S112415.
D.H. Lee, D.W. Yeom, Y.S. Song, H.R. Cho, Y.S. Choi, M.J. Kang and Y.W. Choi, Int. J. Pharm., 478, 341 (2015); https://doi.org/10.1016/j.ijpharm.2014.11.060.
P. Gao, A. Akrami, F. Alvarez, J. Hu, L. Li, C. Ma and S. Surapaneni, J. Pharm. Sci., 98, 516 (2009); https://doi.org/10.1002/jps.21451.
G. Quan, B. Niu, V. Singh, Y. Zhou, C.Y. Wu, X. Pan and C. Wu, Int. J. Nanomedicine, 12, 8801 (2017); https://doi.org/10.2147/IJN.S149717.
Y. Chen, C. Chen, J. Zheng, Z. Chen, Q. Shi and H. Liu, Biol. Pharm. Bull., 34, 278 (2011); https://doi.org/10.1248/bpb.34.278.
D.H. Truong, T.H. Tran, T. Ramasamy, J.Y. Choi, H.H. Lee, C. Moon, H.G. Choi, C.S. Yong and J.O. Kim, AAPS PharmSciTech, 17, 466 (2016); https://doi.org/10.1208/s12249-015-0370-5.
S.G. Gumaste, B.O.S. Freire and A.T.M. Serajuddin, Eur. J. Pharm. Sci., 110, 124 (2017); https://doi.org/10.1016/j.ejps.2017.02.022.
H.Y. Cho, J.H. Kang, L. Ngo, P. Tran and Y.B. Lee, J. Nanomater., Volume 2016, Article ID 3642418 (2016); https://doi.org/10.1155/2016/3642418.
S. Dokania and A.K. Joshi, Drug Deliv., 22, 675 (2015); https://doi.org/10.3109/10717544.2014.896058.
L. Dong, A Novel Osmotic Delivery System: L-OROS SOFTCAP. Proceedings of the International Symposium on Controlled Release of Bioactive Materials, July, Paris (2000).
E.T. Cole, D. Cade and H. Benameur, Adv. Drug Deliv., 60, 747 (2008); https://doi.org/10.1016/j.addr.2007.09.009.
B. Tang, G. Cheng, J.C. Gu and C.H. Xu, Drug Discov. Today, 13, 606 (2008); https://doi.org/10.1016/j.drudis.2008.04.006.
H. Michie, F. Podczeck and J.M. Newton, Int. J. Pharm., 434, 175 (2012); https://doi.org/10.1016/j.ijpharm.2012.05.050.
S.N. Politis and D.M. Rekkas, Recent Pat. Drug Deliv. Formul., 5, 61 (2011); https://doi.org/10.2174/187221111794109493.
V. Jannin, J. Musakhanian and D. Marchaud, Adv. Drug Deliv. Rev., 60, 734 (2008); https://doi.org/10.1016/j.addr.2007.09.006.
M.K. Gupta, D. Goldman, R.H. Bogner and Y.C. Tseng, Pharm. Dev. Technol., 6, 563 (2001); https://doi.org/10.1081/PDT-120000294.
T. Yi, J. Wan, H. Xu and X. Yang, Eur. J. Pharm. Biopharm., 70, 439 (2008); https://doi.org/10.1016/j.ejpb.2008.05.001.
P. Jurkovic, J. Kerc and I. Legen, Self-Emulsifying Drug Delivery System, European Patent EP2101729A1 (2009).
C. Fabio and C. Elisabetta, Pharmaceutical Composition Comprising a Water/Oil/Water Double Microemulsion Incorporated in a Solid Support. World Patent WO 2003/013421 (2003).
N. Venkatesan, J. Yoshimitsu, Y. Ito, N. Shibata and K. Takada, Biomaterials, 26, 7154 (2005); https://doi.org/10.1016/j.biomaterials.2005.05.012.
