Počet záznamů: 1
Biophysical and molecular interactions of enantiomeric piperonal-derived trans β-aryl-δ-iodo-γ-lactones with cancer cell membranes, protein and DNA: Implications for anticancer activity
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SYSNO ASEP 0618286 Druh ASEP J - Článek v odborném periodiku Zařazení RIV J - Článek v odborném periodiku Poddruh J Článek ve WOS Název Biophysical and molecular interactions of enantiomeric piperonal-derived trans β-aryl-δ-iodo-γ-lactones with cancer cell membranes, protein and DNA: Implications for anticancer activity Tvůrce(i) Wloch, A. (PL)
Sengupta, P. (PL)
Szulc, N. (PL)
Kral, T. (PL)
Pawlak, A. (PL)
Henklewska, M. (PL)
Pruchnik, H. (PL)
Sýkora, Jan (UFCH-W) RID
Hof, Martin (UFCH-W) RID, ORCID
Gladkowski, W. (PL)Číslo článku 140476 Zdroj.dok. International Journal of Biological Macromolecules. - : Elsevier - ISSN 0141-8130
Roč. 303, APR 2025 (2025)Poč.str. 11 s. Jazyk dok. eng - angličtina Země vyd. NL - Nizozemsko Klíč. slova human serum-albumin ; styryl-lactones ; establishment ; antitumor ; fluidity ; design ; liposomes ; analogs ; drugs ; Enantiomeric iodolactones ; cancer cell membrane ; hsa ; dna ; Single-molecule fluorescence spectroscopy Vědní obor RIV CF - Fyzikální chemie a teoretická chemie Obor OECD Physical chemistry CEP GX19-26854X GA ČR - Grantová agentura ČR GA22-25953S GA ČR - Grantová agentura ČR EH22_008/0004558 GA MŠMT - Ministerstvo školství, mládeže a tělovýchovy Způsob publikování Omezený přístup Institucionální podpora UFCH-W - RVO:61388955 UT WOS 001425132000001 EID SCOPUS 85216851899 DOI https://doi.org/10.1016/j.ijbiomac.2025.140476 Anotace Developing novel anticancer agents requires understanding their interactions with biological systems at both the cellular and molecular levels. Enantiomeric lactones have demonstrated notable cytotoxic activities against various cancer cell lines. Building on this foundation, we investigated enantiomeric piperonal-derived trans beta-aryl-delta-iodo-gamma-lactones ((-)-(4S,5R,6S) and (+)-(4R,5S,6R)), focusing on their impact on cancer cells membrane (Jurkat and GL-1), model membranes, and biomacromolecules such as human serum albumin (HSA) and DNA. Also, the cytotoxicity toward red blood cells and the antitumor activity of the compounds were evaluated against a set of canine lymphoma and/or leukemia cell lines. Membrane interaction studies revealed that both enantiomers interact with the hydrophobic core of lipid bilayers, enhancing lipid acyl chain packing, with the (-)-(4S,5R,6S) isomer showing a stronger impact on membrane fluidity. Comprehensive spectroscopic and theoretical studies revealed distinct stereochemical differences in binding affinities to HSA, where the (-)-(4S,5R,6S) isomer showed higher binding affinity and significant hydrophobic interactions. Detailed biological studies demonstrated that both enantiomers exhibit antiproliferative and proapoptotic activities, with the (-)-(4S,5R,6S) enantiomer showing higher activity. This study underscores the biological activity and interactions of enantiomeric iodolactones derived from piperonal with biomacromolecules, providing comprehensive insights into their biophysical behavior and potential anticancer properties. Pracoviště Ústav fyzikální chemie J.Heyrovského Kontakt Michaela Knapová, michaela.knapova@jh-inst.cas.cz, Tel.: 266 053 196 Rok sběru 2026 Elektronická adresa https://www.sciencedirect.com/science/article/pii/S0141813025010256?via%3Dihub
Počet záznamů: 1