Physico-chemical investigation of asymmetrical peptidolipidyl-cyclodextrins

Angelova, Angelina; Fajolles, Christophe; Hocquelet, Celine; Djedaïni‐Pilard, Florence; Lesieur, Sylviane; Bonnet, Véronique; Perly, Bruno; Lebas, Geneviève; Mauclaire, Laurent

doi:10.1016/j.jcis.2008.03.023

Cited by 44 publications

(42 citation statements)

References 37 publications

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“…The concept of amphiphilic CDs is based on modulation of the hydrophobic/hydrophilic balance of their construction and modulation of their selfassembly properties through grafting of single or multiple substituents on the primary, secondary, or both faces of native CDs. Due to these features, CDs are able to form water-soluble inclusion complexes with many poorly soluble lipophilic drugs [9][10][11][12].…”

Section: карактеризација на инклузиони комплекси меѓу бифоназол и разmentioning

confidence: 99%

Characterisation of Inclusion Complexes Between Bifonazole and Different Cyclodextrins in Solid and Solution State

Kelemen

Csillag

Hancu

et al. 2017

Maced. J. Chem. Chem. Eng.

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The aim of this study is to confirm the formation of inclusion complexes between bifonazole (BFZ) and different cyclodextrin (CD) derivatives. BFZ, an imidazole antifungal derivative, is a very hydrophobic compound, which is a major drawback in obtaining topical pharmaceutical formulations with optimal bioavailability. CDs may increase local drug delivery by enhancing the drug release and/or permeation. Several native and derivatized CD derivatives were tested in the experiments. The binary systems between BFZ and CDs were prepared in two molar ratios by physical mixing methods. The physicochemical properties of these complexes were studied by differential scanning calorimetry (DSC), Fourier transform infrared (FTIR) spectroscopy, and nuclear magnetic resonance (NMR) spectroscopy methods. The results showed favorable molecular interaction between the components in solid state and in solution. 1 H NMR-CD titrations and molecular modeling study showed that the most stable complex was obtained when using γ-CD. The Job's method and 2D NMR spectroscopy support the 2 : 1 stoichiometry of the BFZ : γ-CD complex.Keywords: bifonazole; cyclodextrins; differential scanning calorimetry; Fourier transform infrared spectroscopy; H NMR-CD titrations КАРАКТЕРИЗАЦИЈА НА ИНКЛУЗИОНИ КОМПЛЕКСИ МЕЃУ БИФОНАЗОЛ И РАЗЛИЧНИ ЦИКЛОДЕКСТРИНИ ВО ЦВРСТА СОСТОЈБА И ВО РАСТВОРЦелта на ова истражување е да се потврди образувањето на инклузиони комплекси меѓу бифоназол (BFZ) и различни циклодекстрински (CD) деривати. BFZ, кој претставува имидазолски фунгициден дериват, е силно хидрофобно соединение, што претставува голем недостаток при добивање топични фармацевтски препарати со оптимална биорасположливост. CD може да ја зголеми локалната испорака на лекот со подобрување на ослободувањето и/или пропустливоста на лекот. Експериментално беа тестирани неколку нативни и дериватизирани CD. Бинарните системи меѓу BFZ и CD беа подготвени во два моларни односа со методи на физичко мешање. Физичкохемиските својства на овие комплекси беа испитувани со диференцијална скенирачка калориметрија (DSC), Фуриеова трансформна инфрацрвена (FTIR) спектроскопија и со нуклеарно-магнетни резонантни спектроскопски методи. Резултатите покажуваат позитивна молекулска интеракција меѓу компонентите во цврста фаза и во раствор. Титрациите на 1 H NMR-CD и испитувањето со молекулско моделирање покажуваат дека најстабилен комплекс се добива со

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Section: карактеризација на инклузиони комплекси меѓу бифоназол и разmentioning

confidence: 99%

Characterisation of Inclusion Complexes Between Bifonazole and Different Cyclodextrins in Solid and Solution State

Kelemen

Csillag

Hancu

et al. 2017

Maced. J. Chem. Chem. Eng.

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“…The technological development of innovative colloidal nanocarriers has raised the necessity for detection of nanostructures and phase transitions in diluted dispersion systems using appropriate physical methods. The combination of quasi-elastic light scattering, turbidity measurements, and UV-Vis spectroscopy has been successful in characterizing diluted aqueous dispersions constituted by amphiphilic nanoobjects [18]. Investigations of the micelle-tovesicle phase transitions mechanisms have a fundamental significance with regard to the interaction of surfactants with lipid membranes, the morphological transformation mechanisms of selfassembled nanostructures, and the opportunity to attain enhanced interfacial properties and rich polymorphism using mixed amphiphilic systems [19][20][21][22][23][24][25][26].…”

Section: Introductionmentioning

confidence: 99%

Cholesterol induced CTAB micelle-to-vesicle phase transitions

Cano‐Sarabia

Angelova

Ventosa

et al. 2010

Journal of Colloid and Interface Science

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“…Moreover, polysubstitution leads to a statistical mixture of compounds [27,28] whereas persubstitution or monosubstitution provide single compounds [22,[29][30][31]. In addition, as the aliphatic chains are perpendicular to the air-water interface, whereas the polar head is parallel [32], a nonsubstituted secondary rim on the external part could be ideal for hydrophobic molecules …”

Section: Driving Forces For CD Nanoassembliesmentioning

confidence: 99%