journal article·2023-08-17Open access

Influence of Encapsulation of Propolis Extract with 2-Hydroxypropyl-β-cyclodextrin (HP-β-CD) on Polyphenolic Contents during In Vitro Simulation of Digestion

Eleonora Perak Junaković, Ksenija Šandor, Svjetlana Terzić, Anja Vujnović, Miroslav Andrišić, Miroslav Benić, Dominika Fajdić, Sonja Sinković, Mirta Pehnec, Irena Žarković

Applied Sciences· Volume 13· Issue 16

Abstract

Studies of polyphenols in various natural products have shown their variability and often low amounts. Thus, we aimed to investigate the bioaccessibility of the main polyphenolic groups extracted from two poplar types of propolis collected in continental Croatia. The propolis complex, in the form of water-soluble powder of propolis extract with the carrier 2-hydroxypropyl-β-cyclodextrin (HP-β-CD), was obtained by applying ultrasonic-assisted extraction followed by lyophilization. The in vitro gastrointestinal digestion was conducted on the propolis complex extracts and a mixture of standards (pinocembrin, galangin, chrysin, caffeic acid, and caffeic acid phenylethyl ester). Fractions from the oral, gastric, and intestinal phase samples were analyzed spectrophotometrically by standard methods used to determine the content of total phenols (TPs), flavonols/flavones (TFFs), and flavanones/dihydroflavonols (TFDs). The small-intestinal phase was performed by two models: centrifugation and dialysis. The results of propolis-HP-β-CD extracts demonstrated high polyphenolic bioaccessibility during all three phases of digestion. The bioaccessibility of TPs, TFFs, and TFDs after the intestinal phase with centrifugation was from 0.02 to 8.86 times higher than in the dialysis phase, stressing that it is a better model than dialysis. Our findings show that the inclusion complex of propolis with HP-β-CD enables the good solubility of polyphenol groups.
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Research context

OpenAlex topics: Bee Products Chemical Analysis · Microencapsulation and Drying Processes · Proteins in Food Systems

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Laboratory for Analysis of Veterinary-Medicinal Products, Croatian Veterinary Institute, Savska Cesta 143, 10000 Zagreb, Croatia

Laboratory for Mastitis and Raw Milk Quality, Croatian Veterinary Institute, Savska Cesta 143, 10000 Zagreb, Croatia

Funding

Croatian Veterinary Institute, Zagreb, Croatia

References (40)

