Surfactants: Pharmaceutical and Medicinal Aspects

  • Bhupinder Singh Sekhon PCTE Institute of Pharmacy, PCTE Group of Institutes, Ludhiana, Punjab, INDIA
Keywords: Surfactants, biosurfactants, Gemini surfactants, gene therapy, pharmaceutical applications, antimicrobial activity

Abstract

Surfactants are amphipathic substances with lyophobic and lyophilic groups and are critical components in pharmaceutical products. Surfactants have several uses in pharmaceuticals, i) for solubilisation of hydrophobic drugs in aqueous media, ii) as components of emulsions ,iii) surfactant self-assembly vehicles for oral and transdermal drug delivery, iv) as plasticizers in semisolid delivery systems, and v) as agents to improve drug absorption and penetration. Non-ionic surfactants such as ethers of fatty alcohols are most commonly used in pharmaceuticals. Cationic surfactants are capable of exerting antibacterial properties by disrupting bacterial cell membranes. In pharmaceutical processing, phospholipid lecithin, bile salts, certain fatty acids and their derivatives have become indispensable since they afford a uniquely effective and eficient mechanism of drug carriage by solubilising the drugs of fatty origin. The antibacterial, antifungal and antiviral activities make biosurfactants relevant molecules for applications in combating many diseases and as therapeutic agents. Biosurfactants have the potential for use as major immunomodulatory molecules, as anti-adhesive biological coating for biomaterials, in vaccines and gene therapy, and they may be incorporated into probiotic preparations to combat urogenetical tract infections and pulmonary immunotherapy. Gemini surfactants are effective potential transfection agents for non-viral gene therapy. Ionic liquids act as secondary surfactants and the use of surfactant/ionic liquid systems should be explored to build speciic properties in the organized medium, and to explore pharmaceutical applications of traditional, biosurfactant and Gemini surfactants.

References

Abraham, M. (2003).Wetting of hydrophobic rough surfaces: To be heterogeneous or not to be. Langmuir, Vol. 4, pp 8343-8348.

Acosta, E.J., Saad, S.M.I., Kang, N., Policova, Z., Hair, M.L. and Neumann, A.W. (2009). Lung surfactants: formulation, evaluation, and polymeric additives. In: Biobased

surfactants and detergents: Synthesis, properties, and applications, Hayes DG, Kitamoto D, Solaiman DKY, R.D. Ashby RD. American Oil Chemists’ Society Press, Champaign, IL USA, pp. 191-229.

Ardelean, S., Feflea, S., Ionescu, D., Nastase, V. and Dehelean, C.A. (2011). Toxicologic screening of some surfactants using modern in vivo bioassays. Rev Med Chir Soc Med

Nat Iasi, Vol. 115 (1), pp 251-258.

Attwood, D. and Florence, A. T. (2012). FASTtrack: Physical Pharmacy, Pharmaceutical Press, pp 57.

Beers, M.F. and Mulugeta, S. (2006). Surfactant: Surfactant Proteins B and C (SP-B and SP-C). Enc Respirat Med, pp 148–152. http://dx.doi.org/10.1016/B0-12-370879-6/00378-1

Behera, K. and Pandey, S. (2009). Interaction between ionic liquid and zwitterionic surfactant: a comparative study of two ionic liquids with different anions. J Colloid Interface Sci, Vol. 331(1), pp 196-205. http://dx.doi.org/10.1016/j.jcis.2008.11.008

Behera, K., Om, H. and Pandey, S. (2009). Modifying properties of aqueous cetyltrimethylammonium bromide with external additives: ionic liquid 1-hexyl-3-methylimidazolium bromide versus cosurfactant n-hexyltrimethylammonium bromide. J Phys Chem B, Vol.113(3), pp 786-793. http://dx.doi.org/10.1021/jp8089787

Bräuer, L., Johl, M., Börgermann, J., Pleyer, U., Tsokos, M. and Paulsen, F. P. (2007a). Detection and localization of the hydrophobic surfactant proteins B and C in human tear fluid and the human lacrimal system. Curr Eye Res, Vol.32(11), pp 931-938. http://dx.doi.org/10.1080/02713680701694369

