Supramolecular approach to obtain folate-functionalized nanoassociates
Nanoassociates containing folic acid (FA) were obtained through solubilization by colloid solutions of three betaine calixresorcinarenes (sulfobetaine tetrapentylcalixresorcinarene С5-SB, hydroxysulfobetaine tetrapentyl- С5-hSB and tetraundecylcalixresorcinarene C11-hSB). FA was solubilized in its a...
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Published in | Colloids and surfaces. A, Physicochemical and engineering aspects Vol. 702; p. 135060 |
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Main Authors | , , , , , , , , |
Format | Journal Article |
Language | English |
Published |
Elsevier B.V
05.12.2024
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Subjects | |
Online Access | Get full text |
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Summary: | Nanoassociates containing folic acid (FA) were obtained through solubilization by colloid solutions of three betaine calixresorcinarenes (sulfobetaine tetrapentylcalixresorcinarene С5-SB, hydroxysulfobetaine tetrapentyl- С5-hSB and tetraundecylcalixresorcinarene C11-hSB). FA was solubilized in its anionic form and fraction of bound molecules of FA was of from 89 % to 99 % (FT-PGSE NMR method data). The driving forces of FA encapsulation in the nanoassociates has been considered with the help of 1Н NMR, 2D NOESY NMR, and FT-PGSE NMR data. The macrocycle-FA nanoassociates have average hydrodynamic diameters of 3–5 nm (PDI of 0.1840.238) and a zeta potential close to zero; however, they were stable for 4–8 weeks. The enhancement of the internalization of the macrocycle-FA nanoassociates into M-HeLa cells compared to unloaded macrocycles self-associates was shown by the flow cytometry and fluorescence microscopy methods. Additionally, the growth of cytotoxicity of Rhodamine B by 19 % in the presence of С5-SB+FA nanoassociates compared to С5-SB self-associates in the in vitro PDT experiment on M-HeLa cells was found. Overall, the potential of a supramolecular approach to obtaining folate-functionalized nanocontainers has been demonstrated.
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•Betaine amphiphilic calixresorcinarenes solubilize and bind FA in anionic form.•The efficiency of FA binding in macrocycles’ nanoassociates ranges from 89 % to 99 %.•Macrocycle-FA-RhB nanoassociates are toxic to M-HeLa cells under light irradiation.•FA introduction into macrocycle-RhB nanoassociates increases their toxicity up to 19 %. |
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ISSN: | 0927-7757 |
DOI: | 10.1016/j.colsurfa.2024.135060 |