Fabrication of cyclodextrins-procainamide supramolecular self-assembly: Shape-shifting of nanosheet into microtubular structure

Siva, S.; Nayaki, S. Kothai; Rajendiran, N.

doi:10.1016/j.carbpol.2015.01.005

Cited by 19 publications

(4 citation statements)

References 52 publications

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“…1 H NMR Analysis 1 NMR spectroscopy provides compelling evidence for the formation of inclusion complexes [43,44]. 1 H NMR spectroscopic studies further validated the formation of the inclusion and identified potential interaction modes of the guest molecules in the inclusion structure [45,46].…”

Section: Ms Analysismentioning

confidence: 92%

“…The 2D ROESY spectra for EZL/β-CD and EZL/HP-β-CD inclusion complexes are shown in Figure 9. The cross-peaks between the benzene ring protons of EZL (7.46-6.77 2D ROESY is one of the most effective techniques for studying the intermolecular and intramolecular interactions of host-guests [45,48]. In ROESY, two protons within 0.4 nm of each other in space produce a nuclear Overhauser effect (NOE) cross-correlation, which gives substantial details on the structure of the inclusion complex [32,49].…”

Section: Ms Analysismentioning

confidence: 99%

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Inclusion Complexes of Ethanamizuril with β- and Hydroxypropyl-β-Cyclodextrin in Aqueous Solution and in Solid State: A Comparison Study

Guo,

Zhang,

Wang

et al. 2024

Molecules

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Ethanamizuril (EZL) is a new anticoccidial drug developed by our Shanghai Veterinary Research Institute. Since EZL is almost insoluble in water, we conducted a study to improve the solubility of EZL by forming inclusion complexes with β-cyclodextrin (β-CD) and hydroxypropyl-β-cyclodextrin (HP-β-CD). In this study, we performed molecular docking and then systematically compared the interactions of EZL with β-CD and HP-β-CD in both aqueous solution and the solid state, aiming to elucidate the solubilization effect and mechanism of cyclodextrins (CDs). The interactions were also examined in the solid state using DSC, PXRD, and FT-IR. The interactions of EZL with CDs in an aqueous solution were investigated using PSA, UV-vis spectroscopy, MS, 1H NMR, and 2D ROESY. The results of phase solubility experiments revealed that both β-CD and HP-β-CD formed inclusion complexes with EZL in a 1:1 molar ratio. Among them, HP-β-CD exhibited higher Kf (stability constant) and CE (complexation efficiency) values as well as a stronger solubilization effect. Furthermore, the two cyclodextrins were found to interact with EZL in a similar manner. The results of our FT-IR and 2D ROESY experiments are in agreement with the theoretical results derived from molecular simulations. These results indicated that intermolecular hydrogen bonds existing between the C=O group on the triazine ring of EZL and the O-H group of CDs, as well as the hydrophobic interactions between the hydrogen on the benzene ring of EZL and the hydrogen of CDs, played crucial roles in the formation of EZL/CD inclusion complexes. The results of this study can lay the foundation for the future development of high-concentration drinking water delivery formulations for EZL.

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Section: Ms Analysismentioning

confidence: 92%

Section: Ms Analysismentioning

confidence: 99%

Inclusion Complexes of Ethanamizuril with β- and Hydroxypropyl-β-Cyclodextrin in Aqueous Solution and in Solid State: A Comparison Study

Guo,

Zhang,

Wang

et al. 2024

Molecules

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“…[6] Currently,e xperimental studies of molecular stacking mainly rely on spectroscopic methods, such as UV/Vis absorption, photoluminescence emission, or NMR. [8] In addition, spectroscopic methodsd on ot provide proper information about the overall structure of the formed aggregates. There are also scenarios where isolated species or aggregates are not photoactive and UV/Vis and photoluminescence cannot be applied.…”

mentioning

confidence: 99%

“…There are also scenarios where isolated species or aggregates are not photoactive and UV/Vis and photoluminescence cannot be applied. [8] In addition, spectroscopic methodsd on ot provide proper information about the overall structure of the formed aggregates.…”

mentioning

confidence: 99%

Unveiling One‐Dimensional Supramolecular Structures Formed through π–π Stacking of Phenothiazines by Differential Pulse Voltammetry

et al. 2017

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Organic-based nanomaterials can be self-assembled by strong and directional intermolecular forces such as π-π interactions. Experimental information about the stability, size, and geometry of the formed structures is very limited for species that easily aggregate, even at very low concentrations. Differential pulse voltammetry (DPV) can unveil the formation, growth, and also the stability window of ordered, one-dimensional, lamellar self-aggregates formed by supramolecular π stacking of phenothiazines at micromolar (10 mol L ) concentrations. The self-diffusion features of the species at different concentrations are determined by DPV and used to probe the π staking process through the concept of the frictional resistance. It is observed that toluidine blue and methylene blue start to self-aggregate around 9 μmol L , and that the self-aggregation process occurs by one-dimensional growth as the concentration of the phenothiazines is increased up to around 170 μmol L for toluidine blue and 200 μmol L for methylene blue. At higher concentrations, the aggregation process leads to structures with lower anisometry.

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Experimental and computational studies of naringin/cyclodextrin inclusion complexation

Yan

Zhang

Ren

et al. 2017

J Incl Phenom Macrocycl Chem

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Fabrication of cyclodextrins-procainamide supramolecular self-assembly: Shape-shifting of nanosheet into microtubular structure

Cited by 19 publications

References 52 publications

Inclusion Complexes of Ethanamizuril with β- and Hydroxypropyl-β-Cyclodextrin in Aqueous Solution and in Solid State: A Comparison Study

Inclusion Complexes of Ethanamizuril with β- and Hydroxypropyl-β-Cyclodextrin in Aqueous Solution and in Solid State: A Comparison Study

Unveiling One‐Dimensional Supramolecular Structures Formed through π–π Stacking of Phenothiazines by Differential Pulse Voltammetry

Experimental and computational studies of naringin/cyclodextrin inclusion complexation

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