Effect of surfactant head group on micellization and morphological transitions in drug-Surfactant catanionic mixture: A multi-technique approach

Vashishat, Rajni; Chabba, Shruti; Mahajan, Rakesh Kumar

doi:10.1016/j.colsurfa.2016.03.058

Cited by 24 publications

(12 citation statements)

References 64 publications

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“…observed the effect of (cationic) drug tetracaine hydrochloride on two anionic surfactants, sodium lauroyl sarcosinate and sodium dodecylbenzenesulfonate. With increasing concentration of the drug, D h increased for both anionic surfactants but subsequently decreased …”

Section: Resultsmentioning

confidence: 95%

See 1 more Smart Citation

Drug‐Induced Micelle‐to‐Vesicle Transition of a Cationic Gemini Surfactant: Potential Applications in Drug Delivery

et al. 2018

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An impetus for the sustained interest in the formation of vesicles is their potential application as efficient drug-delivery systems. A simple approach for ionic surfactants is to add a vesicle-inducing drug of opposite charge. In ionic gemini surfactants (GSs) two molecules are covalently linked by a spacer. Regarding drug delivery, GSs are more attractive candidates than their single-chain counterparts because of their high surface activity and the effect on the physicochemical properties of their solutions caused by changing the length of the spacer and inclusion of heteroatoms therein. Herein, the effect of the (anionic) anti-inflammatory drug diclofenac sodium (DS) on the morphology of aqueous micellar aggregates of gemini surfactant hexamethylene-1,6-bis (dodecyldimethylammonium) dibromide (12-6-12) at 25 °C is reported. Several independent techniques are used to demonstrate drug-induced micelle-to-vesicle transition. These include UV/Vis spectrophotometry, dynamic light scattering, TEM, and small-angle neutron scattering. The micelles are transformed into vesicles with increasing [DS]/[12-6-12] molar ratio; precipitation of the catanionic (DS-GS) complex then occurred, followed by partial resuspension of the weakly anionic precipitate. The stability of some of the prepared vesicles at human body temperature shows their potential use in drug delivery.

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Section: Resultsmentioning

confidence: 95%

“…With increasing concentration of the drug, D h increased for both anionic surfactants but subsequently decreased. [58]…”

Section: Qualitative Effects Of Ds On Surfactants Olution As Indicatementioning

confidence: 99%

Drug‐Induced Micelle‐to‐Vesicle Transition of a Cationic Gemini Surfactant: Potential Applications in Drug Delivery

et al. 2018

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“…In addition to [C n mim]Br/DFNa and [C 12 mim]Cl/ibuprofen systems [29,63], mentioned in the previous section, Mahajan's group recently reported on: (1) interactions between the cationic drug, trifluoperazine dihydrochloride (TFP, Figure 11) and anionic surfactants, SDS and AOT [68] as well as (2) interactions prevailing in catanionic mixtures containing cationic drug, Application and Characterization of Surfactants tetracaine hydrochloride (TC, Figure 11) and anionic surfactants, SDBS and sodium lauroyl sarcosinate (SLS, Figure 5) [69]. In all investigated mixtures, various micellar and interfacial parameters were determined from surface tension measurements and by applying the RST.…”

Section: Catanionic Mixtures Of Biologically Active Molecules and Surmentioning

confidence: 99%

“…As already discussed in the previous section, regarding the physicochemical properties and phase behavior of drug-surfactant mixtures, most of the recent research was done by Mahajan's group [29,63,68,69]. Catanionic systems containing (1) anti-inflammatory drug for pain control and treatment of rheumatic diseases, diclofenac sodium [29,71], (2) non-steroidal antiinflammatory drug, ibuprofen [63], (3) antidepressant and antipsychotic drug, trifluoperazine dihydrochloride [68], as well as (4) tetracaine hydrochloride [69,70], an anesthetic used in topical ophthalmic solutions, were investigated by a number of groups. In addition, Liu et al established that amphiphilic anticancer drug, cytarabine hydrochloride (CH, Figure 11), and AOT can self-assemble into vesicles in the aqueous solution [89].…”

Section: Pharmaceutical Applications: Drug Delivery Systemsmentioning

confidence: 99%

Recent Advances in Catanionic Mixtures

Jurašin¹,

Šegota²,

Čadež³

et al. 2017

Application and Characterization of Surfactants

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Most surfactant mixtures display synergistic physicochemical properties, which have led to their extensive application in various technologies. Aqueous mixtures of two oppositely charged surfactants, so-called catanionic surfactant mixtures, exhibit the strongest synergistic effect, which is manifested as high surface activity, enhanced adsorption and a low critical aggregation concentration. In addition, catanionic systems display rich phase behavior and a range of nano and microstructures, including small spherical micelles, rod-like micelles as well as open and closed bilayers (vesicles). The spontaneous formation of catanionic vesicles is of special interest due to their various applications in nanotechnology and pharmaceutical formulations. In this chapter, the properties of catanionic mixtures of amphiphilic molecules with advantageous properties are discussed. Since numerous papers dealing with catanionic mixtures of monomeric surfactants already exist, the aim of this chapter is to summarize recent progress in mixtures of structurally different surfactants. At the end of the chapter, special emphasis is placed on applications of catanionic mixtures.

