Host–guest complex of cypermethrin with β-cyclodextrin: A spectroscopy and theoretical investigation

Wei, Li; Bi-tai, LU; Chen, Feifei; Yang, Feng; Wang, Zhendong

doi:10.1016/j.molstruc.2011.01.053

Cited by 31 publications

(12 citation statements)

References 50 publications

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“…The attenuation of the relative intensity of these spectral bands may be ascribed to attenuated formation of such complexes between TFA and HPCD, as the trifluoroacetate ion content of the fiber decreased. Similar Raman spectral changes have been reported elsewhere [45,46]. Furthermore, the spectral band shapes centered at 850 and 925 cm −1 for the Chi:HPCD 2:50 fiber after 3 months in the spectrum ( Figure 4F) was similar to the HPCD precursor ( Figure 4A), but revealed broader Raman spectral features.…”

Section: Raman Resultssupporting

confidence: 85%

A Spectroscopic Study of Solid-Phase Chitosan/Cyclodextrin-Based Electrospun Fibers

Chen

Wilson

2019

Fibers

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In this study, chitosan (chi)/hydroxypropyl-β-cyclodextrin (HPCD) 2:20 and 2:50 Chi:HPCD fibers were assembled via an electrospinning process that contained a mixture of chitosan and HPCD with trifluoroacetic acid (TFA) as a solvent. Complementary thermal analysis (thermal gravimetric analysis (TGA)/differential scanning calorimetry (DSC)) and spectroscopic methods (Raman/IR/NMR) were used to evaluate the structure and composition of the fiber assemblies. This study highlights the multifunctional role of TFA as a solvent, proton donor and electrostatically bound pendant group to chitosan, where the formation of a ternary complex occurs via supramolecular host–guest interactions. This work contributes further insight on the formation and stability of such ternary (chitosan + HPCD + solvent) electrospun fibers and their potential utility as “smart” fiber coatings for advanced applications.

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Section: Raman Resultssupporting

confidence: 85%

A Spectroscopic Study of Solid-Phase Chitosan/Cyclodextrin-Based Electrospun Fibers

Chen

Wilson

2019

Fibers

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“…Such attenuation of signal intensity was previously connected to a reduction of electron molecular polarizability within the complex probably due the interactions between the compound and CD. 32,33 Similar to the results obtained in the FTIR spectra, no spectral Improvement of Solubility and Antifungal Activity of a New Aminothiophene Derivative J. Braz. Chem.…”

Section: Fourier Transform Infrared and Raman Spectroscopysupporting

confidence: 78%

“…[30][31][32][33] This technique presents a clear advantage when compared to the analogous FTIR spectra due to the relative silence of the cyclodextrin in the Raman spectra, which does not show any relevant overlap in the spectral patterns, permitting a better comparison between the free and the included molecule. 34 Raman spectra showed a decrease in the peak intensity in the 6CN10:HP-β-CD complex when compared with the 6CN10 and with the 6CN10 and HP-β-CD physical mixture spectra (Figure 4).…”

Section: Fourier Transform Infrared and Raman Spectroscopymentioning

confidence: 99%

Improvement of Solubility and Antifungal Activity of a New Aminothiophene Derivative by Complexation with 2-Hydroxypropyl-β-cyclodextrin

Eleamen¹,

Costa²,

Lima-Neto³

et al. 2016

Journal of the Brazilian Chemical Society

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This study aimed to prepare a complex of 2-hydroxypropyl-β-cyclodextrin (HP-β-CD) and 6CN10, a poorly water soluble 2-aminothiophene derivative with antifungal properties, by freeze-drying technique. The complex was characterized by thermal analysis, infrared/Raman spectroscopy, X-ray diffraction and scanning electron microscopy. In addition, we used the data of the phase solubility study, 1 H, and 2D NMR spectroscopy and molecular modeling in order to investigate the interactions between 6CN10 and HP-β-CD. The apparent solubility of 6CN10 with HP-β-CD increased more than 29 fold. The phase solubility assay in water at 25 ºC showed an A P -type curve, with an apparent stability constant K 1:1 and K 1:2 of 96 and 0.1989 M -1 , respectively. The results of IR, NMR and docking indicate that 6CN10 is able to form complexes with HP-β-CD (1:1 and 1:2 stoichiometric ratios), generating the formation of inclusion and preferably, non-inclusion complexes. The antifungal activity against Cryptococcus neoformans demonstrated the superior performance of the complex (46.66 μg mL -1 ) when compared with the free drug (166.66-333.33 μg mL -1 ). The present study provides useful information for the potential application of complexation with low soluble compounds and about the type of complex formation between 6CN10 and HP-β-CD.

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“…The pH used corresponds to drastic conditions for IB solubility to allow comparison between references and processed powders. The IB released was quantified in a UV-Vis spectrophotometer (U-200, Hitachi, Japan) set at 221 nm (βCD has no significant absorption [21]), at predetermined times (10,20,30,40, 60, 90, 120, 180 and 1440 min -the last value was chosen to allow the comparison of the total IB released, between dosages forms with inclusion complexes and references). The cumulative fraction of the drug released was calculated from the total amount of IB and plotted as a function of time (n = 3).…”

Section: Dissolution Studiesmentioning

confidence: 99%

Release profile of ibuprofen in β-cyclodextrin complexes from two different solid dosage forms

et al. 2012

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The objective of this work was to develop solid dosage forms using powders containing inclusion complexes (ibuprofen with β-cyclodextrin) which were used to produce tablets (direct compression without additional excipients) and pellets (extrusion/spheronization) from wet mass containing 40% (w/w) of microcrystalline cellulose. The pellets also demonstrated that during preparation of the wet mass, the inclusion process occurred in a same yield that when pre-complexation was used. The particles characteristics were evaluated after being obtained through different complexation methods. The results showed that the tensile strength and profile dissolution were as expected for both dosage forms. Tablets containing inclusion complexes showed higher solubility when compared with a reference formulation and with two commercial formulations. The ibuprofen released from the two pellets formulations didn't show relevant differences between them. The drug released was analyzed considering different dissolution parameters. The advantages of these new methodologies can be summarized as: (a) tablets were produced at a lower cost for the total process; and (b) in the pellet´s preparation there was no need of the previous complexation method resulting in a decrease in time and energy required.

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Host–guest complex of cypermethrin with β-cyclodextrin: A spectroscopy and theoretical investigation

Cited by 31 publications

References 50 publications

A Spectroscopic Study of Solid-Phase Chitosan/Cyclodextrin-Based Electrospun Fibers

A Spectroscopic Study of Solid-Phase Chitosan/Cyclodextrin-Based Electrospun Fibers

Improvement of Solubility and Antifungal Activity of a New Aminothiophene Derivative by Complexation with 2-Hydroxypropyl-β-cyclodextrin

Release profile of ibuprofen in β-cyclodextrin complexes from two different solid dosage forms

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