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Article ; Online: Synergy in Aqueous Systems Containing Bioactive Ingredients of Natural Origin: Saponin/Pectin Mixtures.

Petkova, Hristina / Jarek, Ewelina / Doychinov, Mitko / Krzan, Marcel / Mileva, Elena

2022 Volume 14, Issue 20

Abstract: Biocompatible and biodegradable ingredients of natural origin are widely used in the design of foam and emulsion systems with various technological applications in the food, cosmetics and pharmaceutical industries. The determination of the precise ... ...

Abstract	Biocompatible and biodegradable ingredients of natural origin are widely used in the design of foam and emulsion systems with various technological applications in the food, cosmetics and pharmaceutical industries. The determination of the precise composition of aqueous solution formulations is a key issue for the achievement of environmentally-friendly disperse systems with controllable properties and reasonable stability. The present work is focused on the investigation of synergistic interactions in aqueous systems containing
Language	English
Publishing date	2022-10-16
Publishing country	Switzerland
Document type	Journal Article
ZDB-ID	2527146-5
ISSN	2073-4360 ; 2073-4360
ISSN (online)	2073-4360
ISSN	2073-4360
DOI	10.3390/polym14204362
Database	MEDical Literature Analysis and Retrieval System OnLINE

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Article ; Online: Ethyl Lauroyl Arginate, an Inherently Multicomponent Surfactant System.

Czakaj, Agnieszka / Jarek, Ewelina / Krzan, Marcel / Warszyński, Piotr

Molecules (Basel, Switzerland)

2021 Volume 26, Issue 19

Abstract: Ethyl lauroyl arginate (LAE) is an amino acid-based cationic surfactant with low toxicity and antimicrobial activity. It is widely used as a food preservative and component for food packaging. When stored, LAE decomposes by hydrolysis into surface-active ...

Abstract	Ethyl lauroyl arginate (LAE) is an amino acid-based cationic surfactant with low toxicity and antimicrobial activity. It is widely used as a food preservative and component for food packaging. When stored, LAE decomposes by hydrolysis into surface-active components Nα-lauroyl-l-arginine (LAS) or dodecanoic (lauric) acid. There are only a limited number of reports considering the mechanism of surface activity of LAE. Thus, we analysed the surface tension isotherm of LAE with analytical standard purity in relation to LAE after prolonged storage. We used quantum mechanical density functional theory (DFT) computations to determine the preferred hydrolysis path and discuss the possibility of forming highly surface-active heterodimers, LAE-dodecanoate anion, or LAE-LAS. Applying molecular dynamics simulations, we determined the stability of those dimers linked by electrostatic interactions and hydrogen bonds. We used the adsorption model of surfactant mixtures to successfully describe the experimental surface tension isotherms. The real part surface dilational modulus determined by the oscillation drop method follows a diffusional transport mechanism. However, the nonlinear response of the surface tension could be observed for LAE concentration close to and above Critical Micelle Concentration (CMC). Nonlinearity originates from the presence of micelles and the reorganisation of the interfacial layer.
Language	English
Publishing date	2021-09-29
Publishing country	Switzerland
Document type	Journal Article
ZDB-ID	1413402-0
ISSN	1420-3049 ; 1431-5165 ; 1420-3049
ISSN (online)	1420-3049
ISSN	1431-5165 ; 1420-3049
DOI	10.3390/molecules26195894
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Article: Physicochemical studies of novel sugar fatty acid esters based on (

Snoch, Wojciech / Jarek, Ewelina / Milivojevic, Dusan / Nikodinovic-Runic, Jasmina / Guzik, Maciej

Frontiers in bioengineering and biotechnology

2023 Volume 11, Page(s) 1112053

Abstract: Sugar fatty acids esters are popular compounds widely used in both the nutritional, cosmetic and pharmaceutical industries due to their amphiphilic structure and consequent ability to reduce the surface tension of solutions. Furthermore, an important ... ...

