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Ruthenium tetrazene complexes bearing glucose moieties on their periphery: Synthesis, characterization, and in vitro cytotoxicity.
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SYSNO ASEP 0533067 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Ruthenium tetrazene complexes bearing glucose moieties on their periphery: Synthesis, characterization, and in vitro cytotoxicity. Author(s) Hamala, Vojtěch (UCHP-M) RID, SAI, ORCID
Martišová, A. (CZ)
Červenková Šťastná, Lucie (UCHP-M) RID, ORCID, SAI
Karban, Jindřich (UCHP-M) RID, ORCID, SAI
Dančo, Andrej (UFCH-W) SAI
Šimarek, Adam (UFCH-W)
Lamač, Martin (UFCH-W) RID, ORCID, SAI
Horáček, Michal (UFCH-W) RID, ORCID
Kolářová, T. (CZ)
Hrstka, R. (CZ)
Gyepes, Robert (UFCH-W) RID, ORCID
Pinkas, Jiří (UFCH-W) RID, ORCIDArticle number e5896 Source Title Applied Organometallic Chemistry. - : Wiley - ISSN 0268-2605
Roč. 34, č. 11 (2020)Number of pages 12 s. Language eng - English Country GB - United Kingdom Keywords anticancer activity ; glucose derivatives ; ruthenium complexes ; tetrazene ligands Subject RIV CC - Organic Chemistry OECD category Organic chemistry Subject RIV - cooperation J. Heyrovsky Institute of Physical Chemistry - Physical ; Theoretical Chemistry R&D Projects GA17-05838S GA ČR - Czech Science Foundation (CSF) Method of publishing Limited access Institutional support UCHP-M - RVO:67985858 ; UFCH-W - RVO:61388955 UT WOS 000544622600001 EID SCOPUS 85087296067 DOI 10.1002/aoc.5896 Annotation Ruthenium tetrazene complexes with general formula [Cp*RuCl(1,4-R2N4)] (Cp* = η5-C5Me5), where R = benzyl (1), 2-fluorobenzyl (2), β-D-glucopyr anosyl-unprotected (3a) and acyl-protected (3b–d), 2-acetamido-β-Dglucopyranosyl- unprotected (4a) and acyl-protected (4b–d), propyl-β-D-glucopyranoside-unprotected (5a), and O-acetylated (5b), were synthesized and characterized using nuclear magnetic resonance and electrospray ionization–mass spectrometry. In addition, the molecular structure of 3b was determined using X-ray crystallography. The cytotoxicity of complexes against ovarian (A2780, SK-OV-3) and breast (MDA-MB-231) cancer cell lines and noncancerous cell line HEK-293 was evaluated and compared to cisplatin activity. The carbohydrate-modified complexes bearing acyl-protecting groups exhibited higher efficacy (in low micromolar range) than unprotected ones, where the most active 4d was superior to cisplatin up to five times against all investigated cancer cell lines, however, no significant selectivity was achieved. The complex induced apoptotic cell death at low micromolar concentrations (0.5 μM for A2780 and HEK293,
2 μM for SK-OV-3 and MDA-MB-231).Workplace Institute of Chemical Process Fundamentals Contact Eva Jirsová, jirsova@icpf.cas.cz, Tel.: 220 390 227 Year of Publishing 2021 Electronic address http://hdl.handle.net/11104/0311562
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