Complexation of sodium picosulphate with beta cyclodextrin: NMR spectroscopic study in solution

Maheshwari, Arti; Sharma, Manisha; Sharma, Deepak

doi:10.1007/s10847-012-0251-4

Cited by 11 publications

(7 citation statements)

References 16 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…One of the informative methods for confirming the inclusion complexes formation is the 1 H NMR spectroscopy method [ 22 , 35 – 37 ]. The β -CD molecule has a truncated cone shape, in the inner hydrophobic binding surface of which H-3 and H-5 protons are located, and H-2 and H-4 protons are on the outer one [ 18 , 21 , 27 ].…”

Section: Resultsmentioning

confidence: 99%

“…is provides significant changes in the physicochemical properties of the molecules bound by the cyclodextrins of the substance: the stability of the "guest" substances sensitive to the effects of oxygen or light increases [15][16][17][18], the solubility of the substances increases [11,19,20], and the possibility of converting liquids into powder form [14,15,21], unpleasant odors, and taste are masked [8,18,22]. X-ray diffraction, thermoanalytical, and mass spectrometric measurements confirmed that VD 3 (cholecalciferol) forms an inclusion complex with β-cyclodextrin.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Obtaining and Investigation of the β-Cyclodextrin Inclusion Complex with Vitamin D₃ Oil Solution

et al. 2020

View full text Add to dashboard Cite

Background. The research results of fat-soluble vitamin D3 (cholecalciferol) encapsulation with β-cyclodextrin have been presented in this work. The vitamin D3 inclusion complex with β-cyclodextrin was obtained under microwave radiation. The surface morphology of obtained clathrate inclusion complexes was described with the help of a scanning electron microscope. The thermographic measurement results on a differential scanning calorimeter have been presented. The activation energy of the β-cyclodextrin : vitamin D3 clathrate complex thermal oxidative destruction reaction was calculated. The clathrate thermal destruction kinetic parameters were determined. The inclusion complex spectral properties were characterized by IR-Fourier and 1H and 13C NMR spectroscopy. The existence of β-cyclodextrin inclusion complex with vitamin D3 in a 2 : 1 ratio was confirmed by the experimental results. The activation energy of thermal destruction of the inclusion complex of β-cyclodextrin with vitamin D3 was calculated using four different methods.

show abstract

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Obtaining and Investigation of the β-Cyclodextrin Inclusion Complex with Vitamin D₃ Oil Solution

et al. 2020

View full text Add to dashboard Cite

show abstract

“…The ring current effect of the aromatics leads to the shift. [ 32,33 ] These NMR studies suggest that the DAT enters the CD ring with its aromatic group from the wide opening, while the carboxylic function remains outside of the CD cavity ( Figure 3 ).…”

Section: Resultsmentioning

confidence: 99%

Supramolecular Gelatin Networks Based on Inclusion Complexes

Löwenberg

Tripodo

Julich‐Gruner

et al. 2020

Macromolecular Bioscience

View full text Add to dashboard Cite

drawbacks, such as form instability, irreproducible or untailorable mechanical properties, or immune responses. [4,5] Gelatin has been established as alternative material, which is derived from collagen by partial hydrolysis. Gelatin is biodegradable, histocompatible, nonimmunogenic, and water soluble at body temperature. It can exhibit mechanical properties similar to soft tissue when covalently crosslinked as it forms gels in aqueous environment. [6] Tailoring of the hydrogel´s properties works well when employing bifunctional crosslinkers of low molar mass. [7] Because of the reversibility of physical interactions, noncovalent networks are thermoplastics that more easily allow the accessibility of, e.g., stimuli-responsivity or self-healing capability. [8] The capability of gelatin to form thermoreversible hydrogels is an advantage for many uses such as in food production. On the molecular level, the gelation is based on the formation of triple helices and fibrils. The kinetics and thermodynamic equilibrium of the helicalization process can be influenced by tempering and drying conditions. [9,10] Since the helical content has a strong influence on the mechanical properties, the thermal treatment of gelatin gels is one strategy to tailor its properties. However, native gelatin dissolves in water above 36 °C. A gelatin-based material applicable as hydrogel that is stabilized by physical netpoints therefore requires specifically and strongly interacting groups. An attractive strategy is the chemical functionalization of gelatin with moieties providing additional physical interactions. Aromatic moieties like desaminotyrosine (DAT) or desaminotyrosyl tyrosine (DATT) have been identified as functional moieties for enhanced physical interaction. Their introduction leads to a reduction of the helical content, which is however more than compensated by establishing π-π interactions and hydrogen bonds. Such hydrogels show at room temperature a lower degree of swelling and increased shear modulus, Young's modulus and maximum tensile strength compared to native gelatin. [11] Nevertheless, the strength of interactions decreases with increasing temperature so that under physiological conditions also these functionalized gelatins are sols. [10] The challenge is therefore to form gelatin networks with tailorable properties based on physical interactions that are stable under physiological conditions. Employing supramolecular interactions has received increased attention for the formation of complex and Hydrogel forming physical networks based on gelatin are an attractive approach toward multifunctional biomaterials with the option of reshaping, self-healing, and stimuli-sensitivity. However, it is challenging to design such gelatin-based hydrogels to be stable at body temperature. Here, gelatin functionalized with desaminotyrosine (DAT) or desaminotyrosyl tyrosine (DATT) side chains is crosslinked with cyclodextrin (CD) dimers under formation of inclusions complexes. The supramolecular networks displayed at room temperature de...