Bräuer, L., Kindler, C., Jäger, K., Sel, S., Nölle, B., Pleyer, U., Ochs, M. and Paulsen, F. P. (2007b). Detection of surfactant proteins A and D in human tear fluid and the human lacrimal system. Invest. Ophthalmol Vis Sci, Vol.48(9), pp 3945-3953. http://dx.doi.org/10.1167/iovs.07-0201

Bräuer, L., Schicht, M., Dieter Worlitzsch, D., Bensel,T., Gary Sawers, R. and Paulsen, F. (2013). Staphylococcus aureus and Pseudomonas aeruginosa express and secrete human surfactant proteins. PLOS ONE, Vol. 8(1): e53705. http://dx.doi.org/10.1371/journal.pone.0053705

Brown, P, Butts C.P., Eastoe, J., Fermin, D., Grillo, I., Lee, H.C., Parker, D., Plana, D. and Richardson, R.M. (2012a). Anionic surfactant ionic liquids with 1-butyl-3-methyl-

imidazolium cations: characterization and application. Langmuir, Vol.28(5), pp 2502-2509. http://dx.doi.org/10.1021/la204557t

Brown, P., Bushmelev, A., Butts, C. P., Cheng, J., Eastoe, J., Grillo, I., Heenan, R. K. and Schmidt, A. M. (2012b). Magnetic control over liquid surface properties with

responsive surfactants. Angew Chem Int Ed, Vol. 51, pp 2414–2416. http://dx.doi.org/10.1002/anie.201108010

Brown, P., Butts, C., Dyer, R., Eastoe, J., Grillo I., Guittard F., Rogers, S. and Heenan, R. (2011). Anionic surfactants and surfactant ionic liquids with quaternary ammonium counterions. Langmuir, Vol.27(8), pp 4563-4571. http://dx.doi.org/10.1021/la200387n

Bui, H.S., Kanji, M., Tong, AC, Li, C, Bavouzet, B. and Susan Halpern, S. (2011). Composition comprising a sugar silicone surfactant and a oil-soluble polar modified polymer, 20110038819; http://www.faqs.org/patents/app/20110038819#ixzz2N3U9wIiA

Comelles, F., Ribosa, I., González J. J. and Garcia, M.T. (2012). Interaction of nonionic surfactants and hydrophilic ionic liquids in aqueous solutions: Can short ionic liquids be more than a solvent? Langmuir, Vol.28 (41),pp 14522-14530. http://dx.doi.org/10.1021/la302501j

Corrigan, O.I. and Healy, A.M. (2006). Surfactants in pharmaceutical products and systems, In: Encyclopedia of Pharmaceutical Technology, Taylor and Francis, 3rd Ed.,

Chapter 258, pp 3583-3596.

Desai, J.D, Banat, I.M., Krishnaswamy, M., Subbuchettiar, G., Ravi, T.K. and Panchaksharam, S. (2008) Biosurfactants properties, commercial production and application. Curr Sci, Vol.94, pp 736-747.

Donkuru , M., Wettig , S.D., Verrall , R.E., Badea, I. and Foldvari, M. (2012). Designing pH-sensitive gemini nanoparticles for non-viral gene delivery into keratinocytes. J

Mater Chem, Vol.22, pp 6232-6244. http://dx.doi.org/10.1039/c2jm15719e

Donn S.M. and Sinha S. K. (2008). Pulmonary surfactant use in the pre-term infant—An update. US Respiratory Disease, Vol.4(1), pp 28-31.

Fakruddin, M.D. (2012). Biosurfactant: Production and Application. J Pet Environ Biotechnol, Vol.3, pp 124.

Florence, A.T. and Attwood, D. (2006).Physicochemical principles of pharmacy, 4th Edition, Pharmaceutical Press.

Foley, P.M., Phimphachanh, A., Beach, E.S., Zimmerman, J.B. and Anastas, P.T. (2011). Linear and cyclic C-glycosides as surfactants. Green Chem, Vol.13, pp 321-325.

http://dx.doi.org/10.1039/c0gc00407c

Gharaei-Fathabad, E. (2011). Biosurfactants in pharmaceutical industry: A mini – review. Amer J Drug Discov Develop, Vol.1, pp 58-69.

http://dx.doi.org/10.3923/ajdd.2011.58.69

Goldmann, T., Kähler, D., Schultz, H., Abdullah, M., Lang, D.S., Stellmacher, F. and Vollmer, E. (2009). On the significance of surfactant protein-A within the human lungs.

