Skip to main content
SpringerLink
Log in

Compositions of α-tocopheryl acetate with micellar nanocarriers and their possible use as biologically active additives

  • Original Article
  • Published:
Applied Nanoscience Aims and scope Submit manuscript

Abstract

Double hydrophilic diblock copolymers based on asymmetric chemically complementary methoxypoly(ethylene oxide) and poly(acrylic acid) formed special micellar structures of the “cut” and “hairy” types with a complex “core” in aqueous solutions at pH < 5. These micelles have proven to be very effective, non-toxic, biocompatible, and biodegradable nanocarriers for the delivery of a poorly soluble vitamin E analogue, α-tocopheryl acetate, to sows and piglets. The obtained compositions of α-tocopheryl acetate with both types of micellar carriers showed high stability over time in a wide range of pH 3.5–9.0 and in physiological solution. However, in the case of “hairy” micelles, the developed “corona” of longer unbound segments of the polyacrylic acid block provided more reliable protection of the encapsulated drug molecules from the “salting-out” effect. The gradual release of the vitamin E analogue from both micellar nanocarriers into the aqueous and aqueous/salt medium under the action of the concentration gradient of α-tocopheryl acetate has been proved. The rate and efficiency of drug release were determined by the structure, morphology and stability of micellar carriers, as well as by the nature of the environment. The composition of α-tocopheryl acetate with one of the nanocarriers was tested in vivo on a group of sows as a dietary supplement. The positive effect of the micellar form of the drug on metabolic processes in sows, as well as on increasing the productivity of sows, stress resistance and safety of born piglets has been established.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Fig. 9
Fig. 10

Similar content being viewed by others

References

  • Amazan D, Cordero G, López-Bote CJ, Lauridsen C, Rey AI (2014) Effects of oral micellized natural vitamin E (d-α-tocopherol) v. synthetic vitamin E (dl-α-tocopherol) in feed on α-tocopherol levels, stereoisomer distribution, oxidative stress and the immune response in piglets. Animal 8(3):410–419

    Article  CAS  Google Scholar 

  • Dibbern H-W, Müller RM, Wirbitzki E (2002) UV and IR spectra. Pharmaceutical substances (UV and IR) and pharmaceutical and cosmetic excipients (IR). ECV Editio Cantor Verlag, Aulendorf

    Google Scholar 

  • Directive 2010/63/EU of the European Parliament and of the Council of 22 September 2010 as to protection of animals used for scientific purposes (2010). In: Chapter 15(028), Special edition in Croatian, pp 82–128. http://data.europa.eu/eli/dir/2010/63/oj

  • Duhem N, Danhier F, Préat V (2014) Vitamin E-based nanomedicines for anti-cancer drug delivery. J Control Release 182:33–44

    Article  CAS  Google Scholar 

  • Gordon D (1979) Organicheskaya ximiya rastvorov e`lektrolitov. Mir, Moscow

    Google Scholar 

  • Hsu C-Y, Wang P-W, Alalaiwe A, Lin Z-C, Fang J-Y (2019) Use of lipid nanocarriers to improve oral delivery of vitamins. Nutrients 11(1):68–97. https://doi.org/10.3390/nu11010068

    Article  CAS  Google Scholar 

  • Jalali N, Moztarzadeh F, Mozafari M, Asgari S, Motevalian M, Alhosseini SN (2011) Surface modification of poly(lactide-co-glycolide) nanoparticles by d-alpha-tocopheryl polyethylene glycol 1000 succinate as potential carrier for the delivery of drugs to the brain. Coll Surf A 392(1):335–342

    Article  CAS  Google Scholar 

  • Jing Z, Xu A, Liang Y-Q, Zhang Z, Yu C, Hong P, Li Y (2019) Biodegradable poly(acrylic acid-co-acrylamide)/poly(vinyl alcohol) double network hydrogels with tunable mechanics and high self-healing performance. Polymers 11(6):952–969. https://doi.org/10.3390/polym11060952

    Article  CAS  Google Scholar 

  • Kafilzadeh F, Kheirmanesh H, Karami Shabankareh H, Targhibi MR, Maleki E, Ebrahimi M, Yong Meng G (2014) Comparing the effect of oral supplementation of vitamin E, injective vitamin E and selenium or both during late pregnancy on production and reproductive performance and immune function of dairy cows and calves. Sci World J 2014:1–5. https://doi.org/10.1155/2014/165841

