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 .

TY  - CONF
AU  - Veljković, Milica
AU  - Simović, Milica
AU  - Banjanac, Katarina
AU  - Milivojević, Ana
AU  - Ćorović, Marija
AU  - Jaćimovski, Darko
AU  - Bezbradica, Dejan
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6871
AB  - Scientific breakthroughs in research of human microbiota revealed that significant number of
diseases related to modern food intake and sedentary lifestyles are caused by dysbiosis of human
microbiota composition, hence substantial increase in interest for products helping restore this balance
(such as probiotics and prebiotics) within food, cosmetic and health industry was observed. In recent
times, prebiotics have been recognized as attractive products due to their higher stability to processing
and storage conditions, lower susceptibility to interaction with other compounds in more complex
formulation and higher reproducibility of their physiological effects [1]. Consequential rapid growth of
market demand brought challenges for biochemical industry, such as requirements to increase
production capacity and decrease costs by development of more efficient enzymatic processes and
product separation.
Majority of prebiotic compounds are classified as oligosaccharides, which can be obtained
either by enzymatic synthesis from compounds of lower degree of polymerization (DP) - for example:
galacto-oligosaccharides (GOS) from lactose and fructo-oligosaccharides (FOS) from sucrose - or by
enzymatic hydrolysis, for example pectic oligosaccharides (POS) from pectin or xylo-oligosaccharides
(XOS) from xylan [2]. In both cases, membrane separation is efficient tool for product purification,
because OS obtained by synthesis can be separated from lower DP compounds using nanofiltrations,
while those obtained by hydrolysis can be separated from compounds of higher DP using ultrafiltration.
Hence, it can be expected that selection of adequate membrane material, pore dimensions and
downstream processing conditions will have important role in development of novel prebiotic
technologies.
In this study nanofiltration membrane module was applied with a purpose of purification of
FOS obtained in enzymatic synthesis using sucrose as substrate. Two strategies were applied:
• purification of reaction mixture obtained after enzymatic synthesis,
• simultaneous enzymatic synthesis and purification in nanofiltration membrane module.
PB  - TECNALIA
C3  - Proceedings of the 16th International Conference on Catalyst in Membrane Reactors (ICCMR16), October 16-18, 2023, Donostia-San Sebastián, Spain
T1  - Simultaneous enzymatic synthesis and purification of prebiotic fructooligosaccharides in nanofiltration membrane module
EP  - 85
EP  - 
SP  - 84
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6871
ER  - 

@conference{
author = "Veljković, Milica and Simović, Milica and Banjanac, Katarina and Milivojević, Ana and Ćorović, Marija and Jaćimovski, Darko and Bezbradica, Dejan",
year = "2023",
abstract = "Scientific breakthroughs in research of human microbiota revealed that significant number of
diseases related to modern food intake and sedentary lifestyles are caused by dysbiosis of human
microbiota composition, hence substantial increase in interest for products helping restore this balance
(such as probiotics and prebiotics) within food, cosmetic and health industry was observed. In recent
times, prebiotics have been recognized as attractive products due to their higher stability to processing
and storage conditions, lower susceptibility to interaction with other compounds in more complex
formulation and higher reproducibility of their physiological effects [1]. Consequential rapid growth of
market demand brought challenges for biochemical industry, such as requirements to increase
production capacity and decrease costs by development of more efficient enzymatic processes and
product separation.
Majority of prebiotic compounds are classified as oligosaccharides, which can be obtained
either by enzymatic synthesis from compounds of lower degree of polymerization (DP) - for example:
galacto-oligosaccharides (GOS) from lactose and fructo-oligosaccharides (FOS) from sucrose - or by
enzymatic hydrolysis, for example pectic oligosaccharides (POS) from pectin or xylo-oligosaccharides
(XOS) from xylan [2]. In both cases, membrane separation is efficient tool for product purification,
because OS obtained by synthesis can be separated from lower DP compounds using nanofiltrations,
while those obtained by hydrolysis can be separated from compounds of higher DP using ultrafiltration.
Hence, it can be expected that selection of adequate membrane material, pore dimensions and
downstream processing conditions will have important role in development of novel prebiotic
technologies.
In this study nanofiltration membrane module was applied with a purpose of purification of
FOS obtained in enzymatic synthesis using sucrose as substrate. Two strategies were applied:
• purification of reaction mixture obtained after enzymatic synthesis,
• simultaneous enzymatic synthesis and purification in nanofiltration membrane module.",
publisher = "TECNALIA",
journal = "Proceedings of the 16th International Conference on Catalyst in Membrane Reactors (ICCMR16), October 16-18, 2023, Donostia-San Sebastián, Spain",
title = "Simultaneous enzymatic synthesis and purification of prebiotic fructooligosaccharides in nanofiltration membrane module",
pages = "85--84",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6871"
}

Veljković, M., Simović, M., Banjanac, K., Milivojević, A., Ćorović, M., Jaćimovski, D.,& Bezbradica, D.. (2023). Simultaneous enzymatic synthesis and purification of prebiotic fructooligosaccharides in nanofiltration membrane module. in Proceedings of the 16th International Conference on Catalyst in Membrane Reactors (ICCMR16), October 16-18, 2023, Donostia-San Sebastián, Spain
TECNALIA., 84-85.
https://hdl.handle.net/21.15107/rcub_technorep_6871

Veljković M, Simović M, Banjanac K, Milivojević A, Ćorović M, Jaćimovski D, Bezbradica D. Simultaneous enzymatic synthesis and purification of prebiotic fructooligosaccharides in nanofiltration membrane module. in Proceedings of the 16th International Conference on Catalyst in Membrane Reactors (ICCMR16), October 16-18, 2023, Donostia-San Sebastián, Spain. 2023;:84-85.
https://hdl.handle.net/21.15107/rcub_technorep_6871 .

Veljković, Milica, Simović, Milica, Banjanac, Katarina, Milivojević, Ana, Ćorović, Marija, Jaćimovski, Darko, Bezbradica, Dejan, "Simultaneous enzymatic synthesis and purification of prebiotic fructooligosaccharides in nanofiltration membrane module" in Proceedings of the 16th International Conference on Catalyst in Membrane Reactors (ICCMR16), October 16-18, 2023, Donostia-San Sebastián, Spain (2023):84-85,
https://hdl.handle.net/21.15107/rcub_technorep_6871 .