In vitro anticancer studies of a small library of cyclic lipopeptides against the human cervix adenocarcinoma HeLa cells: Scientific paper

Ali N. Hmedat; Micjel C.  Morejón; Daniel G. Rivera; Nebojša Đ. Pantelić; Ludger A. Wessjohann; Goran N. Kaluđerović

doi:10.2298/JSC240109018H

PDF (1.44 MB) Supplementary Material (683 kB)

Published: Apr 21, 2024

Updated: 21.04.2024

DOI: https://doi.org/10.2298/JSC240109018H

Keywords:

cancer surfactin proliferation apoptosis cell cycle autophagy

Ali N. Hmedat

Department of Pharmaceutics and Pharmaceutical Technology, Faculty of Pharmacy, Yarmouk University, Irbid 21163, Jordan

https://orcid.org/0000-0003-4209-8598

Micjel C. Morejón

Department of Environmental Microbiology Electrobiotechnology, Helmholtz Centre for Environmental Research – UFZ, Permoserstr. 15, 04318 Leipzig, Germany

https://orcid.org/0000-0002-9359-1115

Daniel G. Rivera

Center for Natural Products Research, Faculty of Chemistry, University of Havana, Zapata y G, 10400, Havana, Cuba

Nebojša Đ. Pantelić

Department of Chemistry and Biochemistry, Faculty of Agriculture, University of Belgrade, Nemanjina 6, 11080 Belgrade, Serbia

https://orcid.org/0000-0003-1843-9890

Ludger A. Wessjohann

Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry, Weinberg 3, 06120 Halle (Saale), Germany

https://orcid.org/0000-0003-2060-8235

Goran N. Kaluđerović

Department of Engineering and Natural Sciences, University of Applied Sciences MerseburgEberhard-Leibnitz-Strasse 206217 MerseburgGermany

https://orcid.org/0000-0001-5168-1000

Abstract

Various cyclic lipopeptides (CLPs, 23 compounds) were tested for their antitumor potential against human cervix adenocarcinoma HeLa cells. From the fast screening (tested concentrations: 0.01 and 10 µM) compound 10 ((12S,6S,10S,13S)-6-((R)-sec-butyl)-7-(2-(dodecylamino)-2-oxoethyl)-13-isopropyl-82-nitro-2,5,12,15-tetraoxo-4,7,11,14-tetraaza-1(1,2)-pyrrolidina-8(1,4)-benzenacyclopentadecaphane-10-carboxamide) was identified as active against HeLa cell line. The MTT 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide and CV (crystal violet) assays revealed at least five times higher cytotoxic potential of 10 (IC₅₀ = 12.3±1.8 µM, MTT; 9.4±1.5 µM; CV) in comparison to control drug natural occurring CLP surfactin (IC₅₀ = 64.9±0.8 µM, MTT; 76.2±1.6 µM; CV). The cell cycle analysis performed by DAPI (4',6-diamidino-2-phenylindole) assay indicated the involvement of apoptosis in HeLa cell death upon treatment with 10, which was confirmed by apoptosis assay (annexin V/PI). Furthermore, during this process caspase activation could be detected (ApoStat assay, immunocytochemistry caspase-3 analysis). The flow cytometry analysis did not display induction of autophagy as a possible death mechanism in HeLa cells upon 10 treatment. The current findings could be used to design more effective CLPs based on 10 structure as potential anticancer agents.

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[1]

A. N. Hmedat, M. C. . Morejón, D. G. Rivera, N. Đ. Pantelić, L. A. Wessjohann, and G. N. Kaluđerović, “In vitro anticancer studies of a small library of cyclic lipopeptides against the human cervix adenocarcinoma HeLa cells: Scientific paper”, J. Serb. Chem. Soc., vol. 89, no. 4, pp. 471–484, Apr. 2024.

Issue

Vol. 89 No. 4 (2024)

Section

Biochemistry & Biotechnology

This work is licensed under a Creative Commons Attribution 4.0 International License.

Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution license 4.0 that allows others to share the work with an acknowledgement of the work's authorship and initial publication in this journal.

Funding data

Ministarstvo Prosvete, Nauke i Tehnološkog Razvoja
Grant numbers 451-03-47/2023-01/200116

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In vitro anticancer studies of a small library of cyclic lipopeptides against the human cervix adenocarcinoma HeLa cells Scientific paper