    Article  CAS  Google Scholar 

  • Kolakkandy S, Pratihar S, Aquino AJA, Wang H, Hase WL (2014) Properties of complexes formed by Na+, Mg2+, and Fe2+ binding with benzene molecules. J Phys Chem A 118:9500–9511

    Article  CAS  Google Scholar 

  • Kwon GS, Forrest ML (2012) Micelle composition of polymer and passenger drug. U.S. Patent US 8 173 167 B2; May 8 2012 

  • Lazim N, Muhamad II (2017) Encapsulation of vitamin E using maltodextrin/sodium caseinate/selenomethionine and its release study. Chem Eng Transactigns 56:1951–1956

    Google Scholar 

  • Li P, Li Z, Huang J (2007) Water-soluble star brush copolymer with four arms composed of poly(ethylene oxide) as backbone and poly(acrylic acid) as side chain. Macromolecules 40:491–498

    Article  CAS  Google Scholar 

  • Lv S, Gu J, Zhang R, Zhang Y, Tan H, McClements DJ (2018) Vitamin E encapsulation in plant-based nanoemulsions fabricated using dual-channel microfluidization: formation, stability, and bioaccessibility. J Agric Food Chem 66(40):10532–10542. https://doi.org/10.1021/acs.jafc.8b03077

    Article  CAS  Google Scholar 

  • Makovetskiy V, Maksin V, Kurapova T, Vlasenko S (2010) The investigation of antiradical and antioxidant activity of oxychroman and trimethylphenol MV-derivatives. Life Environ Sci 1–2:28–33. https://journals.nubip.edu.ua

  • Martins JT, Cerqueira MA, Vicente AA (2012) Influence of a-tocopherol on physicochemical properties of chitosan-based films. Food Hydrocolloids 27(1):220–227

    Article  CAS  Google Scholar 

  • Mishra MK (2019) Applications of encapsulation and controlled release. CRC Press, New York

    Book  Google Scholar 

  • Muddineti OS, Ghosh B, Biswas S (2016) Current trends in the use of vitamin E-based micellar nanocarriers for anticancer drug delivery. Expert Opin Drug Deliv 14(6):715–726

    Article  Google Scholar 

  • Permyakova NM, Zheltonozhskaya TB, Beregova TV, Klymchuk DO, Falalyeyeva TM, Grishchenko LN (2016) Micellar nanocarriers for anticancer drug melanin. Mol Cryst Liq Cryst 640(1):122–133

    Article  CAS  Google Scholar 

  • Permyakova N, Zheltonozhskaya T, Ignatovskaya M, Maksin V, Iakubchak O, Klymchuk D (2018) Stimuli-responsive properties of special micellar nanocarriers and their application for delivery of vitamin E and its analogues. Coll Polym Sci 296:295–307

    Article  CAS  Google Scholar 

  • Quintero C, Vera R, Perez LD (2016) α-Tocopherol loaded thermosensitive polymer nanoparticles: preparation, in vitro release and antioxidant properties. Polímeros 26(4):304–312

    Article  CAS  Google Scholar 

  • Salami SA, Guinguina A, Agboola JO, Omede AA, Agbonlahor EM, Tayyab U (2016) Review: in vivo and postmortem effects of feed antioxidants in livestock: a review of the implications on authorization of antioxidant feed additives. Animal 10(8):1375–1390

    Article  CAS  Google Scholar 

  • Santos RKS, Novais AK, Borges DS, Alves JB, Dario JGN, Frederico G, Pierozan CR, Batista JP, Pereira M Jr, Silva CA (2019) Increased vitamin supplement to sows, piglets and finishers and the effect in productivity. Animal 2019:1–9. https://doi.org/10.1017/S1751731119001927

    Article  CAS  Google Scholar 

  • Shelton NW, Dritz SS, Nelssen JL, Tokach MD, Goodband RD, DeRouchey JM, Yang H, Hill DA, Holzgraefe D, Hall DH, Mahan DC (2014) Effects of dietary vitamin E concentration and source on sow, milk, and pig concentrations of α-tocopherol. J Anim Sci 92:4547–4556. https://doi.org/10.2527/jas2013-7311