show abstract

“…One of the main methods of studying supramolecular inclusion complexes is NMR spectroscopy [8,9]. We used this method to study new complexes of APIs diphenhydramine, clonidine, and tolperisone with β-CD.…”

Section: Introductionmentioning

confidence: 99%

NMR study of the inclusion complexes of β-cyclodextrin with diphenhydramine, clonidine and tolperisone

Zhumakova¹,

Ten

Zharkynbek³

et al. 2022

SN Appl. Sci.

View full text Add to dashboard Cite

Forming complexes with β-cyclodextrin can enhance stability, dissolution rate, solubility, and bioavailability of an active pharmaceutical ingredient. In this study, the inclusion behavior between β-cyclodextrin (β-CD) and diphenhydramine, clonidine, and tolperisone in DMSO-d6 was investigated using NMR spectroscopy. 1H, 13C, COSY, HMQC, and ROESY data were applied to determine the structure of inclusion complexes, and molecular docking analysis was engaged to identify the most favorable host–guest interactions in the inclusion complexes. Complexation of β-CD with diphenhydramine, clonidine, and tolperisone is accompanied by the insertion of a molecular fragment of the guest molecule, one molecule of diphenhydramine and tolperisone, and two molecules of clonidine, into the inner sphere of one host molecule. The reported study provides useful information for the potential application of the complexation of β-CD with diphenhydramine, clonidine, and tolperisone. This may be a good strategy for the development of solid pharmaceutical dosage forms based on β-CDs as a drug delivery system. Article highlights The inclusion complexes of β-CD and diphenhydramine, clonidine, and tolperisone were synthesized and analyzed using 1Н, 13С, COSY, HMQC, and ROESY spectroscopy. Diphenhydramine, clonidine, and tolperisone interact with β-CD with the formation of stable 1:1 stoichiometric complexes for β-CD:diphenhydramine and β-CD:tolperisone, and 1:2 stoichiometric complex for β-CD:clonidine. Possible structures of the inclusion complexes between β-CD and diphenhydramine, clonidine, and tolperisone were determined using molecular docking in the software AutoDock 4.0.

show abstract

Complexation of sodium picosulphate with beta cyclodextrin: NMR spectroscopic study in solution

Cited by 11 publications

References 16 publications

Obtaining and Investigation of the β-Cyclodextrin Inclusion Complex with Vitamin D₃ Oil Solution

Obtaining and Investigation of the β-Cyclodextrin Inclusion Complex with Vitamin D₃ Oil Solution

Supramolecular Gelatin Networks Based on Inclusion Complexes

NMR study of the inclusion complexes of β-cyclodextrin with diphenhydramine, clonidine and tolperisone

Contact Info

Product

Resources

About

Complexation of sodium picosulphate with beta cyclodextrin: NMR spectroscopic study in solution

Cited by 11 publications

References 16 publications

Obtaining and Investigation of the β-Cyclodextrin Inclusion Complex with Vitamin D3 Oil Solution

Obtaining and Investigation of the β-Cyclodextrin Inclusion Complex with Vitamin D3 Oil Solution

Supramolecular Gelatin Networks Based on Inclusion Complexes

NMR study of the inclusion complexes of β-cyclodextrin with diphenhydramine, clonidine and tolperisone

Contact Info

Product

Resources

About

Obtaining and Investigation of the β-Cyclodextrin Inclusion Complex with Vitamin D₃ Oil Solution

Obtaining and Investigation of the β-Cyclodextrin Inclusion Complex with Vitamin D₃ Oil Solution