Diagn Pathol, Vol.4, pp 8 http://dx.doi.org/10.1186/1746-1596-4-8

Gupta, S. and Donn, S.M. (2012). Novel approaches to surfactant administration. critical care research and practice. Crit Care Res Pract, Volume 2012, Article ID 278483. http://dx.doi.org/10.1155/2012/278483

Hait, S.K. and Moulik, S.P. (2002). Gemini surfactants: A distinct class of self-assembling molecules. Curr Sci, Vol.82(9), pp 1101-1111.

Halliday, H.L. (2008). Surfactants: past, present and future. J Perinatol, Vol.28, pp S47–S56.

Han, F., Deng, Y., Zhou, Y. and Xu, B. (2012). Carbohydrate-modified silicone surfactants. J Surfact Deterg, Vol.15(2), pp 1232012.

Hill, R.M. (2002). Silicone surfactants—new developments. Curr Opin Colloid & Interface Sci, Vol.7(5–6), pp 255–261. http://dx.doi.org/10.1016/S1359-0294(02)00068-7

Horikoshi, S., Sato, T. and Abe, M. (2013). Rapid synthesis of Gemini surfactants using a novel 915-MHz microwave apparatus. J Oleo Sci, Vol.62(1), pp 39-44.

http://dx.doi.org/10.5650/jos.62.39

Ibrahim, M.M., EL-Nabarawi, M., El-Setouhy D.A., Montasir, A. and Fadlalla, M.A. (2010). Polymeric surfactant based etodolac chewable tablets: Formulation and in vivo

evaluation. AAPS PharmSciTech, Vol.11(4), pp 1730–1737. http://dx.doi.org/10.1208/s12249-010-9548-z

Ikeda, S. (2003). Gemini surfactants: Synthesis, interfacial and solution-phase behavior, and applications. In: Raoul Zana, R., Xia, J. (eds.), CRC Press. http://dx.doi.org/10.1201/9780203913093.ch2

Immordino, M.L., Dosio, F. and Cattel, L. (2006). Stealth liposomes: review of the basic science, rationale, and clinical applications, existing and potential, Inter J Nanomed,

Vol.1, pp 297-315.

Jaksic, I., Lukic, M., Malenovic, A., Reichl, S., Hoffmann, C., Müller-Goymann, C., Daniels, R. and Savic, S. (2012). Compounding of a topical drug with prospective natural

surfactant-stabilized pharmaceutical bases: physicochemical and in vitro/in vivo characterization--a ketoprofen case study. Eur J Pharm Biopharm, Vol. 80(1), pp 164-175.

http://dx.doi.org/10.1016/j.ejpb.2011.09.001

Jane Pillow, J. S. and Minocchieri, S. (2012). Innovation in surfactant therapy II: Surfactant administration by aerosolization. Neonatology, Vol.101, pp 337–334.

Kirkman, R. and Chantler, E. (1993). Contraception and the prevention of sexually transmitted diseases. Br Med Bull, Vol.49, pp 171-181.

Kjellin, M. and Johansson, I. (2010). Surfactants from renewable resources, John Wiley & Sons, Hoboken, NJ, USA, p.65. http://dx.doi.org/10.1002/9780470686607

Krasowska, A. (2010). Biomedical activity of biosurfactants. Postepy Hig Med Dosw (Online), Vol.64, pp 310-313.

Krishnaswamy, M., Subbuchettiar, G., Ravi, T.K. and Panchaksharam, S. (2008). Biosurfactants properties, commercial production and application. Curr Sci, Vol.94, pp 736-747.