Abstract	Sugar fatty acids esters are popular compounds widely used in both the nutritional, cosmetic and pharmaceutical industries due to their amphiphilic structure and consequent ability to reduce the surface tension of solutions. Furthermore, an important aspect in the implementation of any additives and formulations is their environmental impact. The properties of the esters depend on the type of sugar used and the hydrophobic component. In this work, selected physicochemical properties of new sugar esters based on lactose, glucose and galactose and hydroxy acids derived from bacterial polyhydroxyalkanoates are shown for the first time. Values for critical aggregation concentration, surface activity and pH make it possible that these esters could compete with other commercially used esters of similar chemical structure. The investigated compounds showed moderate emulsion stabilization abilities presented on the example of water-oil systems containing squalene and body oil. Their potential environmental impact appears to be low, as the esters are not toxic to
Language	English
Publishing date	2023-02-09
Publishing country	Switzerland
Document type	Journal Article
ZDB-ID	2719493-0
ISSN	2296-4185
ISSN	2296-4185
DOI	10.3389/fbioe.2023.1112053
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Article ; Online: Customizing polyelectrolytes through hydrophobic grafting.

Szczęsna, Weronika / Ciejka, Justyna / Szyk-Warszyńska, Lilianna / Jarek, Ewelina / Wilk, Kazimiera A / Warszyński, Piotr

Advances in colloid and interface science

2022 Volume 306, Page(s) 102721

Abstract: This up-to-date review describes the design, fabrication approaches, properties and applications that have been employed in the field of hydrophobically decorated polyelectrolytes (HD-PEs), used as functionalized building blocks for speciality materials ... ...

Abstract	This up-to-date review describes the design, fabrication approaches, properties and applications that have been employed in the field of hydrophobically decorated polyelectrolytes (HD-PEs), used as functionalized building blocks for speciality materials with tuneable features. These include, in particular, synthetic strategies for modification/hydrophobization of polyelectrolytes, self-organization of HD-PEs in aqueous systems, adsorption phenomena and applications in the field of surface chemistry. Rationally engineered HD-PEs can be achieved via either step-growth copolymerization of different reactive end groups of monomers, followed by appropriate post-synthesis treatment or as a result of decoration of a given polymer backbone with hydrophobic side groups. The influence of HD-PEs' chemical structure on their self-assembling and interfacial properties is dependent on the overall hydrophobicity, i.e. length, number and type of side chains stretched out to charged segment, number, type and strength of ionizable groups. We also conclude that the linking entity structure (ester, secondary amide, etc.) between the hydrophobic side chain and the charged polyelectrolyte backbone in the tailor-made HD-PEs plays a crucial role in self-aggregation behaviour in water and at interfaces. The examples of the unique ability of HD-PEs to adsorb at hydrophilic and hydrophobic interfaces is discussed considering the effect of the self-aggregation on the interfacial properties.
MeSH term(s)	Adsorption ; Hydrophobic and Hydrophilic Interactions ; Polyelectrolytes/chemistry ; Polymers/chemistry ; Water/chemistry
Chemical Substances	Polyelectrolytes ; Polymers ; Water (059QF0KO0R)
Language	English
Publishing date	2022-06-16
Publishing country	Netherlands
Document type	Journal Article ; Review
ZDB-ID	210507-x
ISSN	1873-3727 ; 0001-8686
ISSN (online)	1873-3727
ISSN	0001-8686
DOI	10.1016/j.cis.2022.102721
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Article ; Online: Hydrophobisation of Silica Nanoparticles Using Lauroyl Ethyl Arginate and Chitosan Mixtures to Induce the Foaming Process.

Krzan, Marcel / Jarek, Ewelina / Petkova, Hristina / Santini, Eva / Szyk-Warszynska, Lilianna / Ravera, Francesca / Liggieri, Libero / Mileva, Elena / Warszynski, Piotr

Polymers

2022 Volume 14, Issue 19

Abstract: We studied silica suspensions with chitosan and biodegradable synthetic surfactant lauroyl ethyl arginate (LAE). Hydrophilic and negatively charged silica nanoparticles were neutralised due to the coating with chitosan. That presence of LAE led to the ... ...

Abstract	We studied silica suspensions with chitosan and biodegradable synthetic surfactant lauroyl ethyl arginate (LAE). Hydrophilic and negatively charged silica nanoparticles were neutralised due to the coating with chitosan. That presence of LAE led to the partial hydrophobisation of their surface, which favoured their attachment to the surface of a thin foam film. It was found that the presence of small and medium-sized (6-9 nm) hydrophobic particles in the interfacial layer of lamella foam film inhibited the coalescence and coarsening processes, which prolonged the life of the foam. Furthermore, hydrophobising of 30 nm particles allowed the formation of large aggregates precipitating from the mixture under steady-state conditions. These aggregates, however, under the conditions of the dynamic froth flotation process in the foam column, were floated into the foam layer. As a result, they were trapped in the foam film and Plateau borders, effectively preventing liquid leakage out of the foam. These results demonstrate the efficiency of using chitosan-LAE mixtures to remove silica nanoparticles from aqueous phase by foaming and flotation.
Language	English
Publishing date	2022-09-28
Publishing country	Switzerland
Document type	Journal Article
ZDB-ID	2527146-5
ISSN	2073-4360 ; 2073-4360
ISSN (online)	2073-4360
ISSN	2073-4360
DOI	10.3390/polym14194076
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Article ; Online: Surface Properties of Saponin-Chitosan Mixtures.