Show source-provided references
1. Propolis research and the chemistry of plant products10.1039/c0np00072h ↗
2. Chemical composition of European propolis: Expected and unexpected results10.1515/znc-2002-5-622 ↗
3. Content of biologically active compounds in Bulgarian propolis: A basis for its standardization
4. Targeted and untargeted LC-MS polyphenolic profiling and chemometric analysis of propolis from different regions of Croatia10.1016/j.jpba.2018.11.061 ↗
5. Pavlović, R., Borgonovo, G., Leoni, V., Giupponi, L., Ceciliani, G., Sala, S., Bassoli, A., and Giorgi, A. (2020). Effectiveness of Different Analytical Methods for the Characterization of Propolis: A Case of Study in Northern Italy. Molecules, 25.10.3390/molecules25030504 ↗
6. Modulation of antioxidant, chelating and antimicrobial activity of poplar chemo-type propolis by extraction procures10.1016/j.lwt.2014.02.006 ↗
7. Brglez Mojzer, E., Knez Hrnčič, M., Škerget, M., Knez, Ž., and Bren, U. (2016). Polyphenols: Extraction methods, antioxidative action, bioavailability and anticarcinogenic effects. Molecules, 21.10.3390/molecules21070901 ↗
8. Evaluating bioactivity and bioaccessibility properties of Turkish propolis extracts prepared with various solvents10.35206/jan.577616 ↗
9. Aylanc, V., Tomás, A., Russo-Almeida, P., Falcão, S.I., and Vilas-Boas, M. (2021). Assessment of Bioactive Compounds under Simulated Gastrointestinal Digestion of Bee Pollen and Bee Bread: Bioaccessibility and Antioxidant Activity. Antioxidants, 10.10.3390/antiox10050651 ↗
10. Standardizing the analysis of phenolic profile in propolis10.1016/j.foodres.2018.01.055 ↗
11. Mikrovalna ekstrakcija bioaktivnih spojeva
12. Propolis extraction methods: A review10.1080/00218839.2021.1901426 ↗
13. Šuran, J., Cepanec, I., Mašek, T., Starčević, K., Tlak Gajger, I., Vranješ, M., Radić, B., Radić, S., Kosalec, I., and Vlainić, J. (2021). Nonaqueous polyethylene glycol as a safer alternative to ethanolic propolis extracts with comparable antioxidant and antimicrobial activity. Antioxidants, 10.10.3390/antiox10060978 ↗
14. Improvement in solubility of poor water-soluble drugs by solid dispersion10.4103/2230-973X.96921 ↗
15. Anticancer activity in honeybee propolis: Functional insights to the role of Caffeic Acid Phenethyl Ester and its complex with γ-cyclodextrin10.1177/1534735417753545 ↗
16. 2-Hydroxypropyl-β-cyclodextrin (HP-β-CD): A toxicology review10.1016/j.fct.2005.03.007 ↗
17. Cyclodextrin A Gift to Pharmaceutical World Review
18. Inclusion of chrysin in β-cyclodextrin and its biological activities10.1016/j.jddst.2016.01.002 ↗
19. Abbas, Z.S., Sulaiman, G.M., Jabir, M.S., Mohammed, S.A.A., Khan, R.A., Mohammed, H.A., and Al-Subaiyel, A. (2022). Galangin/β-cyclodextrin inclusion complex as a drug-delivery system for improved solubility and biocompatibility in breast cancer treatment. Molecules, 27.10.3390/molecules27144521 ↗
20. Bioactive and bioaccessibility characteristics of honeybee pollens collected from different regions of Turkey10.1007/s11694-017-9670-7 ↗
21. Effect of in vitro gastrointestinal digestion on the bioaccessibility of phenolic compounds and antioxidant activity of Manuka honey10.2991/efood.k.191011.001 ↗
22. A comparison of the solubility of danazol in human and simulated gastrointestinal fluids10.1023/A:1007576713216 ↗
23. Bioaccessible and dialysable polyphenols in selected apple varieties following in vitro digestion vs. their native patterns10.1016/j.foodchem.2011.10.030 ↗
24. Bioaccessibility of rutin, caffeic acid and rosmarinic acid: Influence of the in vitro gastrointestinal digestion models10.1016/j.jff.2016.08.003 ↗
25. In vitro digestion models to evaluate lipid based drug delivery systems; present status and current trends10.1016/j.addr.2019.06.010 ↗
26. Changes in bio-accessibility, polyphenol profile and antioxidants of quinoa and djulis sprouts during in vitro simulated gastrointestinal digestion
27. Bioaccessibility and catabolism of phenolic compounds from jaboticaba (Myrciaria trunciflora) fruit peel during in vitro gastrointestinal digestion and colonic fermentation10.1016/j.jff.2019.103714 ↗
28. Investigation of antioxidant capacity, bioaccessibility and LC-MS/MS phenolic profile of Turkish propolis10.1016/j.foodres.2019.05.028 ↗
29. INFOGEST static in vitro simulation of gastrointestinal food digestion10.1038/s41596-018-0119-1 ↗
30. Validated methods for the quantification of biologically active constituents of poplar-type propolis10.1002/pca.777 ↗
31. Standard methods for Apis mellifera hive product research
32. Spectrophotometric determination of main polyphenol groups in propolis samples from different regions of Croatia10.24099/vet.arhiv.1619 ↗
33. Study of Flavonoid/Hydroxypropyl-β-Cyclodextrin Inclusion Complexes by UV-Vis, FT-IR, DSC, and X-Ray Diffraction Analysis10.3746/pnf.2020.25.4.449 ↗
34. Chen, X., Xiong, J., He, L., Zhang, Y., Li, X., Zhang, L., and Wang, F. (2018). Effects of In Vitro Digestion on the Content and Biological Activity of Polyphenols from Acacia mearnsii Bark. Molecules, 23.10.3390/molecules23071804 ↗
35. Total phenolics, flavonoids, anthocyanins and antioxidant activity following simulated gastro-intestinal digestion and dialysis of apple varieties: Bioaccessibility and potential uptake10.1016/j.foodchem.2011.02.052 ↗
36. Beneficial efficacy of various propolis extracts and their digestive products by in vitro simulated gastrointestinal digestion10.1016/j.lwt.2017.05.074 ↗
37. Bioaccessibility and bioavailability of phenolic compounds10.31665/JFB.2018.4162 ↗
38. Radić, K., Jurišić Dukovski, B., and Vitali Čepo, D. (2020). Influence of Pomace Matrix and Cyclodextrin Encapsulation on Olive Pomace Polyphenols’ Bioaccessibility and Intestinal Permeability. Nutrients, 12.10.3390/nu12030669 ↗
39. Pharmacokinetics of cyclodextrins and drugs after oral and parenteral administration of drug/cyclodextrin complexes10.1111/jphp.12427 ↗
40. Cyclodextrins: Structure, physicochemical properties and pharmaceutical applications10.1016/j.ijpharm.2017.11.018 ↗