Leth-Larsen, R., Floridon, C., Nielsen, O. and Holmskov, U. (2004). Surfactant protein D in the female genital tract. Mol Hum Reprod, Vol.10(3), pp 149-154.

http://dx.doi.org/10.1093/molehr/gah022

Luczynski, J., Frackowiak, R., Wloch, A., Kleszczynska, H. and Witek S. (2013). Gemini ester quat surfactants and their biological activity. Cell Mol Biol Lett, Vol.18(1), pp 89-101. http://dx.doi.org/10.2478/s11658-012-0041-4

MacNeill, C., Umstead, T.M., Phelps, D.S., Lin, Z., Floros, J., Shearer, D.A. and Weisz, J. (2004). Surfactant protein A, an innate immune factor, is expressed in the vaginal

mucosa and is present in vaginal lavage fluid. Immunology, Vol.111 (1), pp 91-99. http://dx.doi.org/10.1111/j.1365-2567.2004.01782.x

Marchant, R. and Banat, I.M. (2012a). Microbial biosurfactants: challenges and opportunities for future exploitation. Trends Biotechnol, Vol.30(11), pp 558-565.

http://dx.doi.org/10.1016/j.tibtech.2012.07.003

Marchant, R. and Banat, I.M.(2012b). Biosurfactants: a sustainable replacement for chemical surfactants? Biotechnol Lett, Vol.34(9), pp 1597-1605. http://dx.doi.org/10.1007/s10529-012-0956-x

Mazela, J., Merritt, T.A. and Finer, N.N. (2007). Aerosolized surfactants. Curr Opin Pediatr, Vol.19(2), pp 155-162. http://dx.doi.org/10.1097/MOP.0b013e32807fb013

Mazela, J., Merritt, T.A., Gadzinowski,J., Sinha, S.(2006). Evolution of pulmonary surfactants for the treatment of neonatal respiratory distress syndrome and paediatric lung diseases. Acta Paediatr, Vol.95(9), pp 1036-1048. http://dx.doi.org/10.1080/08035250600615168

Menger, F.M. and Keiper, J.S. (2000). Gemini Surfactants. Angew Chem Intern Ed, Vol.39, pp 1906-1920. http://dx.doi.org/10.1002/1521-3773(20000602)39:11<1906::AID-ANIE1906>3.0.CO;2-Q

Menger, F.M. and Littau, C.A. (1991). Gemini surfactants: Synthesis and properties. J Amer Chem Soc, Vol.113, pp 1451-1452. http://dx.doi.org/10.1021/ja00004a077

Menger, F.M. and Littau, C.A. (1993). Gemini surfactants: A new class of self-assembling molecules. J Amer Chem Soc, Vol.115, pp 10083-10090. http://dx.doi.org/10.1021/ja00075a025

Michael, S. (2010). Polymeric surfactant, Patent No 7642298. http://www.freepatentsonline.com/7642298.html.

Mitjans, M., Martínez, V., Clapés, P., Pérez, L., Infante, M.R. and Vinardell, M.P. (2003). Low potential ocular irritation of arginine-based gemini surfactants and their mixtures with nonionic and zwitterionic surfactants. Pharm Res, Vol.20(10), pp 1697-1701. http://dx.doi.org/10.1023/A:1026164123938

Mo, Y.K., Kankavi, O., Masci, P.P., Mellick, G.D., Whitehouse, M.W., Boyle, G.M., Parsons, P.G., Roberts, M.S. and Cross SE. (2007). Surfactant protein expression in human skin: evidence and implications. J. Invest. Dermatol, Vol.127(2), pp 381-386. http://dx.doi.org/10.1038/sj.jid.5700561

Mohammed Saeid, W.A. (2012a). Physiochemical stability and mass spectrometric analysis of gemini surfactant-based lipoplexes. Master of Science Thesis, College of Pharmacy and Nutrition, University of Saskatchewan.

Mohammed-Saeid, W., Michel, D., El-Aneed, A., Verrall, R.E., Low, N.H. and Badea, I. (2012b). Development of lyophilized gemini surfactant-based gene delivery systems:

influence of lyophilization on the structure, activity and stability of the lipoplexes. J Pharm Pharm Sci. Vol.15(4), pp 548-567.

Monsteqszia, A. and Haqqueniq, S. (2012). Surfactant science and technology, 3rd ed. John Wiley & Sons.

Mukherjee, S., Das P. and Sen, R. (2006). Towards commercial production of microbial surfactants. Trends Biotechnol, Vol.24, pp 509-515. http://dx.doi.org/10.1016/j.tibtech.2006.09.005

Muthusamy, K., Gopalakrishnan, S., Ravi, T.K. and Swachidambaram, P. (2008). Biosurfactants properties, commercial production and application. Curr Sci., Vol. 94, pp 6.

