Cetrimonium Surfactants with Biologically Active Counter Ions as Self-Immolative Drug Delivery Systems

Novel derivatives of cationic surfactant cetyltrimethylammonium bromide (CTAB) possessing anions of ibuprofen and naproxen as hydrophobic counterions were synthesized and characterized using Fourier transform infrared and differential electronic absorption spectroscopy. The self-assembly of each surfactant was investigated using surface tensiometry. The self-immolative nature of these compounds was analyzed through study of their behavior in response to trigger such as medium pH. ADMET-SAR (adsorption, distribution, metabolism, excretion, toxicity – structure-activity relationship) profiles of synthesized surfactants were generated using admetSAR v. 1.0). The cetrimonium drugs exhibited better profiles than the corresponding pure drugs, save the aqueous solubility which was reduced due to hydrophobicity of counterions.

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Intermolecular interactions in dictating the self-assembly of halogen derivatives of bis-(N-substituted oxamato)palladate(ii) complexes

RSC Advances ◽

10.1039/c5ra25136b ◽

2016 ◽

Vol 6 (8) ◽

pp. 6164-6170 ◽

Cited By ~ 3

Author(s):

Francisco Ramón Fortea-Pérez ◽

Nadia Marino ◽

Giovanni de Munno ◽

Donatella Armentano ◽

Miguel Julve ◽

...

Keyword(s):

Hydrogen Bonds ◽

Intermolecular Interactions ◽

Self Assembly ◽

Supramolecular Assemblies ◽

The Self ◽

Derivatives Of

The reaction of aqueous [PdCl4]2−withN-4-Xphenyloxamate ligands (X = F, Cl, Br) afforded three non-isostructural compounds exhibiting intriguing diverse supramolecular assemblies driven by hydrogen bonds and/or halogen⋯halogen interactions.

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Chiral Plasmonic Nanochains via the Self-Assembly of Gold Nanorods and Helical Glutathione Oligomers Facilitated by Cetyltrimethylammonium Bromide Micelles

ACS Nano ◽

10.1021/acsnano.6b07697 ◽

2017 ◽

Vol 11 (4) ◽

pp. 3463-3475 ◽

Cited By ~ 40

Author(s):

Jun Lu ◽

Yi-Xin Chang ◽

Ning-Ning Zhang ◽

Ying Wei ◽

Ai-Ju Li ◽

...

Keyword(s):

Gold Nanorods ◽

Self Assembly ◽

Cetyltrimethylammonium Bromide ◽

The Self

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Isostructural rubidium and caesium 4-(3,5-dinitropyrazol-4-yl)-3,5-dinitropyrazolates: crystal engineering with polynitro energetic species

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s2056989021010227 ◽

2021 ◽

Vol 77 (11) ◽

Author(s):

Kostiantyn V. Domasevitch ◽

Vira V. Ponomarova

Keyword(s):

Crystal Engineering ◽

Self Assembly ◽

Energetic Materials ◽

Lone Pair ◽

The Self ◽

Two Dimensional ◽

Modular Construction ◽

Dipole Interactions ◽

Hirshfeld Surfaces ◽

Counter Ions

In the structures of the title salts, poly[[μ4-4-(3,5-dinitropyrazol-4-yl)-3,5-dinitropyrazol-1-ido]rubidium], [Rb(C6HN8O8)] n , (1), and its isostructural caesium analogue [Cs(C6HN8O8) n , (2), two independent cations M1 and M2 (M = Rb, Cs) are situated on a crystallographic twofold axis and on a center of inversion, respectively. Mutual intermolecular hydrogen bonding between the conjugate 3,5-dinitopyrazole NH-donor and 3,5-dinitropyrazole N-acceptor sites of the anions [N...N = 2.785 (2) Å for (1) and 2.832 (3) Å for (2)] governs the self-assembly of the translation-related anions in a predictable fashion. Such one-component modular construction of the organic subtopology supports the utility of the crystal-engineering approach towards designing the structures of polynitro energetic materials. The anionic chains are further linked by multiple ion–dipole interactions involving the 12-coordinate cations bonded to two pyrazole N-atoms [Rb—N = 3.1285 (16), 3.2261 (16) Å; Cs—N = 3.369 (2), 3.401 (2) Å] and all of the eight nitro O-atoms [Rb—O = 2.8543 (15)–3.6985 (16) Å; Cs—O = 3.071 (2)–3.811 (2) Å]. The resulting ionic networks follow the CsCl topological archetype, with either metal or organic ions residing in an environment of eight counter-ions. Weak lone pair–π-hole interactions [pyrazole-N atoms to NO2 groups; N...N = 2.990 (3)–3.198 (3) Å] are also relevant to the packing. The Hirshfeld surfaces and percentage two-dimensional fingerprint plots for (1) and (2) are described.

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Self-assembly and wetting properties of gold nanorod–CTAB molecules on HOPG

Beilstein Journal of Nanotechnology ◽

10.3762/bjnano.10.69 ◽

2019 ◽

Vol 10 ◽

pp. 696-705 ◽

Cited By ~ 3

Author(s):

Imtiaz Ahmad ◽

Floor Derkink ◽

Tim Boulogne ◽

Pantelis Bampoulis ◽

Harold J W Zandvliet ◽

...

Keyword(s):

Self Assembly ◽

Cetyltrimethylammonium Bromide ◽

Pyrolytic Graphite ◽

The Self ◽

Gold Nanorod ◽

Force Microscopy ◽

Wetting Properties ◽

Atomic Force ◽

Highly Ordered Pyrolytic Graphite ◽

Self Assembled

The formation of self-assembled superstructures of cetyltrimethylammonium bromide (CTAB) after drying on a nonwetting highly ordered pyrolytic graphite (HOPG) surface have been investigated using scanning electron microscopy (SEM) and atomic force microscopy (AFM). Although SEM did not reveal coverage of CTAB layers, AFM showed not only CTAB assembly, but also the dynamics of the process on the surface. The self-assembled layers of CTAB molecules on the HOPG terraces prior to nanorod deposition were shown to change the wettability of the surface, and as a result, gold nanorod deposition takes place on nonwetting HOPG terraces.

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