Thermodynamics of inclusion complex formation of β-cyclodextrin with a variety of surfactants differing in the nature of headgroup

Benkő, Mária; Király, Zoltán

doi:10.1016/j.jct.2012.03.033

Cited by 26 publications

(15 citation statements)

References 26 publications

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“…Lecithin is a two-tail surfactant with a zwitterionic polar head and a negative phosphate group, which can self-assemble to form closed vesicles in proper conditions [ 5 ]. β-cyclodextrin is produced by the enzymatic degradation of starch and appears highly hydrophilic due to the presence of numerous hydroxyl groups [ 6 ]. Both lecithin and β-cyclodextrin are widely employed to enhance the stability, solubility, and bioavailability of guests for its lower price and higher production rate [ 7 ].…”

Section: Introductionmentioning

confidence: 99%

Research on Characteristics, Antioxidant and Antitumor Activities of Dihydroquercetin and Its Complexes

Zhang

Dong

et al. 2017

Molecules

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Dihydroquercetin is a kind of dihydroflavonol compounds with antioxidant, antitumor, antivirus and radioresistance activities. This study attempted to produce the dihydroquercetin complexes with lecithin and β-cyclodextrin, and research their characteristics and bioactivities via ultraviolet spectrum (UV), infrared spectroscopy (IR), scanning electron microscope (SEM), differential scanning calorimetry (DSC), X-ray diffraction spectrum (XRD), and MTT assay. Results showed that the complexes with lecithin and β-cyclodextrin could improve the solubility and dissolution rate, and remove the characteristic endothermic peak of dihydroquercetin. IR spectra proved their interaction, and results of SEM and XRD showed the amorphous characteristics of the dihydroquercetin compounds. These results indicated that dihydroquercetin was combined by lecithin or β-cyclodextrin with better physical and chemical properties, which would effectively improve the application value in the food and drug industries.

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Section: Introductionmentioning

confidence: 99%

Research on Characteristics, Antioxidant and Antitumor Activities of Dihydroquercetin and Its Complexes

Zhang

Dong

et al. 2017

Molecules

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“…This finding is consistent with other studies that show that the CD cavity has the affinity to accommodate the tail of the gemini surfactants and other double-chain surfactants. [34][35][36][37][38][39] Moreover, the thermal degradation of NC 2067 complexes formed with CD or CDgemini surfactant started at higher temperatures in comparison to that of free NC 2067, suggesting the formation of a more stable complex. Similar thermal behavior was observed in the case of complexation of sulfamethoxazole with hydroxypropyl-CD, wherein the degradation temperature of the pure compound shifted from 200°C to 243°C in the complex, confirming that the inclusion complex is more stable than the drug.…”

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confidence: 98%

Characterization of the host–guest complex of a curcumin analog with β-cyclodextrin and β-cyclodextrin–gemini surfactant and evaluation of its anticancer activity

Poorghorban¹,

Das²,

Alaidi³

et al. 2015

IJN

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Background Curcumin analogs, including the novel compound NC 2067, are potent cytotoxic agents that suffer from poor solubility, and hence, low bioavailability. Cyclodextrin-based carriers can be used to encapsulate such agents. In order to understand the interaction between the two molecules, the physicochemical properties of the host–guest complexes of NC 2067 with β-cyclodextrin (CD) or β-cyclodextrin–gemini surfactant (CDgemini surfactant) were investigated for the first time. Moreover, possible supramolecular structures were examined in order to aid the development of new drug delivery systems. Furthermore, the in vitro anticancer activity of the complex of NC 2067 with CDgemini surfactant nanoparticles was demonstrated in the A375 melanoma cell line. Methods Physicochemical properties of the complexes formed of NC 2067 with CD or CDgemini surfactant were investigated by synchrotron-based powder X-ray diffraction, Fourier-transform infrared spectroscopy, and thermogravimetric analysis. Synchrotron-based small- and wide-angle X-ray scattering and size measurements were employed to assess the supramolecular morphology of the complex formed by NC 2067 with CDgemini surfactant. Lastly, the in vitro cell toxicity of the formulations toward A375 melanoma cells at various drug-to-carrier mole ratios were measured by cell viability assay. Results Physical mixtures of NC 2067 and CD or CDgemini surfactant showed characteristics of the individual components, whereas the complex of NC 2067 and CD or CDgemini surfactant presented new structural features, supporting the formation of the host–guest complexes. Complexes of NC 2067 with CDgemini surfactants formed nanoparticles having sizes of 100–200 nm. NC 2067 retained its anticancer activity in the complex with CDgemini surfactant for different drug-to-carrier mole ratios, with an IC 50 (half-maximal inhibitory concentration) value comparable to that for NC 2067 without the carrier. Conclusion The formation of host–guest complexes of NC 2067 with CD or CDgemini surfactant has been confirmed and hence the CDgemini surfactant shows good potential to be used as a delivery system for anticancer agents.

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“…Mint minden komplexképződési reakció így a ciklodextrinek tenzidekkel történő reakciója is egyensúlyra vezető reakció, amely leírható a 2. egyenlettel [128][129][130][131][132]:…”

Section: 1 Tenzid Ciklodextrin Zárványkomplex Képződés -A Reakunclassified

“…A zárványkomplexek képződésének kalorimetriás vizsgálata során próbáltam a vizsgált tenzid cmc-je alatt maradni [131,132] A γ -log c görbék lefutása mindkét esetben törésponttal rendelkezik, azaz a cmc eltolódása mérhető ki. Ez arra enged következtetni, hogy a képződött komplex és a szabad tenzid / vagy a micella között kis kölcsönhatás van.…”

Section: 4b Zárványkomplex Képződés Vizsgálata: βCd / Absjunclassified

Tenzidek zárványkomplex képződésének vizsgálata folyadékfázisban és adszorpciójuk tanulmányozása szilárd/folyadék határfelületen

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Thermodynamics of inclusion complex formation of β-cyclodextrin with a variety of surfactants differing in the nature of headgroup

Cited by 26 publications

References 26 publications

Research on Characteristics, Antioxidant and Antitumor Activities of Dihydroquercetin and Its Complexes

Research on Characteristics, Antioxidant and Antitumor Activities of Dihydroquercetin and Its Complexes

Characterization of the host–guest complex of a curcumin analog with β-cyclodextrin and β-cyclodextrin–gemini surfactant and evaluation of its anticancer activity

Tenzidek zárványkomplex képződésének vizsgálata folyadékfázisban és adszorpciójuk tanulmányozása szilárd/folyadék határfelületen

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Thermodynamics of inclusion complex formation of β-cyclodextrin with a variety of surfactants differing in the nature of headgroup

Cited by 26 publications

References 26 publications

Research on Characteristics, Antioxidant and Antitumor Activities of Dihydroquercetin and Its Complexes

Research on Characteristics, Antioxidant and Antitumor Activities of Dihydroquercetin and Its Complexes

Characterization of the host&ndash;guest complex of a curcumin analog with &beta;-cyclodextrin and &beta;-cyclodextrin&ndash;gemini surfactant and evaluation of its anticancer activity

Tenzidek zárványkomplex képződésének vizsgálata folyadékfázisban és adszorpciójuk tanulmányozása szilárd/folyadék határfelületen

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Characterization of the host–guest complex of a curcumin analog with β-cyclodextrin and β-cyclodextrin–gemini surfactant and evaluation of its anticancer activity