Krzan, Marcel / Rey, Natalia García / Jarek, Ewelina / Czakaj, Agnieszka / Santini, Eva / Ravera, Francesca / Liggieri, Libero / Warszynski, Piotr / Braunschweig, Björn

Molecules (Basel, Switzerland)

2022 Volume 27, Issue 21

Abstract: The surface properties of saponin and saponin-chitosan mixtures were analysed as a function of their bulk mixing ratio using vibrational sum-frequency generation (SFG), surface tensiometry and dilational rheology measurements. Our experiments show that ... ...

Abstract	The surface properties of saponin and saponin-chitosan mixtures were analysed as a function of their bulk mixing ratio using vibrational sum-frequency generation (SFG), surface tensiometry and dilational rheology measurements. Our experiments show that saponin-chitosan mixtures present some remarkable properties, such as a strong amphiphilicity of the saponin and high dilational viscoelasticity. We believe this points to the presence of chitosan in the adsorption layer, despite its complete lack of surface activity. We explain this phenomenon by electrostatic interactions between the saponin as an anionic surfactant and chitosan as a polycation, leading to surface-active saponin-chitosan complexes and aggregates. Analysing the SFG intensity of the O-H stretching bands from interfacial water molecules, we found that in the case of pH 3.4 for a mixture consisting of 0.1 g/L saponin and 0.001 g/L chitosan, the adsorption layer was electrically neutral. This conclusion from SFG spectra is corroborated by results from surface tensiometry showing a significant reduction in surface tension and effects on the dilational surface elasticity strictly at saponin/chitosan ratios, where SFG spectra indicate zero net charge at the air-water interface.
MeSH term(s)	Chitosan ; Saponins/chemistry ; Surface Tension ; Surface Properties ; Surface-Active Agents/chemistry ; Adsorption ; Water/chemistry
Chemical Substances	Chitosan (9012-76-4) ; Saponins ; Surface-Active Agents ; Water (059QF0KO0R)
Language	English
Publishing date	2022-11-03
Publishing country	Switzerland
Document type	Journal Article
ZDB-ID	1413402-0
ISSN	1420-3049 ; 1431-5165 ; 1420-3049
ISSN (online)	1420-3049
ISSN	1431-5165 ; 1420-3049
DOI	10.3390/molecules27217505
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Article: New mild amphoteric sulfohydroxybetaine-type surfactants containing different labile spacers: Synthesis, surface properties and performance

Lamch, Łukasz / Witek, Kamila / Jarek, Ewelina / Obłąk, Ewa / Warszyński, Piotr / Wilk, Kazimiera A

Journal of colloid and interface science. 2020 Jan. 15, v. 558

2020

Abstract: The excellent performance of zwitterionic alkylamide-type surfactants may be tuned by slight modifications of their structures, especially concerning linking groups between hydrophilic and hydrophobic moieties and the moderation of strong NH hydrogen ... ...