Nasrollahi1, S., M. Sabouri, M., Bagheri Lotfabad, T. and Asgari1, A. (2012). Synthetic surfactants are replaced with environmentally friendly Biosurfactants. Res Pharma Sci, Vol. 7(5).

Niazi, S.K. (2004). Handbook of pharmaceutical manufacturing formulations,Vol 3, Liquid products, CRC Press, Boca Raton, FL; Niazi, S.K. Handbook of pharmaceutical

manufacturing formulations,Vol 5, Over-the counter products, Informa Healthcare, Boca Raton, FL.

Nogueira, D.R., Mitjans, M., Infante, R. and Pilar Vinardell, M. (2011). The role of counterions in the membrane-disruptive properties of pH-sensitive lysine-based surfactants. Acta Biomater, Vol. 7(7), pp 2846-2856. http://dx.doi.org/10.1016/j.actbio.2011.03.017

Okoliegbe, I.N. and Agarry, O.O. (2012). Application of microbial surfactant (a review). Scholarly J Biotechnol, Vol. 1(1), pp 15 -23.

Pawelek, J., Bichonski, R. and Byrski B. (1976). Surface activity of some psychotropic drugs. Pol J Pharmacol Pharm, Vol. 28(5), pp 449-454.

Persson, L. (2012). Screening methods for aquatic toxicity of surfactants. Master of Science Thesis in the Master Degree Programme Materials and Nanotechnology. Department of Chemistry and Biotechnology, Chalmers University of Technology, SE-412 96 Göteborg, Sweden.

Pillow, J.J. and Minocchieri, S. (2012). Innovation in surfactant therapy II: surfactant administration by aerosolization. Neonatology, Vol. 101(4), pp 337-344.

Qi, S., Roser, S., Edler, K.J., Pigliacelli, C., Rogerson, M., Weuts, I., Van Dycke, F. and Stokbroekx, S. (2013). Insights into the role of polymer-surfactant complexes in drug

solubilisation/stabilisation during drug release from solid dispersions. Pharm Res, Vol. 30(1), pp 290-302. http://dx.doi.org/10.1007/s11095-012-0873-7

Rajni, S. (2010).Synthesis of hemifluorinated surfactants and their application as protein renaturation additives and contraceptives. Ph.D. Thesis, Lehigh University, Vol. 155, pp 3419402.

Rao, X. (2012). Synthesis and application of rosin-based surfactants. p. 250 in Zhang,J., ed. Rosinbased chemicals and polymers. Smithers Rapra Publishing, Shrewsbury,

Shropshire, U.K.

Rivardo, F., Turner, R.J., Allegrone, G., Ceri, H. and Martinotti MG. (2009). Anti-adhesion activity of two biosurfactants produced by Bacillus spp. prevents biofilm formation of human bacterial pathogens. Appl Microbiol Biotechnol, Vol. 83(3), pp 541-553. http://dx.doi.org/10.1007/s00253-009-1987-7

Rodrigues, L., Banat, I.M., Teixeira, J. and Oliveira, R. (2006). Biosurfactant; potential applications in medicine. J Antimicrob Chemother, Vol. 57, pp 609-618.

http://dx.doi.org/10.1093/jac/dkl024

Rodrigues, L.R., and Teixeira J. A. (2010a). Biomedical and therapeutic applications of biosurfactants. In: Sen R (ed.). Biosurfactants, Lands Bioscience.

http://dx.doi.org/10.1007/978-1-4419-5979-9_6

Rodrigues, L.R.and Teixeira, J.A. (2010b). Biomedical and therapeutic applications of biosurfactants. Adv Exp Med Biol, Vol. 672, pp 75-87. http://dx.doi.org/10.1007/978-1-

-5979-9_6

Rotureau, E., Chassenieux, C., Dellacherie, E. and Durand, A. (2005). Neutral polymeric surfactants derived from dextran: A study of their aqueous solution behavior. Macromol Chem Phys, Vol. 206, pp 2038-2046. http://dx.doi.org/10.1002/macp.200500252

Rotureau, E., Leonard, M., Marie, E., Dellacherie, E., Camesano, T. A. and Durand, A. (2006a). From polymeric surfactants to colloidal systems (1): Amphiphilic dextrans for

emulsion preparation. Colloids Surf Physicochem Eng Aspects, Vol. 288, pp 131-137. http://dx.doi.org/10.1016/j.colsurfa.2006.01.044

