Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
On complex formation between 5-fluorouracil and β-cyclodextrin in solution and in the solid state : Ir markers and detection of short-lived complexes by diffusion nmr. / Melnikova, Daria L.; Badrieva, Zilya F.; Kostin, Mikhail A.; Maller, Corina; Stas, Monika; Buczek, Aneta; Broda, Malgorzata A.; Kupka, Teobald; Kelterer, Anne Marie; Tolstoy, Peter M.; Skirda, Vladimir D.
в: Molecules, Том 25, № 23, 5706, 01.12.2020.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - On complex formation between 5-fluorouracil and β-cyclodextrin in solution and in the solid state
T2 - Ir markers and detection of short-lived complexes by diffusion nmr
AU - Melnikova, Daria L.
AU - Badrieva, Zilya F.
AU - Kostin, Mikhail A.
AU - Maller, Corina
AU - Stas, Monika
AU - Buczek, Aneta
AU - Broda, Malgorzata A.
AU - Kupka, Teobald
AU - Kelterer, Anne Marie
AU - Tolstoy, Peter M.
AU - Skirda, Vladimir D.
N1 - Publisher Copyright: © 2020 by the authors. Licensee MDPI, Basel, Switzerland.
PY - 2020/12/1
Y1 - 2020/12/1
N2 - In this work, the nuclear magnetic resonance (NMR) and IR spectroscopic markers of the complexation between 5-fluorouracil (5-FU) and β-cyclodextrin (β-CD) in solid state and in aqueous solution are investigated. In the attenuated total reflectance(ATR) spectra of 5-FU/β-CD products obtained by physical mixing, kneading and co-precipitation, we have identified the two most promising marker bands that could be used to detect complex formations: the C=O and C-F stretching bands of 5-FU that experience a blue shift by ca. 8 and 2 cm−1 upon complexation. The aqueous solutions were studied by NMR spectroscopy. As routine NMR spectra did not show any signs of complexation, we have analyzed the diffusion attenuation of spin–echo signals and the dependence of the population factor of slowly diffusing components on the diffusion time (diffusion NMR of pulsed-field gradient (PFG) NMR). The analysis has revealed that, at each moment, ~60% of 5-FU molecules form a complex with β-CD and its lifetime is ca. 13.5 ms. It is likely to be an inclusion complex, judging from the independence of the diffusion coefficient of β-CD on complexation. The obtained results could be important for future attempts of finding better methods of targeted anticancer drug delivery.
AB - In this work, the nuclear magnetic resonance (NMR) and IR spectroscopic markers of the complexation between 5-fluorouracil (5-FU) and β-cyclodextrin (β-CD) in solid state and in aqueous solution are investigated. In the attenuated total reflectance(ATR) spectra of 5-FU/β-CD products obtained by physical mixing, kneading and co-precipitation, we have identified the two most promising marker bands that could be used to detect complex formations: the C=O and C-F stretching bands of 5-FU that experience a blue shift by ca. 8 and 2 cm−1 upon complexation. The aqueous solutions were studied by NMR spectroscopy. As routine NMR spectra did not show any signs of complexation, we have analyzed the diffusion attenuation of spin–echo signals and the dependence of the population factor of slowly diffusing components on the diffusion time (diffusion NMR of pulsed-field gradient (PFG) NMR). The analysis has revealed that, at each moment, ~60% of 5-FU molecules form a complex with β-CD and its lifetime is ca. 13.5 ms. It is likely to be an inclusion complex, judging from the independence of the diffusion coefficient of β-CD on complexation. The obtained results could be important for future attempts of finding better methods of targeted anticancer drug delivery.
KW - 5-FU
KW - Inclusion complex
KW - IR
KW - Molecular modeling
KW - NMR
KW - β-CD
UR - http://www.scopus.com/inward/record.url?scp=85097481236&partnerID=8YFLogxK
U2 - 10.3390/molecules25235706
DO - 10.3390/molecules25235706
M3 - Article
C2 - 33287255
AN - SCOPUS:85097481236
VL - 25
JO - Molecules
JF - Molecules
SN - 1420-3049
IS - 23
M1 - 5706
ER -
ID: 85605212