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Spectral and microscopic study of self-assembly of novel cationic spermine amides of betulinic acid
U. Bildziukevich, E. Kaletová, D. Šaman, E. Sievänen, ET. Kolehmainen, M. Šlouf, Z. Wimmer,
Jazyk angličtina Země Spojené státy americké
Typ dokumentu časopisecké články
- MeSH
- amidy chemie MeSH
- magnetická rezonanční spektroskopie MeSH
- mikroskopie atomárních sil MeSH
- molekulární struktura MeSH
- skenovací elektrochemická mikroskopie MeSH
- spermin chemie MeSH
- transmisní elektronová mikroskopie MeSH
- triterpeny chemie MeSH
- Publikační typ
- časopisecké články MeSH
Supramolecular characteristics of two spermine amides of betulinic acid (1 and 2) were studied by measuring and evaluating their UV-VIS-NIR spectra in aqueous acetonitrile and DOSY-NMR spectra in tetradeuteromethanol, accompanied by atomic force microscopy (AFM) images, scanning electron microscopy (SEM) micrographs, and transmission electron microscopy (TEM) micrographs. Fibrous supramolecular self-assembly of 1 and 2 was observed by AFM images, as well as by the SEM and TEM micrographs. Bathochromic shifts of the absorbance maximum at 870nm to 1015-970nm in the UV-VIS-NIR spectra were observed with increasing water content in the acetonitrile/water systems, indicating formation of fibrous J-type aggregates. Variable temperature DOSY-NMR spectral measurement showed non-linear dependence that also suggests self-assembly behavior of the studied systems. Chiral supramolecular structures were formed by self-assembling due to the chirality of the monomeric molecules. Application of aqueous media during self-assembly procedures is an important factor in the development of targeted drug delivery systems.
Citace poskytuje Crossref.org
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- $a Bildziukevich, Uladzimir $u Institute of Experimental Botany, Academy of Sciences of the Czech Republic, Isotope Laboratory, Vídeňská 1083, 142 20 Prague 4, Czech Republic; University of Chemistry and Technology, Prague, Department of Chemistry of Natural Compounds, Technická 5, 166 28 Prague 6, Czech Republic.
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- $a Supramolecular characteristics of two spermine amides of betulinic acid (1 and 2) were studied by measuring and evaluating their UV-VIS-NIR spectra in aqueous acetonitrile and DOSY-NMR spectra in tetradeuteromethanol, accompanied by atomic force microscopy (AFM) images, scanning electron microscopy (SEM) micrographs, and transmission electron microscopy (TEM) micrographs. Fibrous supramolecular self-assembly of 1 and 2 was observed by AFM images, as well as by the SEM and TEM micrographs. Bathochromic shifts of the absorbance maximum at 870nm to 1015-970nm in the UV-VIS-NIR spectra were observed with increasing water content in the acetonitrile/water systems, indicating formation of fibrous J-type aggregates. Variable temperature DOSY-NMR spectral measurement showed non-linear dependence that also suggests self-assembly behavior of the studied systems. Chiral supramolecular structures were formed by self-assembling due to the chirality of the monomeric molecules. Application of aqueous media during self-assembly procedures is an important factor in the development of targeted drug delivery systems.
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- $a Wimmer, Zdeněk $u Institute of Experimental Botany, Academy of Sciences of the Czech Republic, Isotope Laboratory, Vídeňská 1083, 142 20 Prague 4, Czech Republic; University of Chemistry and Technology, Prague, Department of Chemistry of Natural Compounds, Technická 5, 166 28 Prague 6, Czech Republic. Electronic address: zdenek.wimmer@vscht.cz.
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