Tethering Carbohydrates to the Vinyliminium Ligand of Antiproliferative Organometallic Diiron Complexes

© 2022 The Authors. Published by American Chemical Society.

Bibliographische Detailangaben
Veröffentlicht in:Organometallics. - 1998. - 41(2022), 5 vom: 14. März, Seite 514-526
1. Verfasser: Schoch, Silvia (VerfasserIn)
Weitere Verfasser: Iacopini, Dalila, Dalla Pozza, Maria, Di Pietro, Sebastiano, Degano, Ilaria, Gasser, Gilles, Di Bussolo, Valeria, Marchetti, Fabio
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2022
Zugriff auf das übergeordnete Werk:Organometallics
Schlagworte:Journal Article
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520 |a Four propargyl O-glycosides derivatized with mannose, glucose, and fructose moieties were synthesized and then incorporated within a diiron structure as part of a vinyliminium ligand. Hence, six glycoconjugated diiron complexes, [2-5]CF3SO3 (see Scheme 1) and the nonglycosylated analogues [6a-b]CF3SO3, were obtained in high yields and unambiguously characterized by elemental analysis, mass spectrometry, and IR and multinuclear NMR spectroscopies. All compounds exhibited a significant stability in DMSO-d 6/D2O solution, with 63-89% of the complexes unaltered after 72 h at 37 °C and also in the cell culture medium. The cytotoxicity of [2-6]CF3SO3, as well as that of previously reported 7 and 8, was assessed on CT26 (mouse colon carcinoma), U87 (human glioblastoma), MCF-7 (human breast adenocarcinoma), and RPE-1 (human normal retina pigmented epithelium) cell lines. In general, the IC50 values correlate with the hydrophobicity of the compounds (measured as octanol-water partition coefficients) and do not show an appreciable level of selectivity against cancer cells with respect to the nontumor ones 
650 4 |a Journal Article 
700 1 |a Iacopini, Dalila  |e verfasserin  |4 aut 
700 1 |a Dalla Pozza, Maria  |e verfasserin  |4 aut 
700 1 |a Di Pietro, Sebastiano  |e verfasserin  |4 aut 
700 1 |a Degano, Ilaria  |e verfasserin  |4 aut 
700 1 |a Gasser, Gilles  |e verfasserin  |4 aut 
700 1 |a Di Bussolo, Valeria  |e verfasserin  |4 aut 
700 1 |a Marchetti, Fabio  |e verfasserin  |4 aut 
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773 1 8 |g volume:41  |g year:2022  |g number:5  |g day:14  |g month:03  |g pages:514-526 
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