A. Tan, S. Rao and C.A. Prestidge, Pharm. Res., 30, 2993 (2013); https://doi.org/10.1007/s11095-013-1107-3.
V.R. Kallakunta, S. Bandari, R. Jukanti and P.R. Veerareddy, Powder Technol., 221, 375 (2012); https://doi.org/10.1016/j.powtec.2012.01.032.
S. Beg, S. Swain, H.P. Singh, C.N. Patra and M.E. Rao, AAPS PharmSciTech, 13, 1416 (2012); https://doi.org/10.1208/s12249-012-9865-5.
L.C. Dong, S. Li and C. Pollock-Dove, Stabilized Solubility-Enhanced Formulations for Oral Delivery, US Patent 20100247632A1 (2010).
J. Schwarz, Solid Self-Emulsifying Dosage Form for Improved Delivery of Poorly Soluble Hydrophobic Compounds and the Process for Preparation thereof, US Patent 2003/0072798 (2003).
S. Nazzal and M.A. Khan, Int. J. Pharm., 315, 110 (2006); https://doi.org/10.1016/j.ijpharm.2006.02.019.
Y.P. Wang, Y. Gan and X.X. Zhang, Acta Pharmacol. Sin., 32, 1294 (2011); https://doi.org/10.1038/aps.2011.90.
E.A. Mahmoud, E.R. Bendas and M.I. Mohamed, AAPS PharmSciTech, 10, 183 (2009); https://doi.org/10.1208/s12249-009-9192-7.
V. Nekkanti, P. Karatgi, R. Prabhu and R. Pillai, AAPS PharmSciTech, 11, 9 (2010); https://doi.org/10.1208/s12249-009-9347-6.
R. Gandhi, C.L. Kaul and R. Panchangnula, Pharm. Sci. Technol. Today, 4, 160 (1999); https://doi.org/10.1016/S1461-5347(99)00136-4.
M. Serratoni, M. Newton, S. Booth and A. Clarke, Eur. J. Pharm. Biopharm., 65, 94 (2007); https://doi.org/10.1016/j.ejpb.2006.07.011.
J. Hamdani, A.J. Moës and K. Amighi, Int. J. Pharm., 260, 47 (2003); https://doi.org/10.1016/S0378-5173(03)00229-1.
J. You, F.D. Cui, X. Han, Y.S. Wang, L. Yang, Y.W. Yu and Q.P. Li, Colloids Surf. B Biointerfaces, 48, 35 (2006); https://doi.org/10.1016/j.colsurfb.2005.12.011.
C. Holmberg and B. Siekmann, Self-Emulsifying Drug Delivery System, US Patent US 7736666B2 (2010).
G. Shlieout, B. Boedecker, S. Schaefer, B. Thumbeck and P. Gregory, Pharmaceutical Compositions of Lipase-Containing Products, In Particular of Pancreation, US Patent 2005/0250817 (2005).
S. Nazzal, I.I. Smalyukh, O.D. Lavrentovich and M.A. Khan, Int. J. Pharm., 235, 247 (2002); https://doi.org/10.1016/S0378-5173(02)00003-0.
T. Bekerman, J. Golenser and A. Domb, J. Pharm. Sci., 93, 1264 (2004); https://doi.org/10.1002/jps.20057.
P.R. Nepal, H.K. Han and H.K. Choi, Eur. J. Pharm. Sci., 39, 224 (2010); https://doi.org/10.1016/j.ejps.2009.12.004.
R. Koynova and M. Tihova, Biochim. Biophys. Acta, 1798, 646 (2010); https://doi.org/10.1016/j.bbamem.2009.12.022.
P. Patil and A. Paradkar, AAPS PharmSciTech., 7, E199 (2006); https://doi.org/10.1208/pt070128.
A. Sookkasem, S. Chatpun, S. Yuenyongsawad and R. Wiwattanapatapee, J. Drug Deliv. Sci. Technol., 29, 159 (2015); https://doi.org/10.1016/j.jddst.2015.07.005.