Abstract	The excellent performance of zwitterionic alkylamide-type surfactants may be tuned by slight modifications of their structures, especially concerning linking groups between hydrophilic and hydrophobic moieties and the moderation of strong NH hydrogen bonds via the introduction of a methyl group attached to the nitrogen.The influence of the structure of alkylamidehydroxysulfobetaine-type surfactants on their adsorption and micellization, lime soap dispersing ability, wettability, as well as antimicrobial and hemolytic activities was studied in this work. We synthesized a series of novel surfactants with labile CON(Me)CH2 or CH2N(Me) CO spacers that were adjacent to the hydrophobic tail CnH2n+1 and separated from the zwitterionic hydroxysulfobetaine headgroup by C3H6 or C2H4 linkers, i.e., [(3-alkanoyilomethyoamine)propyl] dimethylammonium 2-hydroxypropanesulfonates (CnTMDAS) and [3-(alkylmetyloamino)-3-oxopropyl] dimethylammonium 2-hydroxypropanesulfonates (CnDMPAS), respectively.The CnTMDAS surfactants showed slightly higher surface activity and lower CMC than the respective CnDMPAS with the same number of carbon atoms. Moreover, the CnTMDAS series exhibited significantly higher lime soap dispersing abilities and softer interactions with biological systems than CnDMPAS. The molecular modeling computations revealed that the difference in surface activity originated from lower dipole moment of CnTMDAS, hence, lower polarity, whereas higher free energy of dimerization of those surfactants with oleic acid may account for the favorable formation of mixed micelles.
Keywords	Gibbs free energy ; adsorption ; carbon ; dimerization ; ethylene ; hydrogen bonding ; hydrophilicity ; hydrophobicity ; micelles ; moieties ; molecular models ; oleic acid ; soaps ; sulfonates ; surfactants ; wettability ; zwitterions
Language	English
Dates of publication	2020-0115
Size	p. 220-229.
Publishing place	Elsevier Inc.
Document type	Article
ZDB-ID	241597-5
ISSN	1095-7103 ; 0021-9797
ISSN (online)	1095-7103
ISSN	0021-9797
DOI	10.1016/j.jcis.2019.09.100
Database	NAL-Catalogue (AGRICOLA)

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Article ; Online: Spiropyran Sulfonates for Photo- and pH-Responsive Air-Water Interfaces and Aqueous Foam.

Schnurbus, Marco / Kabat, Malgorzata / Jarek, Ewelina / Krzan, Marcel / Warszynski, Piotr / Braunschweig, Björn

Langmuir : the ACS journal of surfaces and colloids

2020 Volume 36, Issue 25, Page(s) 6871–6879

Abstract: Responsive foams and interfaces are interesting building blocks for active materials that respond and adapt to external stimuli. We have used the photochromic reaction of a spiropyran sulfonate surfactant to render interfacial, rising bubbles as well as ... ...

Abstract	Responsive foams and interfaces are interesting building blocks for active materials that respond and adapt to external stimuli. We have used the photochromic reaction of a spiropyran sulfonate surfactant to render interfacial, rising bubbles as well as foaming properties active to light stimuli. In order to address the air-water interface on a molecular level, we have applied sum-frequency generation (SFG) spectroscopy which has provided qualitative information on the surface excess and the interfacial charging state as a function of light irradiation and solution pH. Under blue light irradiation, the surfactant forms a closed ring spiro form (SP), whereas under dark conditions the ring opens and the merocyanine (MC) form is generated. Using SFG spectroscopy, we show that at the interface, different pH conditions of the bulk solution lead to changes in the interfacial charging state. We have exploited the fact that the MC surfactant's O-H group can be deprotonated as a function of pH and used that to tune the molecules net charge at the interface. In fact, SFG spectroscopy shows that with increasing pH the intensity of the O-H stretching band from interfacial water molecules increases, which we associate to an increase in surface net charge. At a pH of 5.3, irradiation with blue light leads to a reversible decrease of O-H intensities, whereas the C-H intensities were unchanged compared to the corresponding intensities under dark conditions. These results are indicative of changes in the surface net charge with light irradiation, which are also expected to influence the foam stability via changes in the electrostatic disjoining pressure. In fact, measurements of the foam stabilities are consistent with this hypothesis and show higher foam stability under dark conditions. At pH 2.7 this behavior is reversed as far as the surface tension and surface charging as well as the foam stability are concerned. This is corroborated by rising bubble experiments, which demonstrated an unprecedented reduction of ∼30% in bubble velocity when the bubbles were irradiated with blue light compared to the velocity of bubbles with the surfactants in the dark state. Clearly, the light-triggered changes can be used to control foams, rising bubbles, and fluid interfaces on a molecular level which renders them active to light stimuli.
Language	English
Publishing date	2020-02-24
Publishing country	United States
Document type	Journal Article
ZDB-ID	2005937-1
ISSN	1520-5827 ; 0743-7463
ISSN (online)	1520-5827
ISSN	0743-7463
DOI	10.1021/acs.langmuir.9b03387
Database	MEDical Literature Analysis and Retrieval System OnLINE

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Article: Surface properties and foamability of saponin and saponin-chitosan systems

Santini, Eva / Jarek, Ewelina / Krzan, Marcel / Liggieri, Libero / Ravera, Francesca / Warszynski, Piotr

Colloids and surfaces. 2019 Sept. 01, v. 181

2019

Abstract: In this work we investigate the surface properties and foamability of saponin and mixed saponin-chitosan solutions. These natural compounds are widely used in various cosmetic, pharmaceutical and food technologies because of their efficiency as bio- ... ...