    Article  CAS  Google Scholar 

  • Shen H, Zang L, Eisenberg A (1997) Thermodynamics of crew-cut micelle formation of polystyrene-b-poly(acrylic acid) diblock copolymers in DMF/H2O mixtures. J Phys Chem B 101:4697–4708

    Article  CAS  Google Scholar 

  • Singh AK, Bhakat C, Kumari T, Mandal DK, Chatterjee A, Karunakaran M, Dutta TK (2020) Influence of pre and postpartum alpha-tocopherol supplementation on milk yield, milk quality, and udder health of Jersey crossbred cows at tropical lower Gangetic region. Vet World 13(9):2006–2011

    Article  CAS  Google Scholar 

  • Sounderya N, Zhang Y (2008) Use of core/shell structured nanoparticles for biomedical applications. Recent Patents Biomed Eng 1:34–42

    Article  CAS  Google Scholar 

  • Suntres ZE (2011) Liposomal antioxidants for protection against oxidant-induced damage. J Toxicol 2011:1–16. https://doi.org/10.1155/2011/152474

    Article  CAS  Google Scholar 

  • Wang L, Xu X, Su G, Shi B, Shan A (2016) High concentration of vitamin E supplementation in sow diet during the last week of gestation and lactation affects the immunological variables and antioxidative parameters in piglets. J Dairy Res 84(01):8–13. https://doi.org/10.1017/S0022029916000650

    Article  CAS  Google Scholar 

  • Yang Y, Decker EA, Xiao H, McClements DJ (2015) Enhancing vitamin E bioaccessibility: factors impacting solubilization and hydrolysis of α-tocopherol acetate encapsulated in emulsion-based delivery systems. Food Funct 6(1):84–97. https://doi.org/10.1039/c4fo00725e

    Article  CAS  Google Scholar 

  • Zheltonozhskaya T, Partsevskaya S, Gorchev V, Klymchuk D (2014) Processes of encapsulation and crystallization of prednisolone in PAAm-b-PEO-b-PAAm micellar solutions. Mol Cryst Liq Cryst 590:140–148

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The authors are grateful for the financial support provided by Institute of Macromolecular Chemistry of National Academy of Sciences of Ukraine, National University of Life and Environmental Sciences of Ukraine and Taras Shevchenko National University of Kyiv of Ukraine. Additionally, this work was also partially supported by Institute of Botany of National Academy of Sciences of Ukraine.

Author information

Authors and Affiliations

  1. Department of Polymer Physics, Institute of Macromolecular Chemistry, National Academy of Sciences of Ukraine, Kyiv, Ukraine

    N. M. Permyakova, T. B. Zheltonozhskaya & V. V. Klepko

  2. Department of Analytical and Bioinorganic Chemistry and Water Quality, National University of Life and Environmental Sciences of Ukraine, Kyiv, Ukraine

    V. I. Karpovsky, R. V. Postoy & V. I. Maksin

  3. Department of Macromolecular Chemistry, Faculty of Chemistry, Taras Shevchenko National University of Kyiv, Kyiv, Ukraine

    S. V. Partsevskaya & L. N. Grishchenko

  4. Laboratory of Electron Microscopy, M.G. Kholodny Institute of Botany, National Academy of Sciences of Ukraine, Kyiv, Ukraine

    D. O. Klymchuk

Authors
  1. N. M. Permyakova
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. T. B. Zheltonozhskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. V. I. Karpovsky
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. R. V. Postoy
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. V. I. Maksin
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. S. V. Partsevskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. L. N. Grishchenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. D. O. Klymchuk
    View author publications

    You can also search for this author in PubMed Google Scholar

  9. V. V. Klepko
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to N. M. Permyakova.

Ethics declarations

Conflict of interest

The authors hereby declare that they have no conflict of interest.

Additional information

Publisher's Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Permyakova, N.M., Zheltonozhskaya, T.B., Karpovsky, V.I. et al. Compositions of α-tocopheryl acetate with micellar nanocarriers and their possible use as biologically active additives. Appl Nanosci 12, 1295–1313 (2022). https://doi.org/10.1007/s13204-021-01996-0

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s13204-021-01996-0

Keywords

Search

Navigation