EVALUATION OF BIOLOGICAL ACTIVITY OF ENZYMATICALLY SYNTHESIZED PHLORIDZIN OLIGOMERS
Само за регистроване кориснике
2023
Аутори
Vukoičić, AnaMilivojević, Ana
Baščarević, Jana
Petrov Ivanković, Anja
Banjanac, Katarina
Ćorović, Marija
Bezbradica, Dejan
Конференцијски прилог (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
Dihydrochalcones are a class of flavonoids found in apple trees (Malus sp) generally
present in high levels in young leaves and immature fruits. Phloridzin is a member of the
dihydrochalcones which possess good antioxidant activity, as well as a protective role against
UV radiation, hence it is a constituent of various commercial cosmetic preparations. These
natural low-molecular weight phenolic compounds with diverse physicochemical
characteristics are substrates for laccases, copper-containing polyphenol oxidases whose
activity can yield compounds that vary in structure and biological activities. The positive
effect of laccase-catalyzed polymerization of flavonoids on the functionality of produced
oligomers or polymers has been already shown on some flavonoids’ representatives.
In this work, fungal laccase from Trametes versicolor was applied as a biocatalyst in
the reaction of phloridzin oligomerization. Synthesized phloridzin oligomers were separated
from the reaction mi...xture and lyophilized in order to test their antioxidant and antimicrobial
activity. Different antioxidant assays, such as ABTS (2,2’-azino-bis(3-
ethylbenzenothiazoline-6-sulfonic acid) diammonium salt) and DPPH (2,2-diphenyl-1-
picrylhydrazyl) showed that in comparison with the monomer, synthesized oligomers had the
weaker ability to scavenge the free ABTS•+ and DPPH•
radicals, since for both assays,
examined IC50 values of phloridzin oligomers (0.46 mg/ml and 1.52 mg/ml, respectively)
was higher than the values for parent molecule (0.13 mg/ml and 1.07 mg/ml, respectively).
This could be ascribed to the fact that some of the functional groups responsible for the
antioxidant activity probably participate in the formation of linkage between phloridzin units
in the structure of oligomers. On the other hand, synthesized phloridzin oligomers
demonstrated a significantly higher antimicrobial effect on the Gram-positive
bacteria Staphylococcus aureus compared to the parent molecule phloridzin. Moreover, the
greater inhibition of bacterial growth was achieved by increasing the oligomers’
concentration. Given the obtained results, synthesized compounds show potential to be
further examined as dermal prebiotics.
Кључне речи:
phloridzin / phloridzin oligomers / laccase / antioxidant activity / antimicrobial activityИзвор:
Book of Abstracts / International Conference Biochemical Engineering and Biotechnology for Young Scientists, 7-8 December, 2023, Belgrade, 2023, 26-Издавач:
- Belgrade : University, Faculty of Technology and Metallurgy
Финансирање / пројекти:
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200135 (Универзитет у Београду, Технолошко-металуршки факултет) (RS-MESTD-inst-2020-200135)
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200287 (Иновациони центар Технолошко-металуршког факултета у Београду доо) (RS-MESTD-inst-2020-200287)
- PrIntPrEnzy - Prebiotics for functional food and bioactive cosmetics produced in intensified enzymatic processes (RS-ScienceFundRS-Ideje-7750109)
- Horizon Europe 2021- 2027 research and innovation programme under grant agreement ID 101060130 (TwinPrebioEnz)
Колекције
Институција/група
Inovacioni centarTY - CONF AU - Vukoičić, Ana AU - Milivojević, Ana AU - Baščarević, Jana AU - Petrov Ivanković, Anja AU - Banjanac, Katarina AU - Ćorović, Marija AU - Bezbradica, Dejan PY - 2023 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6945 AB - Dihydrochalcones are a class of flavonoids found in apple trees (Malus sp) generally present in high levels in young leaves and immature fruits. Phloridzin is a member of the dihydrochalcones which possess good antioxidant activity, as well as a protective role against UV radiation, hence it is a constituent of various commercial cosmetic preparations. These natural low-molecular weight phenolic compounds with diverse physicochemical characteristics are substrates for laccases, copper-containing polyphenol oxidases whose activity can yield compounds that vary in structure and biological activities. The positive effect of laccase-catalyzed polymerization of flavonoids on the functionality of produced oligomers or polymers has been already shown on some flavonoids’ representatives. In this work, fungal laccase from Trametes versicolor was applied as a biocatalyst in the reaction of phloridzin oligomerization. Synthesized phloridzin oligomers were separated from the reaction mixture and lyophilized in order to test their antioxidant and antimicrobial activity. Different antioxidant assays, such as ABTS (2,2’-azino-bis(3- ethylbenzenothiazoline-6-sulfonic acid) diammonium salt) and DPPH (2,2-diphenyl-1- picrylhydrazyl) showed that in comparison with the monomer, synthesized oligomers had the weaker ability to scavenge the free ABTS•+ and DPPH• radicals, since for both assays, examined IC50 values of phloridzin oligomers (0.46 mg/ml and 1.52 