Novel Approach for Flavonoid Esters Production: Statistically Optimized Enzymatic Synthesis Using Natural Oils and Application in Cosmetics
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2019
Authors
Milivojević, AnaĆorović, Marija
Simović, Milica
Banjanac, Katarina
Blagojević, Stevan N.
Pjanović, Rada
Bezbradica, Dejan
Article (Published version)
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The present work describes application of natural triglycerides for lipase-catalyzed esterification of structurally diverse flavonoids-esculin, naringin, and phloridzin. Ester mixtures with laurate, linolenate, or linoleate as prevailing products were obtained in reactions with coconut, linseed, and sunflower oils, respectively. By using response surface methodology, the influences of key experimental factors-reaction time, substrates, and enzyme concentrations-for transesterification of esculin with linseed oil were investigated. High molar conversion (78.5%), product yield (19.13 mg/mL), and specific yield (2.83 mmol/g(enzyme)) were achieved at optimized conditions. Determined optimums were successfully applied in esculin transesterification with other two oils. Furthermore, esculin ester mixtures were incorporated in gel emulsions, and their effect on transepidermal water loss (TEWL) as well as skin sensitivity was examined. Obtained results have shown significant hydration effect a...nd good dermatological compatibility without irritating effects of all examined preparations containing oil-derived esculin esters, making them very prospective for application in skin care products.
Source:
Industrial & Engineering Chemistry Research, 2019, 58, 9, 3640-3649Publisher:
- Amer Chemical Soc, Washington
Funding / projects:
- Serbian Ministry of Education, Science and Technological Development
- Application of biotechnological methods for sustainable exploitation of by-products of agro-industry (RS-MESTD-Technological Development (TD or TR)-31035)
- Novel encapsulation and enzyme technologies for designing of new biocatalysts and biologically active compounds targeting enhancement of food quality, safety and competitiveness (RS-MESTD-Integrated and Interdisciplinary Research (IIR or III)-46010)
- Dynamics of nonlinear physicochemical and biochemical systems with modeling and predicting of their behavior under nonequilibrium conditions (RS-MESTD-Basic Research (BR or ON)-172015)
DOI: 10.1021/acs.iecr.8b06113
ISSN: 0888-5885
WoS: 000460996700008
Scopus: 2-s2.0-85062593345
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Tehnološko-metalurški fakultetTY - JOUR AU - Milivojević, Ana AU - Ćorović, Marija AU - Simović, Milica AU - Banjanac, Katarina AU - Blagojević, Stevan N. AU - Pjanović, Rada AU - Bezbradica, Dejan PY - 2019 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4158 AB - The present work describes application of natural triglycerides for lipase-catalyzed esterification of structurally diverse flavonoids-esculin, naringin, and phloridzin. Ester mixtures with laurate, linolenate, or linoleate as prevailing products were obtained in reactions with coconut, linseed, and sunflower oils, respectively. By using response surface methodology, the influences of key experimental factors-reaction time, substrates, and enzyme concentrations-for transesterification of esculin with linseed oil were investigated. High molar conversion (78.5%), product yield (19.13 mg/mL), and specific yield (2.83 mmol/g(enzyme)) were achieved at optimized conditions. Determined optimums were successfully applied in esculin transesterification with other two oils. Furthermore, esculin ester mixtures were incorporated in gel emulsions, and their effect on transepidermal water loss (TEWL) as well as skin sensitivity was examined. Obtained results have shown significant hydration effect and good dermatological compatibility without irritating effects of all examined preparations containing oil-derived esculin esters, making them very prospective for application in skin care products. PB - Amer Chemical Soc, Washington T2 - Industrial & Engineering Chemistry Research T1 - Novel Approach for Flavonoid Esters Production: Statistically Optimized Enzymatic Synthesis Using Natural Oils and Application in Cosmetics EP - 3649 IS - 9 SP - 3640 VL - 58 DO - 10.1021/acs.iecr.8b06113 ER -
@article{ author = "Milivojević, Ana and Ćorović, Marija and Simović, Milica and Banjanac, Katarina and Blagojević, Stevan N. and Pjanović, Rada and Bezbradica, Dejan", year = "2019", abstract = "The present work describes application of natural triglycerides for lipase-catalyzed esterification of structurally diverse flavonoids-esculin, naringin, and phloridzin. Ester mixtures with laurate, linolenate, or linoleate as prevailing products were obtained in reactions with coconut, linseed, and sunflower oils, respectively. By using response surface methodology, the influences of key experimental factors-reaction time, substrates, and enzyme concentrations-for transesterification of esculin with linseed oil were investigated. High molar conversion (78.5%), product yield (19.13 mg/mL), and specific yield (2.83 mmol/g(enzyme)) were achieved at optimized conditions. Determined optimums were successfully applied in esculin transesterification with other two oils. Furthermore, esculin ester mixtures were incorporated in gel emulsions, and their effect on transepidermal water loss (TEWL) as well as skin sensitivity was examined. Obtained results have shown significant hydration effect and good dermatological compatibility without irritating effects of all examined preparations containing oil-derived esculin esters, making them very prospective for application in skin care products.", publisher = "Amer Chemical Soc, Washington", journal = "Industrial & Engineering Chemistry Research", title = "Novel Approach for Flavonoid Esters Production: Statistically Optimized Enzymatic Synthesis Using Natural Oils and Application in Cosmetics", pages = "3649-3640", number = "9", volume = "58", doi = "10.1021/acs.iecr.8b06113" }
Milivojević, A., Ćorović, M., Simović, M., Banjanac, K., Blagojević, S. N., Pjanović, R.,& Bezbradica, D.. (2019). Novel Approach for Flavonoid Esters Production: Statistically Optimized Enzymatic Synthesis Using Natural Oils and Application in Cosmetics. in Industrial & Engineering Chemistry Research Amer Chemical Soc, Washington., 58(9), 3640-3649. https://doi.org/10.1021/acs.iecr.8b06113
Milivojević A, Ćorović M, Simović M, Banjanac K, Blagojević SN, Pjanović R, Bezbradica D. Novel Approach for Flavonoid Esters Production: Statistically Optimized Enzymatic Synthesis Using Natural Oils and Application in Cosmetics. in Industrial & Engineering Chemistry Research. 2019;58(9):3640-3649. doi:10.1021/acs.iecr.8b06113 .
Milivojević, Ana, Ćorović, Marija, Simović, Milica, Banjanac, Katarina, Blagojević, Stevan N., Pjanović, Rada, Bezbradica, Dejan, "Novel Approach for Flavonoid Esters Production: Statistically Optimized Enzymatic Synthesis Using Natural Oils and Application in Cosmetics" in Industrial & Engineering Chemistry Research, 58, no. 9 (2019):3640-3649, https://doi.org/10.1021/acs.iecr.8b06113 . .