Rotureau, E., Marie, E., Leonard, M., Dellacherie, E., Camesano, T. A. and Durand, A. (2006b). From polymeric surfactants to colloidal systems (2): Preparation of colloidal

dispersions. Colloids Surf Physicochem Eng Aspects, Vol. 288, pp 62-70. http://dx.doi.org/10.1016/j.colsurfa.2006.01.044

Rotureau, E., Marie, E., ellacherie, E. and Durand, A. (2007). From polymeric surfactants to colloidal systems (3): Neutral and anionic polymeric surfactants derived from dextran. Colloids Surf Physicochem Eng Aspects, Vol. 301, pp 229-238. http://dx.doi.org/10.1016/j.colsurfa.2006.12.062

Rowe, R.C., Sheskey, P.J. and Owen, S.C. (2006). Handbook of Pharmaceutical excipient, 5th ed., Pharmaceutical Press, London, and American Pharmaceutical Association.

Washington, DC; USP and NF Excipients.

Ruiz, C.C. (Ed.). (2012). Sugar-based surfactants: Fundamentals and applications, 143 (Surfactant Science), CRC Press.

Savic S., Savic M., Tamburic, S., Vuleta, G., Vesic S. and Müller-Goymann, C.C. (2007). An alkylpolyglucoside surfactant as a prospective pharmaceutical excipient for topical

formulations: The influence of oil polarity on the colloidal structure and hydrocortisone in vitro/in vivo permeation. Eur J Pharm Sci, Vol. 30(5), pp 441-450.

http://dx.doi.org/10.1016/j.ejps.2007.01.006

Schiefelbein, L., Keller, M., Weissmann, F., Luber, M., Bracher, F. and Friess, W. (2010). Synthesis, Characterization and Assessment of Suitability of Trehalose Fatty Acid Esters as Alternatives for Polysorbates in Protein Formulation published in Eur. J Pharm Biopharm, Vol. 76 (3), pp 342-350. http://dx.doi.org/10.1016/j.ejpb.2010.08.012

Schramm, L.L., Stasiuk, E.N. and Gerrard Marangoni D. (2003). Surfactants and their applications. Annu Rep Prog Chem, Sect. C, Vol. 99, pp 348.

http://dx.doi.org/10.1039/b208499f

Sekhon, B. S. (2006). Biosurfactants : An overview. Natl Acad Sci Lett, Vol. 29(9-10), pp 317-332.

Sekhon, B. S. (2004). Gemini (dimeric) surfactants. Resonance, pp 42-49.

Sen, R. (ed.). (2010). Biosurfactants,. Lands Bioscience. http://dx.doi.org/10.1007/978-1-4419-5979-9

Seydlová, G. and Svobodová, J. (2008). Review of surfactin chemical properties and the potential biomedical applications. Cent Europ J Med, Vol. 3(2), pp 123-133.

http://dx.doi.org/10.2478/s11536-008-0002-5

Shailesh, S., Neelam, S., Sandeep, K. and Gupta, G.D. (2009). Liposomes: a review, J Pharm Res, Vol. 2, pp 1163-1167.

Shang Y., Wang T., Han X., Peng C., and Liu H. (2010). Effect of ionic liquids CnmimBr on properties of Gemini surfactant 12-3-12 aqueous solution. Ind Eng Chem Res, Vol. 49 (18), pp 8852-8857. http://dx.doi.org/10.1021/ie100896z

Silva, S. G., Alves, C., Cardoso, A. M. S., Jurado, A. S., Pedroso de Lima, M. C., Vale, M. L. C. and Marques, E. F. (2013), Synthesis of Gemini surfactants and evaluation of their

interfacial and cytotoxic properties: Exploring the multifunctionality of serine as headgroup. Eur J Org Chem. http://dx.doi.org/10.1002/ejoc.201201396.