mg/ml, respectively) was higher than the values for parent molecule (0.13 mg/ml and 1.07 mg/ml, respectively). This could be ascribed to the fact that some of the functional groups responsible for the antioxidant activity probably participate in the formation of linkage between phloridzin units in the structure of oligomers. On the other hand, synthesized phloridzin oligomers demonstrated a significantly higher antimicrobial effect on the Gram-positive bacteria Staphylococcus aureus compared to the parent molecule phloridzin. Moreover, the greater inhibition of bacterial growth was achieved by increasing the oligomers’ concentration. Given the obtained results, synthesized compounds show potential to be further examined as dermal prebiotics. PB - Belgrade : University, Faculty of Technology and Metallurgy C3 - Book of Abstracts / International Conference Biochemical Engineering and Biotechnology for Young Scientists, 7-8 December, 2023, Belgrade T1 - EVALUATION OF BIOLOGICAL ACTIVITY OF ENZYMATICALLY SYNTHESIZED PHLORIDZIN OLIGOMERS SP - 26 UR - https://hdl.handle.net/21.15107/rcub_technorep_6945 ER -
@conference{ author = "Vukoičić, Ana and Milivojević, Ana and Baščarević, Jana and Petrov Ivanković, Anja and Banjanac, Katarina and Ćorović, Marija and Bezbradica, Dejan", year = "2023", abstract = "Dihydrochalcones are a class of flavonoids found in apple trees (Malus sp) generally present in high levels in young leaves and immature fruits. Phloridzin is a member of the dihydrochalcones which possess good antioxidant activity, as well as a protective role against UV radiation, hence it is a constituent of various commercial cosmetic preparations. These natural low-molecular weight phenolic compounds with diverse physicochemical characteristics are substrates for laccases, copper-containing polyphenol oxidases whose activity can yield compounds that vary in structure and biological activities. The positive effect of laccase-catalyzed polymerization of flavonoids on the functionality of produced oligomers or polymers has been already shown on some flavonoids’ representatives. In this work, fungal laccase from Trametes versicolor was applied as a biocatalyst in the reaction of phloridzin oligomerization. Synthesized phloridzin oligomers were separated from the reaction mixture and lyophilized in order to test their antioxidant and antimicrobial activity. Different antioxidant assays, such as ABTS (2,2’-azino-bis(3- ethylbenzenothiazoline-6-sulfonic acid) diammonium salt) and DPPH (2,2-diphenyl-1- picrylhydrazyl) showed that in comparison with the monomer, synthesized oligomers had the weaker ability to scavenge the free ABTS•+ and DPPH• radicals, since for both assays, examined IC50 values of phloridzin oligomers (0.46 mg/ml and 1.52 mg/ml, respectively) was higher than the values for parent molecule (0.13 mg/ml and 1.07 mg/ml, respectively). This could be ascribed to the fact that some of the functional groups responsible for the antioxidant activity probably participate in the formation of linkage between phloridzin units in the structure of oligomers. On the other hand, synthesized phloridzin oligomers demonstrated a significantly higher antimicrobial effect on the Gram-positive bacteria Staphylococcus aureus compared to the parent molecule phloridzin. Moreover, the greater inhibition of bacterial growth was achieved by increasing the oligomers’ concentration. Given the obtained results, synthesized compounds show potential to be further examined as dermal prebiotics.", publisher = "Belgrade : University, Faculty of Technology and Metallurgy", journal = "Book of Abstracts / International Conference Biochemical Engineering and Biotechnology for Young Scientists, 7-8 December, 2023, Belgrade", title = "EVALUATION OF BIOLOGICAL ACTIVITY OF ENZYMATICALLY SYNTHESIZED PHLORIDZIN OLIGOMERS", pages = "26", url = "https://hdl.handle.net/21.15107/rcub_technorep_6945" }
Vukoičić, A., Milivojević, A., Baščarević, J., Petrov Ivanković, A., Banjanac, K., Ćorović, M.,& Bezbradica, D.. (2023). EVALUATION OF BIOLOGICAL ACTIVITY OF ENZYMATICALLY SYNTHESIZED PHLORIDZIN OLIGOMERS. in Book of Abstracts / International Conference Biochemical Engineering and Biotechnology for Young Scientists, 7-8 December, 2023, Belgrade Belgrade : University, Faculty of Technology and Metallurgy., 26. https://hdl.handle.net/21.15107/rcub_technorep_6945
Vukoičić A, Milivojević A, Baščarević J, Petrov Ivanković A, Banjanac K, Ćorović M, Bezbradica D. EVALUATION OF BIOLOGICAL ACTIVITY OF ENZYMATICALLY SYNTHESIZED PHLORIDZIN OLIGOMERS. in Book of Abstracts / International Conference Biochemical Engineering and Biotechnology for Young Scientists, 7-8 December, 2023, Belgrade. 2023;:26. https://hdl.handle.net/21.15107/rcub_technorep_6945 .
Vukoičić, Ana, Milivojević, Ana, Baščarević, Jana, Petrov Ivanković, Anja, Banjanac, Katarina, Ćorović, Marija, Bezbradica, Dejan, "EVALUATION OF BIOLOGICAL ACTIVITY OF ENZYMATICALLY SYNTHESIZED PHLORIDZIN OLIGOMERS" in Book of Abstracts / International Conference Biochemical Engineering and Biotechnology for Young Scientists, 7-8 December, 2023, Belgrade (2023):26, https://hdl.handle.net/21.15107/rcub_technorep_6945 .