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“…Moreover, electrostatic or p-p stacking interactions should be taken into account in the process of aggregation of the investigated surfactants. These forces were also assumed in the analysis of self-assembling properties of other types of surfactants with aromatic rings [50]. The size of the aggregates was almost constant or slightly decreased with the increasing concentration of QPCs in the solution, which indicates the formation of stable micellar and possible vesicular phases throughout the range of the investigated surfactant concentrations.…”

Section: Aggregation Propertiesmentioning

confidence: 99%

Novel Phospholium‐Type Cationic Surfactants: Synthesis, Aggregation Properties and Antimicrobial Activity

Lukáč

Devı́nsky

Pisárčik

et al. 2016

J Surfact & Detergents

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A series of novel phospholium amphiphilic compounds with straight alkyl chains with different numbers of carbon atoms (12,14,15,16,17,18) were synthesized. The quaternary phosphorus, phosphonium cation, is incorporated into a five-membered heterocyclic ring. Their physicochemical properties were investigated by measurements of surface tension, conductivity and dynamic light scattering. The critical micelle concentration (c M ), the surface tension value at the c M (c cmc ), the surface area at the surface saturation per head group (A cmc ), the ionization degree of micelle (a), the free energy of micellization (DG°m ic ), and hydrodynamic diameter (d h ) were determined. Antimicrobial activity was tested against bacteria and yeast. The structure-activity relationship was determined. 3 J CP = 17.3 Hz, = C-CH 3 ) 22.5 (d, 1 J CP = 46.2 Hz, a CH 2 of alkyl chain), 22.6 (d, 2 J CP = 4.1 Hz, b CH 2 of alkyl chain), 22.7 (x CH 2 of alkyl chain), 29.1, 29.3, 29.4, 29.5, 29.6(0), 29.6(4), 29.7 (d-x-2 CH 2 of alkyl chain), 30.5 (d, 3 J CP = 15.6 Hz, c CH 2 of alkyl chain), 31.9 (x-1 CH 2 of alkyl chain), 113.6 (d, 1 J CP = 80.0 Hz, = CHP), 115.9 (d, 1 J CP = 83.9 Hz, Ph C 1 ), 130.0 (d, 3 J CP = 12.9 Hz, Ph C meta ), 133.6 (d, 2 J CP = 10.7 Hz, Ph C ortho ), 134.6 (d, 4 J CP = 3.0 Hz, Ph C para ), 163.2 (d, 2 J CP = 16.4 Hz, = C-CH 3 ); 31 P NMR (CDCl 3 , H 3 PO 4 ) d: 38.5; IR t max /cm -H NMR (CDCl 3 , TMS) d: 0.88 (t, 3 J H,H = 6.7 Hz, 3H, CH 3 of alkyl chain), 1.13-1.38 (m, 22H, 11 9 CH 2 of alkyl chain), 1.38-1.62 (m, 4H, b, c CH 2 of alkyl chain) 2.29 (s, 6H, 2 9 = C-CH 3 ), 3.08-3.22 (m, 2H, a CH 2 of alkyl chain), 7.08 (d, 2 J HP = 30.9 Hz, 2H, = CHP), 7.54-7.61 (m, 2H, Ph H meta ), 7.61-7.75 (m, 1H, Ph H para ), 8.15-8.23 (m, 2H, Ph H ortho ); 13 C NMR (CDCl 3 , TMS) d: 14.1 (CH 3 of alkyl chain), 18.5 (d, 3 J CP = 17.3 Hz, = C-CH 3 ) 22.5 (d, 1 J CP = 46.1 Hz, a CH 2 of alkyl chain), 22.6 (d, 2 J CP = 4.1 Hz, b CH 2 of alkyl chain), 22.7 (x CH 2 of alkyl chain), 29.1, 29.3, 29.4, 29.5, 29.6, 29.7 (d-x-2 CH 2 of alkyl chain), 30.5 (d, 3 J CP = 15.4 Hz, c CH 2 of alkyl chain), 31.9 (x-1 CH 2 of alkyl chain), 113.6 (d, 1 J CP = 80.0 Hz, = CHP), 115.8 (d, 1 J CP = 83.8 Hz, Ph C 1 ), 130.0 (d, 3 J CP = 12.9 Hz, Ph C meta ), 133.5 (d, 2 J CP = 10.4 Hz, Ph C ortho ), 134.7 (d, 4 J CP = 3.0 Hz, Ph C para ), 163.2 (d, 2 J CP = 16.5 Hz, = C-CH 3 ); 31 P NMR (CDCl 3 , H 3 PO 4 ) d: 38.5; IR t max /cm -

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Effect of surfactant head group on micellization and morphological transitions in drug-Surfactant catanionic mixture: A multi-technique approach

Cited by 24 publications

References 64 publications

Drug‐Induced Micelle‐to‐Vesicle Transition of a Cationic Gemini Surfactant: Potential Applications in Drug Delivery

Drug‐Induced Micelle‐to‐Vesicle Transition of a Cationic Gemini Surfactant: Potential Applications in Drug Delivery

Recent Advances in Catanionic Mixtures

Novel Phospholium‐Type Cationic Surfactants: Synthesis, Aggregation Properties and Antimicrobial Activity

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