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Micellar solubilization of ibuprofen - Influence of surfactant head groups on the extent of solubilization
Open accessAbstract
An important property of micelles with particular significance in pharmacy is their ability to increase the solubility of poorly soluble drugs in water, thus increasing their bioavailability. In this work, the solubilization of ibuprofen (IBU) was studied in micellar solutions of three surfactants possessing the same hydrocarbon tail but different hydrophilic head groups, namely sodium dodecyl sulphate (SDS), dodecyltrimethylammonium bromide (DTAB), and n-dodecyl octa(ethylene oxide) (C12EO8). The results showed that, irrespective of the surfactant type, the solubility of IBU increased linearly with increasing surfactant concentration, as a consequence of the association between the drug and the micelles. The 80 mM DTAB and the 80 mM C12EO8 micellar solutions resulted in a 16-fold increase in solubility of IBU when compared to the buffer solution, whereas the 80 mM SDS micellar solution resulted in a 5.5-fold increase in IBU solubility. The highest value of molar solubilization capacity (chi) was obtained with DTAB, chi = 0.97, followed by C12EO8 ,chi = 0.72, and finally SDS, chi = 0.23. However, due to the stronger tendency of the nonionic surfactant in forming micelles in solution, at the same surfactant concentration, we obtained the same solubility of IBU in both DTAB and C12EO8.
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“Thus, drug localization inside the micelles depends on their polarity: hydrophobic APIs will be solubilized in the micellar lipophilic core while molecules with intermediate polarity or highly hydrophilic will be located respectively in an intermediate position or on the surface of the system [109,110].”
From Polymeric micelles in drug delivery: An insight of the techniques for their characterization and assessment in biorelevant conditions (2021) · cites this paper as [109]
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“Polymeric micelles are characterized by an anisotropic distribution of water, whose content decreases moving from the surface to the core, which is hydrophobic.”
From Polymeric micelles in drug delivery: An insight of the techniques for their characterization and assessment in biorelevant conditions (2021) · cites this paper as [110]
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Cites
Polymeric micelles—A new generation of colloidal drug carriers
Jones, M.-C., & Leroux, J.-C. (1999) · European Journal of Pharmaceutics and Biopharmaceutics · doi:10.1016/s0939-6411(99)00039-9 · Cited by 1,256
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Research works printed but not linked: 4
- ATWOOD, D., FLORENCE, A.T. Physicochemical principles of pharmacy. 3 rd ed. London: The MacMillan Press, 2003. 564 p.
- PARK, E.S., CHANG, S.Y., HAHN, M., CHI, S.C. Enhancing effect of polyethylene alkyl ethers on the skin permeation of ibuprofen. Int. J. Pharm., v.209, p.109-119, 2000.
- RANGEL-YAGUI, C.O., PESSOA JR, A., BLANKSCHTEIN, D. Two-phase aqueous micellar systems -an alternative method for protein purification (in press). Braz. J. Chem. Eng., v.21, n.4, 2004.
- ROSEN, M.J. Surfactants and interfacial phenomena, 2. ed. New York : John Wiley & Sons, 1989. 448 p.
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Ghezzi, M., Pescina, S., Padula, C., Santi, P., Del Favero, E., Cantù, L., & Nicoli, S. (2021) · Journal of Controlled Release · doi:10.1016/j.jconrel.2021.02.031 · Cited by 1,135
Metadata
- Authors
- Rangel-Yagui, C. O., Hsu, H. W. L., Pessoa-Jr, A., & Tavares, L. C.
- Affiliations
- Universidade de São Paulo (BR)
- Venue
- Revista Brasileira de Ciências Farmacêuticas
- Publisher
- FapUNIFESP (SciELO)
- Published
- 2005-06
- Volume
- 41
- Issue
- 2
- ISSN
- 1516-9332 (ISSN-L)
- OpenAlex
- W2049314629
- Cited by
- 92
- References
- 1
- Citations by year
- 2026: 3 · 2025: 4 · 2024: 5 · 2023: 5 · 2022: 3 · 2021: 3 · 2020: 11 · 2019: 7 · 2018: 6 · 2017: 4 · 2016: 7 · 2015: 4 · 2014: 6 · 2013: 8 · 2012: 4
- FWCI
- 0.40
- Type
- journal article
- Language
- en
- Open access
- diamond
- doi.org
- Licence
- cc-by-nc
- Locations
- Revista Brasileira De Ciencias Farmaceuticas (publishedVersion, cc-by-nc)
- LA Referencia (Red Federada de Repositorios Institucionales de Publicaciones Científicas) (publishedVersion, other-oa)
- Americanae (AECID Library) (submittedVersion, cc-by-nc)
- DOAJ (DOAJ: Directory of Open Access Journals) (submittedVersion)
- LA Referencia (Red Federada de Repositorios Institucionales de Publicaciones Científicas) (submittedVersion, other-oa)
- Funders
- Fundação de Amparo à Pesquisa do Estado de São Paulo
- Coordenação de Aperfeiçoamento de Pessoal de Nível Superior
- Conselho Nacional de Desenvolvimento Científico e Tecnológico
- Topics
- Physical Sciences › Chemistry › Physical and Theoretical Chemistry › Surfactants and Colloidal Systems
- Life Sciences › Pharmacology, Toxicology and Pharmaceutics › Pharmaceutical Science › Drug Solubulity and Delivery Systems
- Life Sciences › Agricultural and Biological Sciences › Food Science › Proteins in Food Systems
- Keywords
- ibuprofen, micellar solubilization, surfactant head groups, poorly water-soluble drugs, solubilization capacity, sodium dodecyl sulfate, dodecyltrimethylammonium bromide, nonionic surfactants, bioavailability
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