J.Y. Kim and Y.S. Ku, Int. J. Pharm., 194, 81 (2000); https://doi.org/10.1016/S0378-5173(99)00367-1.
K. Takada and M. Murakami. Glycyrrhizin Preparations for Transmucosal Absorption, US Patent 6890547 (2005).
B. Whittle and G. Guy, GW Pharma Ltd., Mucoadhesive Pharmaceutical Formulations. World Patent WO 02/064109A2 (2002).
G.M. El Maghraby, Colloids Surf. B Biointerfaces, 75, 595 (2010); https://doi.org/10.1016/j.colsurfb.2009.10.003.
Z. Yu and S. Huth, Stable Ophthalmic Oil-in-Water Emulsions with Sodium Hyaluronate for Alleviating Dry Eye, United States Patent US 2007/0036829 (2007).
P.J. Dor, S. Mudumba, T. Nivaggioli and D.A. Weber, Formulations for Ocular Treatment, United States Patent US 2006/0182771 (2006).
Q. Wang, H. Zhang, J. Huang, N. Xia, T. Li and Q. Xia, J. Microencapsul., 35, 90 (2018); https://doi.org/10.1080/02652048.2018.1425752.
C. Hu, G. Zhao, Q. Xia and R. Sun, J. Mater. Sci., 50, 6567 (2015); https://doi.org/10.1007/s10853-015-9194-7.
Q. Wang, C. Hu, H. Zhang, Y. Zhang, T. Liu, A. Qian and Q. Xia, J. Microencapsul., 33, 785 (2016); https://doi.org/10.1080/02652048.2016.1264494.
S. Tantarawongsa and T. Phaechamud, Thai Pharm. Health Sci. J., 6, 66 (2011).
K.P. Parthasarathi, D. Mudit, R. Prudhvi, D. Lavanya and L.N.V. Krishna, Int. Res. J. Pharm., 2, 82 (2011).
L. Zhang, L. Zhang, M. Zhang, Y. Pang, Z. Li, A. Zhao and J. Feng, Drug Deliv., 22, 475 (2015); https://doi.org/10.3109/10717544.2013.861659.
F.L. Yen, T.H. Wu, L.T. Lin, T.M. Cham and C.C. Lin, Pharm. Res., 26, 893 (2009); https://doi.org/10.1007/s11095-008-9791-0.
J. Cui, B. Yu, Y. Zhao, W. Zhu, H. Li, H. Lou and G. Zhai, Int. J. Pharm., 371, 148 (2009); https://doi.org/10.1016/j.ijpharm.2008.12.009.
M. Sierant, P. Paluch, M. Florczak, A. Rozanski and B. Miksa, Colloids Surf. B Biointerfaces, 111, 571 (2013); https://doi.org/10.1016/j.colsurfb.2013.07.002.
R. Zhou, X. Zhu, G. Hung, N. Zhang and B. Zhang, Sheng Wu Yi Xue Gong Cheng Xue Za Zhi, 24, 918 (2007).
J. Khan, A. Alexander, S. Ajazuddin, Saraf and S. Saraf, J. Control. Rel., 168, 50 (2013); https://doi.org/10.1016/j.jconrel.2013.02.025.
S. Li, Z. Ji, M. Zou, X. Nie, Y. Shi and G. Cheng, AAPS PharmSciTech, 12, 1011 (2011); https://doi.org/10.1208/s12249-011-9665-3.
L. Wei, G. Li, Y.D. Yan, R. Pradhan, J.O. Kim and Q. Quan, Arch. Pharm. Res., 35, 1037 (2012); https://doi.org/10.1007/s12272-012-0611-z.
Q. Cai, L. Liang, Y.P. Huang and S.X. Hou, Zhongguo Zhongyao Zazhi, 32, 2003 (2007).
N. Chouhan, V. Mittal, D. Kaushik, A. Khatkar and M. Raina, Curr. Drug Deliv., 12, 244 (2015); https://doi.org/10.2174/1567201811666141021142606.