KFU. Card publication. 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

- RUS
- 中文
- ES

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

Form of presentation

Articles in international journals and collections

Year of publication

2020

��

��

Authors, employees of KFU

Melnikova Darya Leonidovna, author

Skirda Vladimir Dmitrievich, author

Other authors

Tolstoy Petr Mikhaylovich, author

Authors, students KFU

Badrieva Zilya Firdinasovna, author

Bibliographic description in the original language

Melnikova Daria L. 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 / Daria L. Melnikova 1,Zilya F. Badrieva 1,Mikhail A. Kostin 2,Corina Maller 3,Monika Stas 4,Aneta Buczek 4,Malgorzata A. Broda 4OrcID,Teobald Kupka 4,*,Anne-Marie Kelterer 3OrcID,Peter M. Tolstoy 2,*OrcID andVladimir D. Skirda 1,* // Molecules 2020, 25(23), 5706; https://doi.org/10.3390/molecules25235706 (registering DOI)

Annotation

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.

Keywords

5-FU; β-CD; inclusion complex; IR; NMR; molecular modeling

The name of the journal

Molecules

URL

https://www.mdpi.com/1420-3049/25/23/5706/pdf

Please use this ID to quote from or refer to the card

https://repository.kpfu.ru/eng/?p_id=242984&p_lang=2

Full metadata record

Field DC	Value	Language
dc.contributor.author	Melnikova Darya Leonidovna	ru_RU
dc.contributor.author	Skirda Vladimir Dmitrievich	ru_RU
dc.contributor.author	Tolstoy Petr Mikhaylovich	ru_RU
dc.contributor.author	Badrieva Zilya Firdinasovna	ru_RU
dc.date.accessioned	2020-01-01T00:00:00Z	ru_RU
dc.date.available	2020-01-01T00:00:00Z	ru_RU
dc.date.issued	2020	ru_RU
dc.identifier.citation	Melnikova Daria L. 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 / Daria L. Melnikova 1,Zilya F. Badrieva 1,Mikhail A. Kostin 2,Corina Maller 3,Monika Stas 4,Aneta Buczek 4,Malgorzata A. Broda 4OrcID,Teobald Kupka 4,,Anne-Marie Kelterer 3OrcID,Peter M. Tolstoy 2,OrcID andVladimir D. Skirda 1,* // Molecules 2020, 25(23), 5706; https://doi.org/10.3390/molecules25235706 (registering DOI)	ru_RU
dc.identifier.uri	https://repository.kpfu.ru/eng/?p_id=242984&p_lang=2	ru_RU
dc.description.abstract	Molecules	ru_RU
dc.description.abstract	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.	ru_RU
dc.language.iso	ru	ru_RU
dc.subject		ru_RU
dc.title	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	ru_RU
dc.type	Articles in international journals and collections	ru_RU