Baščarević, Jana

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  • Baščarević, Jana (1)
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EVALUATION OF BIOLOGICAL ACTIVITY OF ENZYMATICALLY SYNTHESIZED PHLORIDZIN OLIGOMERS

Vukoičić, Ana; Milivojević, Ana; Baščarević, Jana; Petrov Ivanković, Anja; Banjanac, Katarina; Ćorović, Marija; Bezbradica, Dejan

(Belgrade : University, Faculty of Technology and Metallurgy, 2023)

TY  - 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 .