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Article

Membrane-Active Phenolic Compounds from Cephalaria uralensis (Murray) Roem. & Schult.: Isolation, Structural Characterization, and Antioxidant Potential

by
Anna Berecka-Rycerz
1,
Małgorzata Chrząszcz-Wróbel
2,
Arkadiusz Paweł Matwijczuk
3,
Piotr Hołowiński
4,
Sebastian Granica
5 and
Katarzyna Dos Santos Szewczyk
2,*
1
Department of Medicinal Chemistry, Medical University of Lublin, Jaczewskiego 4, 20-090 Lublin, Poland
2
Department of Pharmaceutical Botany, Medical University of Lublin, Chodźki 1, 20-093 Lublin, Poland
3
Department of Biophysics, Faculty of Environmental Biology, University of Life Sciences in Lublin, Akademicka 13, 20-950 Lublin, Poland
4
Department of Chromatography, Institute of Chemical Sciences, Faculty of Chemistry, Maria Curie Sklodowska University in Lublin, 20-031 Lublin, Poland
5
Microbiota Lab, Department of Pharmaceutical Biology, Medical University of Warsaw, 1 Banacha St., 02-097 Warsaw, Poland
*
Author to whom correspondence should be addressed.
Appl. Sci. 2025, 15(17), 9585; https://doi.org/10.3390/app15179585 (registering DOI)
Submission received: 12 August 2025 / Revised: 28 August 2025 / Accepted: 29 August 2025 / Published: 30 August 2025

Abstract

In this study, we isolated and identified six major phenolic constituents from Cephalaria uralensis. The compounds—quercetin 6-C-β-glucopyranoside, isoorientin, swertiajaponin, 3,5-dicaffeoylquinic acid, 4,5-dicaffeoylquinic acid, and chlorogenic acid—were characterized by LC–MS and NMR. All isolates exhibited strong free-radical scavenging ability and significant interaction with lipid monolayers (Δπ up to ~6.5–7 mN/m), suggesting dual antioxidant and membrane-perturbing activities. In antioxidant assays, isoorientin, showed the lowest IC50 among the isolates. Notably, 4,5-dicaffeoylquinic acid caused the largest increase in monolayer surface pressure, indicating a particularly strong tendency to integrate with lipid bilayers. In fact, chlorogenic acid, isoorientin, and swertiajaponin are well-documented natural antioxidants, and related phenolic acids have been shown to possess potent antimicrobial activity. Thus, the C. uralensis phenolics identified in our study likely underlie the extract’s bioactivity. These findings highlight C. uralensis as a source of membrane-active polyphenols with potential applications in skin-related oxidative and microbial conditions.
Keywords: Cephalaria; phenolic compounds; chlorogenic acid; swertiajaponin; isoorientin; monolayer; lipid interaction; antioxidant activity, Cephalaria; phenolic compounds; chlorogenic acid; swertiajaponin; isoorientin; monolayer; lipid interaction; antioxidant activity,

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MDPI and ACS Style

Berecka-Rycerz, A.; Chrząszcz-Wróbel, M.; Matwijczuk, A.P.; Hołowiński, P.; Granica, S.; Dos Santos Szewczyk, K. Membrane-Active Phenolic Compounds from Cephalaria uralensis (Murray) Roem. & Schult.: Isolation, Structural Characterization, and Antioxidant Potential. Appl. Sci. 2025, 15, 9585. https://doi.org/10.3390/app15179585

AMA Style

Berecka-Rycerz A, Chrząszcz-Wróbel M, Matwijczuk AP, Hołowiński P, Granica S, Dos Santos Szewczyk K. Membrane-Active Phenolic Compounds from Cephalaria uralensis (Murray) Roem. & Schult.: Isolation, Structural Characterization, and Antioxidant Potential. Applied Sciences. 2025; 15(17):9585. https://doi.org/10.3390/app15179585

Chicago/Turabian Style

Berecka-Rycerz, Anna, Małgorzata Chrząszcz-Wróbel, Arkadiusz Paweł Matwijczuk, Piotr Hołowiński, Sebastian Granica, and Katarzyna Dos Santos Szewczyk. 2025. "Membrane-Active Phenolic Compounds from Cephalaria uralensis (Murray) Roem. & Schult.: Isolation, Structural Characterization, and Antioxidant Potential" Applied Sciences 15, no. 17: 9585. https://doi.org/10.3390/app15179585

APA Style

Berecka-Rycerz, A., Chrząszcz-Wróbel, M., Matwijczuk, A. P., Hołowiński, P., Granica, S., & Dos Santos Szewczyk, K. (2025). Membrane-Active Phenolic Compounds from Cephalaria uralensis (Murray) Roem. & Schult.: Isolation, Structural Characterization, and Antioxidant Potential. Applied Sciences, 15(17), 9585. https://doi.org/10.3390/app15179585

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