Singh, J, Michel, D, Chitanda, J.M., Verrall, R.E. and Badea, I. (2012). Evaluation of cellular uptake and intracellular trafficking as determining factors of gene expression for

amino acid-substituted gemini surfactant-based DNA nanoparticles. J Nanobiotechnol, Vol. 10, pp 7. http://dx.doi.org/10.1186/1477-3155-10-7

Smirnova, N.A. and Safonova, E.A. (2010). Ionic liquids as surfactants. Russ J Phys Chem A, Vol. 84(10), pp 1695-1704. http://dx.doi.org/10.1134/S0036024410100067

Som, I., Bhatia, K. and Yasir, M. (2012). Status of surfactants as penetration enhancers in transdermal drug delivery. J Pharm Bioallied Sci, Vol. 4(1), pp 2–9.

http://dx.doi.org/10.4103/0975-7406.92724

Song, W.W., Li, N.B. and Luo, H.Q. (2012b). Gemini surfactant applied to the heparin assay at the nanogram level by resonance Rayleigh scattering method. Anal Biochem, Vol. 422(1), pp 1-6. http://dx.doi.org/10.1016/j.ab.2011.12.051

Song, X., Jiang, Y., Ren, C., Sun X., Zhang Q., Gong, T. and Zhirong Zhang, Z. (2012a). Nimodipineloaded mixed micelles: formulation, compatibility, pharmacokinetics, and

vascular irritability study. Int J Nanomed, Vol. 7, pp 3689–3699.

Srinarong, P., Hämäläinen, S., Visser, M.R., Hinrichs, W.L.J., Ketolainen, J. and Frijlink, H.W. (2011). Surface-active derivative of inulin (Inutec® SP1) is a superior carrier for solid dispersions with a high drug load. J Pharm Sci, Vol. 100, pp 2333–2342. http://dx.doi.org/10.1002/jps.22471

Sriram, M.I., Kalishwaralal, K., Deepak, V., Gracerosepat, R., Srisakthi, K. and Gurunathan, S. (2011). Biofilm inhibition and antimicrobial action of lipopeptide biosurfactant

produced by heavy metal tolerant strain Bacillus cereus NK1. Colloids Surf B Biointerfaces, Vol. 85(2), pp 174-181. http://dx.doi.org/10.1016/j.colsurfb.2011.02.026

Tadros, T. (2009). Polymeric surfactants in disperse systems. Adv Colloid Interface Sci, Vol. 147-148, pp 281–299. http://dx.doi.org/10.1016/j.cis.2008.10.005

Tadros, T. F. (2005) Surfactants in pharmaceutical formulations, in Applied surfactants: Principles and applications, Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, FRG.

http://dx.doi.org/10.1002/3527604812.ch13

Taeush, H.W. (2002). Improving pulmonary surfactants. Acta Pharmacol Sin (Supplement), pp 11–15.

Tapas, A.R., Kawtikwar, P.S. and Sakarkar, D.M. (2009). Enhanced dissolution rate of felodipine using spherical agglomeration with Inutec SP1 by quasi emulsion solvent

diffusion method. Res Pharm Sci, Vol. 4(2), pp 77–84.

U.S. Department of Health and Human Services, Food and Drug Administration, Center for Drug Evaluation and Research, Center for Biologics Evaluation and Research, Guidance for Industry: Nonclinical studies for the safety evaluation of pharmaceutical excipients,Office of Training and Communication, Division of Drug Information, HFD-240, Center for Drug Evaluation and Research, Food and Drug Administration, or Office of Communication, Training, and Manufacturers Assistance, HFM-40,Center for Biologics Evaluation and Research,Food and Drug Administration. 2005 May; http://www.fda.gov/cder/guidance/5544fnl.pdf.

U.S. Food and Drug Administration, Title 21, Code of Federal Regulations, Part 182, 184, 186. Office of the Federal Register, National Archives and Records Administration. 2007.