Abstract	In this work we investigate the surface properties and foamability of saponin and mixed saponin-chitosan solutions. These natural compounds are widely used in various cosmetic, pharmaceutical and food technologies because of their efficiency as bio-active components and their biodegradability.These compounds and their mixture were investigated versus the composition by surface tension and dilational rheology measurements and the respective foams analysed at the formation and during their entire time evolution.The results show that these systems present peculiarities relevant for their utilisation as foam stabilisers, such as strong amphiphilicity of saponin and high values of dilational viscoelasticity. The behaviour of foams has been interpreted on the basis of the adsorption properties at liquid-air interface and the interfacial rheology. Specifically, we found a remarkable effect of the chitosan on the long-time stability of foams. This has been explained considering the changes of the bulk properties induced by chitosan, which influence also the dynamics of the saponin adsorption.This work aims to contribute to the development of new formulations of biodegradable and biocompatible foams for industrial applications, where it is advantageous to reduce the use of synthetic surfactants in commercial products.
Keywords	adsorption ; biodegradability ; chitosan ; foams ; industrial applications ; liquid-air interface ; rheology ; saponins ; surface tension ; surfactants ; viscoelasticity
Language	English
Dates of publication	2019-0901
Size	p. 198-206.
Publishing place	Elsevier B.V.
Document type	Article
ZDB-ID	1500523-9
ISSN	1873-4367 ; 0927-7765
ISSN (online)	1873-4367
ISSN	0927-7765
DOI	10.1016/j.colsurfb.2019.05.035
Database	NAL-Catalogue (AGRICOLA)

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Article ; Online: In Search of Effective Anticancer Agents-Novel Sugar Esters Based on Polyhydroxyalkanoate Monomers.

Snoch, Wojciech / Wnuk, Dawid / Witko, Tomasz / Staroń, Jakub / Bojarski, Andrzej J / Jarek, Ewelina / Plou, Francisco J / Guzik, Maciej

International journal of molecular sciences

2021 Volume 22, Issue 13

Abstract: Cancer is one of the deadliest illness globally. Searching for new solutions in cancer treatments is essential because commonly used mixed, targeted and personalized therapies are sometimes not sufficient or are too expensive for common patients. Sugar ... ...

Abstract	Cancer is one of the deadliest illness globally. Searching for new solutions in cancer treatments is essential because commonly used mixed, targeted and personalized therapies are sometimes not sufficient or are too expensive for common patients. Sugar fatty acid esters (SFAEs) are already well-known as promising candidates for an alternative medical tool. The manuscript brings the reader closer to methods of obtaining various SFAEs using combined biological, chemical and enzymatic methods. It presents how modification of SFAE's hydrophobic chains can influence their cytotoxicity against human skin melanoma and prostate cancer cell lines. The compound's cytotoxicity was determined by an MTT assay, which followed an assessment of SFAEs' potential metastatic properties in concentrations below IC
MeSH term(s)	Antineoplastic Agents/chemistry ; Antineoplastic Agents/pharmacology ; Cell Line, Tumor ; Cell Movement/drug effects ; Cell Proliferation/drug effects ; Drug Discovery ; Drug Screening Assays, Antitumor ; Esters/chemistry ; Esters/pharmacology ; Female ; Humans ; Intermediate Filaments/drug effects ; Intermediate Filaments/ultrastructure ; Male ; Polyhydroxyalkanoates/chemistry ; Polyhydroxyalkanoates/pharmacology ; Structure-Activity Relationship ; Sugars/chemistry ; Sugars/pharmacology
Chemical Substances	Antineoplastic Agents ; Esters ; Polyhydroxyalkanoates ; Sugars
Language	English
Publishing date	2021-07-05
Publishing country	Switzerland
Document type	Journal Article
ZDB-ID	2019364-6
ISSN	1422-0067 ; 1422-0067 ; 1661-6596
ISSN (online)	1422-0067
ISSN	1422-0067 ; 1661-6596
DOI	10.3390/ijms22137238
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