Vaandrager, A. B. and van Golde, L. M. (2000). Lung surfactant proteins A and D in innate immune defense, Biol. Neonate Vol. 77(1), pp 9-13.

http://dx.doi.org/10.1159/000047051

Van den Mooter, G., Weuts, I., De Ridder, T. and Blaton, N. (2006). Evaluation of Inutec SP1 as a new carrier in the formulation of solid dispersions for poorly soluble drugs. Int J Pharm, Vol. 316(1-2), pp 1-6. http://dx.doi.org/10.1016/j.ijpharm.2006.02.025

Vieira, O.V., Hartmann, D.O., Cardoso, C.M.P., Oberdoerfer, D., Baptista, M., Santoz, M. A. S., Almeida, L., Ramalho-Santoz, J. and Waz, W. L. C. (2008). Surfactants as microbicides and contraceptive agents: A systematic in vitro study. PLoS ONE, Vol. 3(8), pp e2913. http://dx.doi.org/10.1371/journal.pone.0002913

Wang, Y.S., Guo, R. and Xi, J.Q. (2009). Comparative studies of interactions of hemoglobin with single-chain and with Gemini surfactants. J Colloid Interface Sci, Vol. 331 pp 470–475. http://dx.doi.org/10.1016/j.jcis.2008.12.020

Weber, J., Desai, K. and Darbyshire, J. (2005). Microbicides development programme. The development of vaginal microbicides for the prevention of HIV transmission. PLoS Med,Vol. 2 (5) pp e142. http://dx.doi.org/10.1371/journal.pmed.0020142

Wettig, S. D., Badea, I., Donkuru, M., Verrall, R. E., & Foldvari, M. (2007). Structural and transfection properties of amine-substituted Gemini surfactant-based nanoparticles. J Gene Med, Vol. 9, pp 649-658. http://dx.doi.org/10.1002/jgm.1060

Wettig, S. D., Verrall, R. E. and Foldvari, M. (2008). Gemini surfactants: A new family of buildingb for non-viral gene delivery systems. Curr Gene Therapy, Vol. 8(1), pp 9-23. http://dx.doi.org/10.2174/156652308783688491

Wettig, S., Verrall, R.E. and Foldvari, M. (2009). Substituted gemini surfactant compounds. 20090054368. http://www.faqs.org/patents/app/20090054368#ixzz2JET20gj4.

Woodworth, B.A., Neal, J.G., Newton, D., Joseph, K., Kaplan, A.P., Baatz, J.E. and Schlosser, R,J. (2007). Surfactant protein A and D in human sinus mucosa: a preliminary report. J Otorhinolaryngol Relat Spec. Vol. 69(1), pp 57-60. http://dx.doi.org/10.1159/000096718

Xu Q, Nakajima M, Liu Z and Shiina T. (2011). Biosurfactants for microbubble preparation and application. Int J Mol Sci, Vol. 12, pp 462-475. http://dx.doi.org/10.3390/ijms12010462

Yang P., Singh, J., Wettig, S., Foldvari, M., Verrall, R. E. and Badea, I. (2010). Enhanced gene expression in epithelial cells transfected with amino acid-substituted gemini

nanoparticles. Eur J Pharm Biopharm, Vol. 75, pp 311–320. http://dx.doi.org/10.1016/j.ejpb.2010.04.007

Zana, R. (1996). Gemini (dimeric) surfactants. Curr Opin Colloid Interface Sci, Vol. 1, pp 566–571.

Zana, R. and Xia J. (2004). Gemini surfactants: Synthesis, interfacial and solution-phase behavior, and applications. CRC Press.

Zech, O., Thomaier, S., Bauduin, P., Ru¨ck, T., Touraud, D. and Kunz, W. (2009). Microemulsions with an ionic liquid surfactant and room temperature ionic liquids as polar

pseudo-phase. J Phys Chem B, Vol. 113(2), pp 465-473. http://dx.doi.org/10.1021/jp8061042

Zhang, W., Dai, X., Zhao, Y., Lu, X. and Gao, P. (2009). Comparison of the different types of surfactants for the effect on activity and structure of soybean peroxidase. Langmuir, Vol. 25(4), pp 2363-2368. http://dx.doi.org/10.1021/la803240x

Zhao, Z., Wang, Q., Wang, K., Brain, K., Liu, C. and Gu Y. (2010). Study of the antifungal activity of Bacillus vallismortis ZZ185 in vitro and identification of its antifungal

components. Bioresour Technol, Vol. 101, pp 292-297. http://dx.doi.org/10.1016/j.biortech.2009.07.071

Published
2013-05-17
How to Cite
Bhupinder Singh Sekhon. (2013). Surfactants: Pharmaceutical and Medicinal Aspects. Journal of Pharmaceutical Technology, Research and Management, 1(1), 43-68. https://doi.org/10.15415/jptrm.2013.11004
Section
Articles